ES2620612T3 - Derivados de sulfóxidos y sulfonas de piridinilo y pirimidinilo - Google Patents
Derivados de sulfóxidos y sulfonas de piridinilo y pirimidinilo Download PDFInfo
- Publication number
- ES2620612T3 ES2620612T3 ES13754209.8T ES13754209T ES2620612T3 ES 2620612 T3 ES2620612 T3 ES 2620612T3 ES 13754209 T ES13754209 T ES 13754209T ES 2620612 T3 ES2620612 T3 ES 2620612T3
- Authority
- ES
- Spain
- Prior art keywords
- pyridine
- sulfonyl
- ylmethyl
- pyridin
- carboxylic acid
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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- 125000004076 pyridyl group Chemical group 0.000 title claims description 3
- MGXRFSFZOJBSGH-UHFFFAOYSA-N 2-pyrimidin-2-ylsulfinylpyrimidine Chemical class N=1C=CC=NC=1S(=O)C1=NC=CC=N1 MGXRFSFZOJBSGH-UHFFFAOYSA-N 0.000 title 1
- 150000003457 sulfones Chemical class 0.000 title 1
- -1 -S-alkyl Chemical group 0.000 claims abstract description 130
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 32
- 150000001875 compounds Chemical class 0.000 claims abstract description 21
- 125000001424 substituent group Chemical group 0.000 claims abstract description 14
- 125000000753 cycloalkyl group Chemical group 0.000 claims abstract description 12
- 125000003545 alkoxy group Chemical group 0.000 claims abstract description 11
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 11
- 125000001188 haloalkyl group Chemical group 0.000 claims abstract description 9
- 125000004093 cyano group Chemical group *C#N 0.000 claims abstract description 8
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 7
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims abstract description 6
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims abstract description 6
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims abstract description 6
- 125000004966 cyanoalkyl group Chemical group 0.000 claims abstract description 5
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims abstract 4
- 125000003282 alkyl amino group Chemical group 0.000 claims abstract 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 58
- ZFCRPEXKMXOUQT-UHFFFAOYSA-N furo[2,3-c]pyridine-2-carboxamide Chemical compound C1=NC=C2OC(C(=O)N)=CC2=C1 ZFCRPEXKMXOUQT-UHFFFAOYSA-N 0.000 claims description 33
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims description 23
- FKCVKMAORIXEQB-UHFFFAOYSA-N n-[[5-(3,5-difluorophenyl)sulfinylpyridin-2-yl]methyl]-1,3-dihydropyrrolo[3,4-c]pyridine-2-carboxamide Chemical compound FC1=CC(F)=CC(S(=O)C=2C=NC(CNC(=O)N3CC4=CN=CC=C4C3)=CC=2)=C1 FKCVKMAORIXEQB-UHFFFAOYSA-N 0.000 claims description 9
- DFEUKEQPQVSNCZ-UHFFFAOYSA-N n-[[5-(3,5-difluorophenyl)sulfinylpyridin-2-yl]methyl]imidazo[1,2-a]pyridine-6-carboxamide Chemical compound FC1=CC(F)=CC(S(=O)C=2C=NC(CNC(=O)C3=CN4C=CN=C4C=C3)=CC=2)=C1 DFEUKEQPQVSNCZ-UHFFFAOYSA-N 0.000 claims description 9
- PWWXIULQEXRUCV-UHFFFAOYSA-N imidazo[1,2-a]pyridine-6-carboxamide Chemical compound C1=C(C(=O)N)C=CC2=NC=CN21 PWWXIULQEXRUCV-UHFFFAOYSA-N 0.000 claims description 8
- AYRWUAWKBUXAIE-UHFFFAOYSA-N N-[[5-[1-(2,2,2-trifluoroethyl)piperidin-4-yl]sulfonylpyridin-2-yl]methyl]imidazo[1,2-a]pyrimidine-6-carboxamide Chemical compound FC(CN1CCC(CC1)S(=O)(=O)C=1C=CC(=NC1)CNC(=O)C=1C=NC=2N(C1)C=CN2)(F)F AYRWUAWKBUXAIE-UHFFFAOYSA-N 0.000 claims description 6
- 125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 claims description 6
- ZEMGDYPODAXYFB-UHFFFAOYSA-N N-[[5-(3-ethylsulfonylphenyl)sulfonylpyridin-2-yl]methyl]-1,3-dihydropyrrolo[3,4-c]pyridine-2-carboxamide Chemical compound CCS(=O)(=O)c1cccc(c1)S(=O)(=O)c1ccc(CNC(=O)N2Cc3ccncc3C2)nc1 ZEMGDYPODAXYFB-UHFFFAOYSA-N 0.000 claims description 5
- UBANMSISCVSGCM-UHFFFAOYSA-N n-[[5-[6-(4-methylpiperazin-1-yl)pyridin-3-yl]sulfonylpyridin-2-yl]methyl]furo[2,3-c]pyridine-2-carboxamide Chemical compound C1CN(C)CCN1C1=CC=C(S(=O)(=O)C=2C=NC(CNC(=O)C=3OC4=CN=CC=C4C=3)=CC=2)C=N1 UBANMSISCVSGCM-UHFFFAOYSA-N 0.000 claims description 5
- 125000003386 piperidinyl group Chemical group 0.000 claims description 5
- XDMGVODAJPPESG-UHFFFAOYSA-N 1h-pyrazolo[3,4-b]pyridine-5-carboxamide Chemical compound NC(=O)C1=CN=C2NN=CC2=C1 XDMGVODAJPPESG-UHFFFAOYSA-N 0.000 claims description 4
- 125000004206 2,2,2-trifluoroethyl group Chemical group [H]C([H])(*)C(F)(F)F 0.000 claims description 4
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 4
- ZCQMLFVDFRBLRT-UHFFFAOYSA-N N-[[5-[3-(trifluoromethoxy)phenyl]sulfonylpyridin-2-yl]methyl]imidazo[1,2-a]pyrimidine-6-carboxamide Chemical compound FC(OC=1C=C(C=CC1)S(=O)(=O)C=1C=CC(=NC1)CNC(=O)C=1C=NC=2N(C1)C=CN2)(F)F ZCQMLFVDFRBLRT-UHFFFAOYSA-N 0.000 claims description 4
- 125000006125 ethylsulfonyl group Chemical group 0.000 claims description 4
- 229910052731 fluorine Inorganic materials 0.000 claims description 4
- 239000011737 fluorine Substances 0.000 claims description 4
- YKTUZLHYXSJRBO-UHFFFAOYSA-N n-[[5-(3,5-difluorophenyl)sulfinylpyridin-2-yl]methyl]furo[2,3-c]pyridine-2-carboxamide Chemical compound FC1=CC(F)=CC(S(=O)C=2C=NC(CNC(=O)C=3OC4=CN=CC=C4C=3)=CC=2)=C1 YKTUZLHYXSJRBO-UHFFFAOYSA-N 0.000 claims description 4
- LQUDNHDFESTRSO-UHFFFAOYSA-N n-[[5-[3-(trifluoromethoxy)phenyl]sulfonylpyridin-2-yl]methyl]-1h-pyrazolo[3,4-b]pyridine-5-carboxamide Chemical compound FC(F)(F)OC1=CC=CC(S(=O)(=O)C=2C=NC(CNC(=O)C=3C=C4C=NNC4=NC=3)=CC=2)=C1 LQUDNHDFESTRSO-UHFFFAOYSA-N 0.000 claims description 4
- PRQWCQPAAYLZFQ-UHFFFAOYSA-N n-[[5-[3-(trifluoromethoxy)phenyl]sulfonylpyridin-2-yl]methyl]-1h-pyrrolo[3,2-c]pyridine-2-carboxamide Chemical compound FC(F)(F)OC1=CC=CC(S(=O)(=O)C=2C=NC(CNC(=O)C=3NC4=CC=NC=C4C=3)=CC=2)=C1 PRQWCQPAAYLZFQ-UHFFFAOYSA-N 0.000 claims description 4
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 4
- 125000001412 tetrahydropyranyl group Chemical group 0.000 claims description 4
- YCDWNEYQNIOGTL-UHFFFAOYSA-N 2-amino-N-[[5-(3,5-difluorophenyl)sulfonylpyridin-2-yl]methyl]-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxamide Chemical compound FC=1C=C(C=C(C1)F)S(=O)(=O)C=1C=CC(=NC1)CNC(=O)N1CC=2N=C(N=CC2C1)N YCDWNEYQNIOGTL-UHFFFAOYSA-N 0.000 claims description 3
- HJSATPZNMWIESI-UHFFFAOYSA-N 2-amino-n-[[5-(benzenesulfonyl)pyridin-2-yl]methyl]-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxamide Chemical compound C1C2=NC(N)=NC=C2CN1C(=O)NCC(N=C1)=CC=C1S(=O)(=O)C1=CC=CC=C1 HJSATPZNMWIESI-UHFFFAOYSA-N 0.000 claims description 3
- HDKQBMACWRYOMW-UHFFFAOYSA-N N-[[5-(1-butanoylpiperidin-4-yl)sulfonylpyridin-2-yl]methyl]-1,3-dihydropyrrolo[3,4-c]pyridine-2-carboxamide Chemical compound C(CCC)(=O)N1CCC(CC1)S(=O)(=O)C=1C=CC(=NC1)CNC(=O)N1CC=2C=NC=CC2C1 HDKQBMACWRYOMW-UHFFFAOYSA-N 0.000 claims description 3
- IHUYVOIGXSMWAD-UHFFFAOYSA-N N-[[5-(1-methylpyrazol-4-yl)sulfonylpyridin-2-yl]methyl]-1,3-dihydropyrrolo[3,4-c]pyridine-2-carboxamide Chemical compound CN1N=CC(=C1)S(=O)(=O)C=1C=CC(=NC1)CNC(=O)N1CC=2C=NC=CC2C1 IHUYVOIGXSMWAD-UHFFFAOYSA-N 0.000 claims description 3
- ZTHUGTHJUXQHNY-UHFFFAOYSA-N N-[[5-(1-propan-2-ylpyrazol-4-yl)sulfonylpyridin-2-yl]methyl]-1H-pyrrolo[3,2-c]pyridine-2-carboxamide Chemical compound CC(C)n1cc(cn1)S(=O)(=O)c1ccc(CNC(=O)c2cc3cnccc3[nH]2)nc1 ZTHUGTHJUXQHNY-UHFFFAOYSA-N 0.000 claims description 3
- VBSOLZBVHOUMEF-UHFFFAOYSA-N N-[[5-(1-propan-2-ylpyrazol-4-yl)sulfonylpyridin-2-yl]methyl]imidazo[1,2-a]pyridine-6-carboxamide Chemical compound CC(C)n1cc(cn1)S(=O)(=O)c1ccc(CNC(=O)c2ccc3nccn3c2)nc1 VBSOLZBVHOUMEF-UHFFFAOYSA-N 0.000 claims description 3
- IJYIYWJBDASLST-UHFFFAOYSA-N N-[[5-(1-propylpyrazol-4-yl)sulfonylpyridin-2-yl]methyl]-1,3-dihydropyrrolo[3,4-c]pyridine-2-carboxamide Chemical compound CCCn1cc(cn1)S(=O)(=O)c1ccc(CNC(=O)N2Cc3ccncc3C2)nc1 IJYIYWJBDASLST-UHFFFAOYSA-N 0.000 claims description 3
- YZFHADFAEUTWMP-UHFFFAOYSA-N N-[[5-(3,4-dimethoxyphenyl)sulfonylpyridin-2-yl]methyl]-1H-pyrazolo[3,4-b]pyridine-5-carboxamide Chemical compound COC=1C=C(C=CC1OC)S(=O)(=O)C=1C=CC(=NC1)CNC(=O)C=1C=C2C(=NC1)NN=C2 YZFHADFAEUTWMP-UHFFFAOYSA-N 0.000 claims description 3
- RKFVCFXKZVKYOV-UHFFFAOYSA-N N-[[5-(3,5-difluorophenyl)sulfonylpyridin-2-yl]methyl]-1,3-dihydropyrrolo[3,4-c]pyridine-2-carboxamide Chemical compound FC=1C=C(C=C(C1)F)S(=O)(=O)C=1C=CC(=NC1)CNC(=O)N1CC=2C=NC=CC2C1 RKFVCFXKZVKYOV-UHFFFAOYSA-N 0.000 claims description 3
- WRJPJVIPNBFAKB-UHFFFAOYSA-N N-[[5-(3-cyanophenyl)sulfonylpyridin-2-yl]methyl]-1,3-dihydropyrrolo[3,4-c]pyridine-2-carboxamide Chemical compound C(#N)C=1C=C(C=CC1)S(=O)(=O)C=1C=CC(=NC1)CNC(=O)N1CC=2C=NC=CC2C1 WRJPJVIPNBFAKB-UHFFFAOYSA-N 0.000 claims description 3
- RIKWNOUOBITHLW-UHFFFAOYSA-N N-[[5-(3-ethylsulfonylphenyl)sulfonylpyridin-2-yl]methyl]-1H-pyrazolo[3,4-b]pyridine-5-carboxamide Chemical compound C(C)S(=O)(=O)C=1C=C(C=CC1)S(=O)(=O)C=1C=CC(=NC1)CNC(=O)C=1C=C2C(=NC1)NN=C2 RIKWNOUOBITHLW-UHFFFAOYSA-N 0.000 claims description 3
- IGDBQLQWYIEOSE-UHFFFAOYSA-N N-[[5-(3-ethylsulfonylphenyl)sulfonylpyridin-2-yl]methyl]imidazo[1,2-a]pyridine-6-carboxamide Chemical compound C(C)S(=O)(=O)C=1C=C(C=CC=1)S(=O)(=O)C=1C=CC(=NC=1)CNC(=O)C=1C=CC=2N(C=1)C=CN=2 IGDBQLQWYIEOSE-UHFFFAOYSA-N 0.000 claims description 3
- HODBGTNXZDNSDJ-UHFFFAOYSA-N N-[[5-(3-fluoro-5-methoxyphenyl)sulfonylpyridin-2-yl]methyl]-1H-pyrazolo[3,4-b]pyridine-5-carboxamide Chemical compound FC=1C=C(C=C(C1)OC)S(=O)(=O)C=1C=CC(=NC1)CNC(=O)C=1C=C2C(=NC1)NN=C2 HODBGTNXZDNSDJ-UHFFFAOYSA-N 0.000 claims description 3
- VQUDBVVVCVYOIW-UHFFFAOYSA-N N-[[5-(3-fluorophenyl)sulfonylpyridin-2-yl]methyl]-1,3-dihydropyrrolo[3,4-c]pyridine-2-carboxamide Chemical compound FC=1C=C(C=CC1)S(=O)(=O)C=1C=CC(=NC1)CNC(=O)N1CC=2C=NC=CC2C1 VQUDBVVVCVYOIW-UHFFFAOYSA-N 0.000 claims description 3
- OMDAJKSYBCDMRW-UHFFFAOYSA-N N-[[5-(3-methoxyphenyl)sulfonylpyridin-2-yl]methyl]-1H-pyrazolo[3,4-b]pyridine-5-carboxamide Chemical compound COC=1C=C(C=CC1)S(=O)(=O)C=1C=CC(=NC1)CNC(=O)C=1C=C2C(=NC1)NN=C2 OMDAJKSYBCDMRW-UHFFFAOYSA-N 0.000 claims description 3
- LOWRMCDUXLIWHH-UHFFFAOYSA-N N-[[5-(3-methylsulfonylphenyl)sulfonylpyridin-2-yl]methyl]-1H-pyrazolo[3,4-b]pyridine-5-carboxamide Chemical compound CS(=O)(=O)C=1C=C(C=CC1)S(=O)(=O)C=1C=CC(=NC1)CNC(=O)C=1C=C2C(=NC1)NN=C2 LOWRMCDUXLIWHH-UHFFFAOYSA-N 0.000 claims description 3
- HFPQEZCQNJELCU-UHFFFAOYSA-N N-[[5-(3-morpholin-4-ylphenyl)sulfonylpyridin-2-yl]methyl]-1H-pyrazolo[3,4-b]pyridine-5-carboxamide Chemical compound O1CCN(CC1)C=1C=C(C=CC1)S(=O)(=O)C=1C=CC(=NC1)CNC(=O)C=1C=C2C(=NC1)NN=C2 HFPQEZCQNJELCU-UHFFFAOYSA-N 0.000 claims description 3
- VYRLUDJQWOSHRR-UHFFFAOYSA-N N-[[5-(6-aminopyridin-3-yl)sulfonylpyridin-2-yl]methyl]-1,3-dihydropyrrolo[3,4-c]pyridine-2-carboxamide Chemical compound Nc1ccc(cn1)S(=O)(=O)c1ccc(CNC(=O)N2Cc3ccncc3C2)nc1 VYRLUDJQWOSHRR-UHFFFAOYSA-N 0.000 claims description 3
- XIXYGBKMESJTKT-UHFFFAOYSA-N N-[[5-(6-morpholin-4-ylpyridin-3-yl)sulfonylpyridin-2-yl]methyl]-1,3-dihydropyrrolo[3,4-c]pyridine-2-carboxamide Chemical compound O=C(NCc1ccc(cn1)S(=O)(=O)c1ccc(nc1)N1CCOCC1)N1Cc2ccncc2C1 XIXYGBKMESJTKT-UHFFFAOYSA-N 0.000 claims description 3
- FSCMWQLTSRZMOG-UHFFFAOYSA-N N-[[5-(benzenesulfonyl)pyridin-2-yl]methyl]-4,6-dihydro-1H-pyrrolo[3,4-c]pyrazole-5-carboxamide Chemical compound O=C(NCc1ccc(cn1)S(=O)(=O)c1ccccc1)N1Cc2cn[nH]c2C1 FSCMWQLTSRZMOG-UHFFFAOYSA-N 0.000 claims description 3
- GFBZOGQLTINVOR-UHFFFAOYSA-N N-[[5-(benzenesulfonyl)pyrimidin-2-yl]methyl]-1H-pyrazolo[3,4-b]pyridine-5-carboxamide Chemical compound C1(=CC=CC=C1)S(=O)(=O)C=1C=NC(=NC1)CNC(=O)C=1C=C2C(=NC1)NN=C2 GFBZOGQLTINVOR-UHFFFAOYSA-N 0.000 claims description 3
- KTXRWEILRHBJAS-UHFFFAOYSA-N N-[[5-(oxan-4-ylsulfonyl)pyridin-2-yl]methyl]imidazo[1,2-a]pyridine-6-carboxamide Chemical compound O1CCC(CC1)S(=O)(=O)C=1C=CC(=NC1)CNC(=O)C=1C=CC=2N(C1)C=CN2 KTXRWEILRHBJAS-UHFFFAOYSA-N 0.000 claims description 3
- TZJFXIFKFUJSFC-UHFFFAOYSA-N N-[[5-[1-(2,2,2-trifluoroethyl)piperidin-4-yl]sulfinylpyridin-2-yl]methyl]imidazo[1,2-a]pyridine-6-carboxamide Chemical compound FC(F)(F)CN1CCC(CC1)S(=O)c1ccc(CNC(=O)c2ccc3nccn3c2)nc1 TZJFXIFKFUJSFC-UHFFFAOYSA-N 0.000 claims description 3
- YVZPNLVAKTWCEN-UHFFFAOYSA-N N-[[5-[1-(2,2,2-trifluoroethyl)piperidin-4-yl]sulfonylpyridin-2-yl]methyl]-1,3-dihydropyrrolo[3,4-c]pyridine-2-carboxamide Chemical compound FC(F)(F)CN1CCC(CC1)S(=O)(=O)C1=CC=C(CNC(=O)N2CC3=C(C2)C=NC=C3)N=C1 YVZPNLVAKTWCEN-UHFFFAOYSA-N 0.000 claims description 3
- VMHDRTRENFLSEM-UHFFFAOYSA-N N-[[5-[1-(2,2,2-trifluoroethyl)piperidin-4-yl]sulfonylpyridin-2-yl]methyl]imidazo[1,2-a]pyridine-6-carboxamide Chemical compound FC(F)(F)CN1CCC(CC1)S(=O)(=O)c1ccc(CNC(=O)c2ccc3nccn3c2)nc1 VMHDRTRENFLSEM-UHFFFAOYSA-N 0.000 claims description 3
- JCWKHTHFYALJMD-UHFFFAOYSA-N N-[[5-[1-(2-methoxyacetyl)piperidin-4-yl]sulfonylpyridin-2-yl]methyl]furo[2,3-c]pyridine-2-carboxamide Chemical compound COCC(=O)N1CCC(CC1)S(=O)(=O)c1ccc(CNC(=O)c2cc3ccncc3o2)nc1 JCWKHTHFYALJMD-UHFFFAOYSA-N 0.000 claims description 3
- SSFBJLXOWQPPTG-UHFFFAOYSA-N N-[[5-[1-(oxan-4-yl)piperidin-4-yl]sulfonylpyridin-2-yl]methyl]imidazo[1,2-a]pyridine-6-carboxamide Chemical compound O=C(NCc1ccc(cn1)S(=O)(=O)C1CCN(CC1)C1CCOCC1)c1ccc2nccn2c1 SSFBJLXOWQPPTG-UHFFFAOYSA-N 0.000 claims description 3
- GAKVWIDHYFVZFP-UHFFFAOYSA-N N-[[5-[1-(oxetan-3-yl)piperidin-4-yl]sulfonylpyridin-2-yl]methyl]-1,3-dihydropyrrolo[3,4-c]pyridine-2-carboxamide Chemical compound O1CC(C1)N1CCC(CC1)S(=O)(=O)C=1C=CC(=NC1)CNC(=O)N1CC=2C=NC=CC2C1 GAKVWIDHYFVZFP-UHFFFAOYSA-N 0.000 claims description 3
- USSDRHITMNOLQK-UHFFFAOYSA-N N-[[5-[1-(oxetan-3-yl)piperidin-4-yl]sulfonylpyridin-2-yl]methyl]thieno[2,3-c]pyridine-2-carboxamide Chemical compound O=C(NCc1ccc(cn1)S(=O)(=O)C1CCN(CC1)C1COC1)c1cc2ccncc2s1 USSDRHITMNOLQK-UHFFFAOYSA-N 0.000 claims description 3
- GOCBJOIVADACCR-UHFFFAOYSA-N N-[[5-[3-(trifluoromethoxy)phenyl]sulfonylpyridin-2-yl]methyl]-1,3-dihydropyrrolo[3,4-c]pyridine-2-carboxamide Chemical compound FC(OC=1C=C(C=CC1)S(=O)(=O)C=1C=CC(=NC1)CNC(=O)N1CC=2C=NC=CC2C1)(F)F GOCBJOIVADACCR-UHFFFAOYSA-N 0.000 claims description 3
- XTYVJJLYWYTQPS-UHFFFAOYSA-N N-[[5-[3-(trifluoromethyl)phenyl]sulfinylpyridin-2-yl]methyl]-1,3-dihydropyrrolo[3,4-c]pyridine-2-carboxamide Chemical compound FC(F)(F)c1cccc(c1)S(=O)c1ccc(CNC(=O)N2Cc3ccncc3C2)nc1 XTYVJJLYWYTQPS-UHFFFAOYSA-N 0.000 claims description 3
- FFUQLORJSLZNNJ-UHFFFAOYSA-N N-[[5-[4-(4-methylpiperazin-1-yl)phenyl]sulfonylpyridin-2-yl]methyl]furo[2,3-c]pyridine-2-carboxamide Chemical compound CN1CCN(CC1)C1=CC=C(C=C1)S(=O)(=O)C=1C=CC(=NC1)CNC(=O)C1=CC=2C(=CN=CC2)O1 FFUQLORJSLZNNJ-UHFFFAOYSA-N 0.000 claims description 3
- QDKIRNJZFWOYFH-UHFFFAOYSA-N N-[[5-[4-(4-methylpiperazin-1-yl)phenyl]sulfonylpyridin-2-yl]methyl]imidazo[1,2-a]pyrimidine-6-carboxamide Chemical compound CN1CCN(CC1)C1=CC=C(C=C1)S(=O)(=O)C=1C=CC(=NC1)CNC(=O)C=1C=NC=2N(C1)C=CN2 QDKIRNJZFWOYFH-UHFFFAOYSA-N 0.000 claims description 3
- SLBJSMFKVLDCIB-UHFFFAOYSA-N N-[[5-[4-(oxan-4-yl)piperazin-1-yl]sulfonylpyridin-2-yl]methyl]furo[2,3-c]pyridine-2-carboxamide Chemical compound O1C(=CC=2C1=CN=CC2)C(=O)NCC2=NC=C(C=C2)S(=O)(=O)N2CCN(CC2)C2CCOCC2 SLBJSMFKVLDCIB-UHFFFAOYSA-N 0.000 claims description 3
- ZPIPRSGXAFONKA-UHFFFAOYSA-N N-[[5-[5-(trifluoromethyl)pyridin-3-yl]sulfonylpyridin-2-yl]methyl]furo[2,3-c]pyridine-2-carboxamide Chemical compound FC(F)(F)c1cncc(c1)S(=O)(=O)c1ccc(CNC(=O)c2cc3ccncc3o2)nc1 ZPIPRSGXAFONKA-UHFFFAOYSA-N 0.000 claims description 3
- TYNJBJHMJNPDDR-UHFFFAOYSA-N N-[[5-[6-(dimethylamino)pyridin-3-yl]sulfonylpyridin-2-yl]methyl]-1H-pyrazolo[3,4-b]pyridine-5-carboxamide Chemical compound CN(C)c1ccc(cn1)S(=O)(=O)c1ccc(CNC(=O)c2cnc3[nH]ncc3c2)nc1 TYNJBJHMJNPDDR-UHFFFAOYSA-N 0.000 claims description 3
- CNPZEERMDBIOLD-UHFFFAOYSA-N N-[[5-[6-(dimethylamino)pyridin-3-yl]sulfonylpyridin-2-yl]methyl]imidazo[1,2-a]pyridine-6-carboxamide Chemical compound CN(C1=CC=C(C=N1)S(=O)(=O)C=1C=CC(=NC1)CNC(=O)C=1C=CC=2N(C1)C=CN2)C CNPZEERMDBIOLD-UHFFFAOYSA-N 0.000 claims description 3
- JNMLCNVRWAGTCZ-UHFFFAOYSA-N N-[[5-[6-(trifluoromethyl)pyridin-3-yl]sulfonylpyridin-2-yl]methyl]imidazo[1,2-a]pyridine-6-carboxamide Chemical compound FC(C1=CC=C(C=N1)S(=O)(=O)C=1C=CC(=NC1)CNC(=O)C=1C=CC=2N(C1)C=CN2)(F)F JNMLCNVRWAGTCZ-UHFFFAOYSA-N 0.000 claims description 3
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- 239000000375 suspending agent Substances 0.000 description 1
- GHYPQAOXZUEFNP-UHFFFAOYSA-N thieno[2,3-c]pyridine-2-carboxylic acid Chemical compound C1=NC=C2SC(C(=O)O)=CC2=C1 GHYPQAOXZUEFNP-UHFFFAOYSA-N 0.000 description 1
- 150000003567 thiocyanates Chemical class 0.000 description 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
- LBLYYCQCTBFVLH-UHFFFAOYSA-M toluenesulfonate group Chemical group C=1(C(=CC=CC1)S(=O)(=O)[O-])C LBLYYCQCTBFVLH-UHFFFAOYSA-M 0.000 description 1
- 125000005490 tosylate group Chemical group 0.000 description 1
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Abstract
Un compuesto de Fórmula (I):**Fórmula** en la que: A es CH o N; E es O o está ausente; R es (a) un heteroarilo bicíclico que comprende uno o más miembros en el anillo de heteroátomos independientemente seleccionados entre N, S u O, en la que dicho heteroarilo bicíclico está sin sustituir o sustituido con uno o más sustituyentes seleccionados entre el grupo que consiste en deuterio, amino, alquilamino, dialquilamino, alquilo, halo, ciano, haloalquilo, hidroxi, hidroxialquilo y alcoxi; y en la que uno o más miembros del anillo de N de dicho heteroarilo bicíclico es opcionalmente un N-óxido; o (b) un anillo de heterocicloalquilo unido a nitrógeno de cinco o seis miembros condensado a un fenilo o heteroarilo monocíclico, en la que dicho fenilo o heteroarilo está sin sustituir o sustituido con uno o más sustituyentes seleccionados entre el grupo que consiste en deuterio, amino, alquilamino, dialquilamino, alquilo, halo, ciano, haloalquilo, hidroxi, hidroxialquilo y alcoxi; o (c) un heteroarilo sin sustituir o sustituido de 8 o 9 miembros; R1 es (1) Rm o -alquilenil-Rm, donde Rm es cicloalquilo, heterocicloalquilo, fenilo o heteroarilo monocíclico; en la que cada uno de dicho cicloalquilo, heterocicloalquilo, fenilo y heteroarilo está sin sustituir o sustituido con uno o más sustituyentes Rx; en la que cada Rx sustituyente se selecciona independientemente entre el grupo que consiste en: deuterio, halo, hidroxi, hidroxialquilo, ciano, -NRaRb, -alquilenil-NRaRb, oxo, alquilo, cianoalquilo, haloalquilo, alcoxi, -S-alquilo, haloalcoxi, alcoxialquil-, alquenilo, alquinilo, -C(O)alquilo, -C(O)alquil-O-alquilo, -CO2alquilo, -CO2H, -CONH2, C(O)NH(alquilo), - C(O)NH(haloalquilo), -C(O)N(alquil)2, -C(O)NH(cicloalquilo), arilalquil-, arilalcoxi-, ariloxi-, cicloalquilo, cicloalquiloxi, (cicloalquil)alquilo, heterocicloalquilo, arilo, (heterocicloalquil)alquil-, (heterocicloalquil)alcoxi-, -C(O)cicloalquilo, -C(O)heterocicloalquilo, heteroarilo, (heteroaril)alquil-, -S(O)-alquilo, - SO2- alquilo, -SO2-arilo, -SO2-fluoroalquilo, -N(Rc)-C(O)-alquilo, -N(Rc)-C(c)-arilo, -N(Rc)-CO2-alquilo, - SO2NH2, -SO2NH(alquilo), -SO2N(alquil)2, -SO2NH(cicloalquilo), y -N(H)(SO2alquilo), o dos sustituyentes Rx adyacentes en un grupo Rm de fenilo o heteroarilo tomados juntos forman metilenodioxi, en la que cada uno de dicho cicloalquilo, heterocicloalquilo, arilo y heteroarilo en Rx está sin sustituir o sustituido con uno o más sustituyentes seleccionados independientemente entre el grupo que consiste en deuterio, alquilo, halo, hidroxi, ciano, alcoxi, amino,-C(O)alquilo y - CO2alquilo; en la que Ra y Rb son cada uno independientemente H, alquilo, alcoxi, alcoxialquilo, cianoalquilo, o haloalquilo; y Rc es H, alquilo o arilalquil-; (2) alquilo sin sustituir o sustituido con uno o más sustituyentes seleccionados entre el grupo que consiste en deuterio, halo, hidroxi, ciano, alcoxi, haloalcoxi, -NRsRt,-C(O)alquilo, CO2alquilo, - CO2H, -CONRsRt, -SOalquilo, -SO2alquilo y -SO2NRsRt; donde Rs y Rt son cada uno independientemente H, alquilo, alcoxialquilo, haloalquilo, -C(O)alquilo, o -CO2alquilo; o en la que Rn es H, Rm, -alquilenil-Rm, hidroxialquilo, cianoalquilo, alcoxialquilo, haloalquilo, - CONRhRi, o -C(O)Rj; donde Rm es como se define en el punto (1) anterior; Rh y Ri son cada uno independientemente H o alquilo, o Rh y Ri tomados junto con el nitrógeno al que están unidos forman un heterocicloalquilo monocíclico; y Rj es un alquilo sin sustituir o sustituido con uno o más sustituyentes seleccionados entre el grupo que consiste en: deuterio, halo, amino, hidroxi, alcoxi, cicloalquilo, heteroarilo, fenilo y heterocicloalquilo; o un cicloalquilo, heterocicloalquilo, fenilo, o heteroarilo, cada uno sin sustituir o sustituido con uno o más sustituyentes seleccionados entre el grupo que consiste en: deuterio, alquilo, halo, amino, hidroxi y alcoxi; y Ro es H o Rj; cada uno de R2 y R3 se selecciona independientemente entre el grupo que consiste en H y deuterio; en la que el compuesto de Fórmula I no es (5-bencenosulfonil-piridin-2-ilmetil)-amida del ácido 1H-pirrolo[3,2-c]piridin-2-carboxílico; o una sal farmacéuticamente aceptable del mismo; en la que el compuesto de Fórmula I no es 6-(trifluorometil)-N-((5-((3- (trifluorometil)fenil)sulfonil)piridin-2-il)metil)imidazo[1,2-a]piridin-2-carboxamida; o una sal farmacéuticamente aceptable del mismo.
Description
pantotenato, bitartrato, ascorbato, succinato, maleato, gentisinato, fumarato, gluconato, glucuronato, sacarato, formiato, benzoato, glutamato, metanosulfonato ("mesilato"), etanosulfonato, bencenosulfonato, p-toluenosulfonato y pamoato (es decir, 1,1'-metileno-bis(2-hidroxi-3-naftoato)). Una sal farmacéuticamente aceptable puede implicar la inclusión de otra molécula, tal como un ión acetato, un ión succinato u otro contraión. El contraión puede ser cualquier resto orgánico o inorgánico que estabiliza la carga en el precursor. Además, una sal farmacéuticamente aceptable puede tener más de un átomo cargado en su estructura. Los casos en los que múltiples átomos cargados son parte de la sal farmacéuticamente aceptable pueden tener múltiples contraiones. Por lo tanto, una sal farmacéuticamente aceptable puede tener uno o más átomos cargados y/o uno o más contraiones.
Las sales de adición de ácidos incluyen acetatos, ascorbatos, benzoatos, bencenosulfonatos, bisulfatos, boratos, butiratos, citratos, canforatos, canforsulfonatos, fumaratos, clorhidratos, bromhidratos, yodhidratos, lactatos, maleatos, metanosulfonatos, naftalenosulfonatos, nitratos, oxalatos, fosfatos, propionatos, salicilatos, succinatos, sulfatos, tartaratos, tiocianatos, toluenosulfonatos (también conocidos como tosilatos), y similares.
Las sales básicas ejemplares incluyen sales de amonio, sales de metales alcalinos, tales como sales de sodio, litio y potasio, sales de metales alcalinotérreos, tales como sales de calcio y magnesio, sales con bases orgánicas (por ejemplo, aminas orgánicas), tales como diciclohexilaminas, t-butil aminas, y sales con aminoácidos, tales como arginina, lisina y similares. Los grupos que contienen nitrógeno básico pueden cuaternizarse con agentes, tales como haluros de alquilo inferior (por ejemplo, cloruros, bromuros y yoduros de metilo, etilo y butilo), sulfatos de dialquilo (por ejemplo, sulfatos de dimetilo, dietilo, y dibutilo), haluros de cadena larga (por ejemplo, cloruros, bromuros y yoduros de decilo, laurilo y estearilo), haluros de aralquilo (por ejemplo, bromuros de bencilo y fenetilo), y otros.
Además, se analizan ácidos y bases que se consideran generalmente adecuados para la formación de sales farmacéuticamente útiles a partir de compuestos farmacéuticos, por ejemplo, por P. Stahl et al, Camille G. (eds.) Handbook of Pharmaceutical Salts. Properties, Selection and Use. (2002) Zurich: Wiley-VCH; S. Berge et al, Journal of Pharmaceutical Sciences (1977) 66(1) 1-19; P. Gould, International J. of Pharmaceutics (1986) 33 201-217; Anderson et al, The Practice of Medicinal Chemistry (1996), Academic Press, Nueva York; y en The Orange Book (Food & Drug Administration, MD, disponible en la FDA). Estas divulgaciones se incorporan en el presente documento por referencia a las mismas.
Además, cualquier compuesto descrito en el presente documento pretende referirse a cualquier forma no solvatada,
o un hidrato, solvato, o polimorfo de tal compuesto, y mezclas del mismo, incluso si tales formas no se enumeran de forma explícita. "Solvato" significa una asociación física de un compuesto de la invención con una o más moléculas de disolvente. Esta asociación física implica grados variables de enlace iónico y covalente, incluyendo enlace de hidrógeno. En ciertos casos, el solvato será capaz de aislarse, por ejemplo, cuando una o más moléculas de disolvente se incorporan en la estructura cristalina de un sólido cristalino. "Solvato" incluye tanto solvatos de fase en solución como aislables. Los solvatos adecuados incluyen los formados con disolventes farmacéuticamente aceptables tales como agua, etanol, y similares. En algunas realizaciones, el disolvente es agua y los solvatos son hidratos.
Uno o más compuestos de la invención pueden convertirse opcionalmente en un solvato. Se conocen en general métodos para la preparación de solvatos. Por lo tanto, por ejemplo, M. Caira et al., J. Pharmaceutical Sci., 93(3), 601-611 (2004), describe la preparación de los solvatos del fluconazol antifúngico en acetato de etilo, así como a partir de agua. Las preparaciones similares de solvatos, hemisolvato, hidratos, y similares se describen por E. C. van Tonder et al, AAPS PharmSciTech., 5(1), artículo 12 (2004); y A. L. Bingham et al, Chem. Commun., 603-604 (2001). Un proceso típico y no limitante implica disolver el compuesto de la invención en cantidades adecuadas de disolvente (disolvente orgánico o agua o una mezcla de los mismos) a un valor superior a temperatura ambiente, y enfriar la solución a una velocidad suficiente para formar cristales que se aíslen entonces por métodos estándar. Las técnicas analíticas, tal como, por ejemplo, espectroscopía infrarroja, muestran la presencia del disolvente (o agua) en los cristales como un solvato (o hidrato).
La divulgación también se refiere a profármacos farmacéuticamente aceptables de los compuestos de Fórmula I, y a métodos de tratamiento que emplean tales profármacos farmacéuticamente aceptables. El término "profármaco" significa un precursor de un compuesto designado que, después de la administración a un sujeto, produce el compuesto in vivo mediante un proceso químico o fisiológico tal como solvólisis o escisión enzimática, o bajo condiciones fisiológicas (por ejemplo, un profármaco al llevarse al pH fisiológico, se convierte en el compuesto de Fórmula I). Un "profármaco farmacéuticamente aceptable" es un profármaco que es no tóxico, que es biológicamente tolerable, y de otro modo adecuado para la formulación y/o administración al sujeto. Los
morfolinilo, 4-metil-piperazinilo, piperidinilo, metoxi, ciano, acetilo, etilamido, metilsulfonilo, etilsulfonilo, ciano, cloro, dimetilamino, metilo, etilo, propilo, isopropilo, isobutilo, butirilo, oxetanilo, tetrahidropiranilo, pirrolidinilo y 1-(3oxetanil)-piperidin-4-ilo.
5 En otras realizaciones, Rm es fenilo, sin sustituir o sustituido con 1 o 2 sustituyentes Rx seleccionados independientemente entre el grupo que consiste en: flúor, trifluorometilo, trifluorometoxi, morfolinilo, 4-metilpiperazinilo, metoxi, ciano, etilamido, metilsulfonilo o etilsulfonilo. En otras realizaciones, Rm es fenilo, sin sustituir o sustituido con 1 o 2 sustituyentes Rx seleccionados independientemente entre el grupo que consiste en: flúor, trifluorometilo, metoxi, trifluorometoxi, morfolinilo y 4-metil-piperazinilo.
10 En otras realizaciones, R1 es un alquilo, sin sustituir o sustituido como se describe para la Fórmula I. En algunas realizaciones, R1 es un alquilo sustituido con uno o más sustituyentes seleccionados entre el grupo que consiste en halo, hidroxi, ciano, alcoxi, trifluoroalquilo, trifluoroalcoxi, amino, metilamino, dimetilamino, acetilo, metoxicarbonilo, amido y metilsulfonilo.
15 En otras realizaciones, R1 es -N(Rn)Ro. En tales realizaciones, Rn es Rm o -alquilenil-Rm, donde Rm es como se ha descrito anteriormente. En otras realizaciones, Rn es hidroxialquilo, cianoalquilo, alcoxialquilo, haloalquilo, -CONRhRi, o -C(O)Rj, donde Rh y Ri son cada uno independientemente H o alquilo, y Rj es hidroximetilo, cicloalquilo, piperidinilo
o fenilo. En algunas realizaciones, Ro es H o alquilo.
20 En algunas realizaciones, uno de R2 y R3 es deuterio y el otro es H. En otras realizaciones, tanto R2 como R3 son H.
En algunas realizaciones, cada alquilo o alquileno que se ha descrito anteriormente es independientemente un alquilo C1-10. En otras realizaciones, cada alquilo o alquileno en la Fórmula I es independientemente un alquilo C1-6. 25 Aún en otras realizaciones, cada alquilo o alquileno en la Fórmula I es independientemente un alquilo C1-4.
En ciertas realizaciones, el compuesto de Fórmula I se elige entre la siguiente tabla:
- Ej.
- Estructura Nombre
- 1
-
imagen13 [5-(3,5-Difluoro-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido 1H-pirazolo[3,4-b]piridin-5-carboxílico
- 2
-
imagen14 [5-(3,5-Difluoro-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]pirimidin-6-carboxílico
- 3
-
imagen15 [5-(3,5-Difluoro-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido 1H-pirrolo[3,2-c]piridin-2-carboxílico
- 4
-
imagen16 [5-(3,5-Difluoro-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]piridin-6-carboxílico
- Ej.
- Estructura Nombre
- 5
-
imagen17 [5-(3,5-Difluoro-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido furo[2,3-c]piridin-2-carboxílico
- 6
-
imagen18 (5-Bencenosulfonil-pirimidin-2-ilmetil)-amida del ácido 1Hpirazolo[3,4-b]piridin-5-carboxílico
- 7
-
imagen19 (5-Bencenosulfonil-pirimidin-2-ilmetil)-amida del ácido 1Hpirrolo[3,2-c]piridin-2-carboxílico
- 8
-
imagen20 (5-Bencenosulfonil-pirimidin-2-ilmetil)-amida del ácido imidazo[1,2-a]piridin-6-carboxílico
- 9
-
imagen21 [5-(3,5-Difluoro-bencenosulfinil)-piridin-2-ilmetil]-amida del ácido 1H-pirrolo[3,2-c]piridin-2-carboxílico (racémica)
- 10
-
imagen22 [5-(3-Trifluorometil-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]piridin-6-carboxílico
- 11
-
imagen23 (5-Bencenosulfonil-pirimidin-2-ilmetil)-amida del ácido furo[2,3c]piridin-2-carboxílico
- 12
-
imagen24 (5-Bencenosulfonil-pirimidin-2-ilmetil)-amida del ácido imidazo[1,2-a]pirimidin-6-carboxílico
- Ej.
- Estructura Nombre
- 13
-
imagen25 [5-(3-Trifluorometoxi-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]piridin-6-carboxílico
- 14
-
imagen26 [5-(3,5-Difluoro-bencenosulfinil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]piridin-6-carboxílico (racémica)
- 15
-
imagen27 [5-(3,5-Difluoro-bencenosulfinil)-piridin-2-ilmetil]-amida del ácido 1H-pirazolo[3,4-b]piridin-5-carboxílico (racémica)
- 16
-
imagen28 [5-(3-Trifluorometil-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido 1H-pirazolo[3,4-b]piridin-5-carboxílico
- 17
-
imagen29 [5-(3-Trifluorometil-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido 1H-pirrolo[3,2-c]piridin-2-carboxílico
- 18
-
imagen30 [5-(3-Trifluorometil-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]pirimidin-6-carboxílico
- Ej.
- Estructura Nombre
- 19
-
imagen31 [5-(3-Trifluorometoxi-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido 1H-pirazolo[3,4-b]piridin-5-carboxílico
- 20
-
imagen32 [5-(3-Trifluorometoxi-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]pirimidin-6-carboxílico
- 21
-
imagen33 [5-(3-Trifluorometoxi-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido 1H-pirrolo[3,2-c]piridin-2-carboxílico
- 22
-
imagen34 [5-(3-Trifluorometil-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido furo[2,3-c]piridin-2-carboxílico
- 23
-
imagen35 [5-(3-Trifluorometoxi-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido furo[2,3-c]piridin-2-carboxílico
- 24
-
imagen36 [5-(3,5-Difluoro-bencenosulfinil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]pirimidin-6-carboxílico (racémica)
- Ej.
- Estructura Nombre
- 25
-
imagen37 [5-(3,5-Difluoro-bencenosulfinil)-piridin-2-ilmetil]-amida del ácido furo[2,3-c]piridin-2-carboxílico (racémica)
- 26
-
imagen38 [5-(Piperidin-4-sulfonil)-piridin-2-ilmetil]-amida del ácido furo[2,3c]piridin-2-carboxílico
- 27
-
imagen39 [5-(Piperidin-4-sulfonil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]piridin-6-carboxílico
- 28
-
imagen40 [5-(3,5-difluoro-bencenosulfinil)-piridin-2-ilmetil]-amida del ácido furo[2,3-c]piridin-2-carboxílico (estereoisómero 1)
- 29
-
imagen41 [5-(3,5-Difluoro-bencenosulfinil)-piridin-2-ilmetil]-amida del ácido furo[2,3-c]piridin-2-carboxílico (estereoisómero 2)
- 30
-
imagen42 [5-(4-Morfolin-4-il-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]piridin-6-carboxílico
- 31
-
imagen43 [5-(4-Morfolin-4-il-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido 1H-pirazolo[3,4-b]piridin-5-carboxílico
- 32
-
imagen44 [5-(3-Metoxi-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido furo[2,3-c]piridin-2-carboxílico
- Ej.
- Estructura Nombre
- 33
-
imagen45 [5-(3-Metoxi-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]pirimidin-6-carboxílico
- 34
-
imagen46 [5-(3-Metoxi-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido 1H-pirazolo[3,4-b]piridin-5-carboxílico
- 35
-
imagen47 [5-(6-Morfolin-4-il-piridin-3-sulfonil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]piridin-6-carboxílico
- 36
-
imagen48 [5-(1-Metil-1H-pirazol-4-sulfonil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]piridin-6-carboxílico
- 37
-
imagen49 [5-(4-Morfolin-4-il-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido furo[2,3-c]piridin-2-carboxílico
- 38
-
imagen50 [5-(4-Morfolin-4-il-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]pirimidin-6-carboxílico
- 39
-
imagen51 [5-(4-Morfolin-4-il-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido tieno[2,3-c]piridin-2-carboxílico
- Ej.
- Estructura Nombre
- 40
-
imagen52 [5-(1-Metil-1H-pirazol-4-sulfonil)-piridin-2-ilmetil]-amida del ácido tieno[2,3-c]piridin-2-carboxílico
- 41
-
imagen53 [5-(6-Morfolin-4-il-piridin-3-sulfonil)-piridin-2-ilmetil]-amida del ácido 1H-pirazolo[3,4-b]piridin-5-carboxílico
- 42
-
imagen54 {5-[1-(Tetrahidro-piran-4-il)-piperidin-4-sulfonil]-piridin-2-ilmetil}amida del ácido 1H-pirrolo[3,2-c]piridin-2-carboxílico
- 43
-
imagen55 [5-(1-Propil-1H-pirazol-4-sulfonil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]piridin-6-carboxílico
- 44
-
imagen56 [5-(1-Isopropil-1H-pirazol-4-sulfonil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]piridin-6-carboxílico
- 45
-
imagen57 [5-(1-Isopropil-1H-pirazol-4-sulfonil)-piridin-2-ilmetil]-amida del ácido tieno[2,3-c]piridin-2-carboxílico
- 46
-
imagen58 {5-[6-(4-Metil-piperazin-1-il)-piridin-3-sulfonil]-piridin-2-ilmetil}amida del ácido imidazo[1,2-a]piridin-6-carboxílico
- Ej.
- Estructura Nombre
- 47
-
imagen59 {5-[6-(4-Metil-piperazin-1-il)-piridin-3-sulfonil]-piridin-2-ilmetil}amida del ácido imidazo[1,2-a]pirimidin-6-carboxílico
- 48
-
imagen60 {5-[4-(4-Metil-piperazin-1-il)-bencenosulfonil]-piridin-2-ilmetil}amida del ácido imidazo[1,2-a]pirimidin-6-carboxílico
- 49
-
imagen61 [5-(3-Trifluorometil-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido 1,3-dihidro-pirrolo[3,4-c]piridin-2-carboxílico
- 50
-
imagen62 [5-(3-Trifluorometoxi-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido 1,3-dihidro-pirrolo[3,4-c]piridin-2-carboxílico
- 51
-
imagen63 [5-(Tetrahidro-piran-4-sulfonil)-piridin-2-ilmetil]-amida del ácido furo[2,3-c]piridin-2-carboxílico
- 52
-
imagen64 [5-(6-Morfolin-4-il-piridin-3-sulfonil)-piridin-2-ilmetil]-amida del ácido furo[2,3-c]piridin-2-carboxílico
- Ej.
- Estructura Nombre
- 53
-
imagen65 [5-(Tetrahidro-piran-4-sulfonil)-piridin-2-ilmetil]-amida del ácido tieno[2,3-c]piridin-2-carboxílico
- 54
-
imagen66 [5-(6-Morfolin-4-il-piridin-3-sulfonil)-piridin-2-ilmetil]-amida del ácido tieno[2,3-c]piridin-2-carboxílico
- 55
-
imagen67 [5-(3,5-Difluoro-bencenosulfinil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]piridin-6-carboxílico (racémica)
- 56
-
imagen68 [5-(1-Oxetan-3-il-piperidin-4-sulfonil)-piridin-2-ilmetil]-amida del ácido tieno[2,3-c]piridin-2-carboxílico
- 57
-
imagen69 (5-Bencenosulfonil-piridin-2-ilmetil)-amida del ácido 2-amino-5,7dihidro-pirrolo[3,4-d]pirimidin-6-carboxílico
- 58
-
imagen70 [5-(3,5-Difluoro-bencenosulfinil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]piridin-6-carboxílico (racémica)
- 59
-
imagen71 (5-Ciclohexanosulfonil-piridin-2-ilmetil)-amida del ácido 1,3dihidro-pirrolo[3,4-c]piridin-2-carboxílico
- 60
-
imagen72 [5-(Tetrahidro-piran-4-sulfonil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]piridin-6-carboxílico
- Ej.
- Estructura Nombre
- 61
-
imagen73 [5-(1-Propil-1H-pirazol-4-sulfonil)-piridin-2-ilmetil]-amida del ácido furo[2,3-c]piridin-2-carboxílico
- 62
-
imagen74 [5-(1-Isopropil-1H-pirazol-4-sulfonil)-piridin-2-ilmetil]-amida del ácido furo[2,3-c]piridin-2-carboxílico
- 63
-
imagen75 [5-(1-Metil-1H-pirazol-4-sulfonil)-piridin-2-ilmetil]-amida del ácido furo[2,3-c]piridin-2-carboxílico
- 64
-
imagen76 [5-(3,4-Dimetoxi-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido tieno[2,3-c]piridin-2-carboxílico
- 65
-
imagen77 [5-(3,4-Dimetoxi-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]piridin-6-carboxílico
- 66
-
imagen78 [5-(3,4-Dimetoxi-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido furo[2,3-c]piridin-2-carboxílico
- 67
-
imagen79 [5-(6-Dimetilamino-piridin-3-sulfonil)-piridin-2-ilmetil]-amida del ácido furo[2,3-c]piridin-2-carboxílico
- Ej.
- Estructura Nombre
- 68
-
imagen80 {5-[6-(4-Metil-piperazin-1-il)-piridin-3-sulfonil]-piridin-2-ilmetil}amida del ácido 1H-pirazolo[3,4-b]piridin-5-carboxílico
- 69
-
imagen81 [5-(6-Dimetilamino-piridin-3-sulfonil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]pirimidin-6-carboxílico
- 70
-
imagen82 [5-(3,4-Dimetoxi-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido 1H-pirazolo[3,4-b]piridin-5-carboxílico
- 71
-
imagen83 [5-(1-Oxetan-3-il-piperidin-4-sulfonil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]piridin-6-carboxílico
- 72
-
imagen84 {5-[4-(4-Metil-piperazin-1-il)-bencenosulfonil]-piridin-2-ilmetil}amida del ácido furo[2,3-c]piridin-2-carboxílico
- 73
-
imagen85 [5-(3,5-Difluoro-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido 1,3-dihidro-pirrolo[3,4-c]piridin-2-carboxílico
- Ej.
- Estructura Nombre
- 74
-
imagen86 [5-(2-Dimetilamino-tiazol-5-sulfonil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]piridin-6-carboxílico
- 75
-
imagen87 [5-(2-Dimetilamino-tiazol-5-sulfonil)-piridin-2-ilmetil]-amida del ácido tieno[2,3-c]piridin-2-carboxílico
- 76
-
imagen88 [5-(1-Propil-1H-pirazol-4-sulfonil)-piridin-2-ilmetil]-amida del ácido tieno[2,3-c]piridin-2-carboxílico
- 77
-
imagen89 [5-(3-Trifluorometil-bencenosulfonil)-pirimidin-2-ilmetil]-amida del ácido imidazo[1,2-a]piridin-6-carboxílico
- 78
-
imagen90 [5-(6-Trifluorometil-piridin-3-sulfonil)-piridin-2-ilmetil]-amida del ácido tieno[2,3-c]piridin-2-carboxílico
- 79
-
imagen91 [5-(6-Trifluorometil-piridin-3-sulfonil)-piridin-2-ilmetil]-amida del ácido furo[2,3-c]piridin-2-carboxílico
- 80
-
imagen92 [5-(1-Isopropil-1H-pirazol-4-sulfonil)-piridin-2-ilmetil]-amida del ácido 1,3-dihidro-pirrolo[3,4-c]piridin-2-carboxílico
- Ej.
- Estructura Nombre
- 81
-
imagen93 [5-(3-Trifluorometil-bencenosulfonil)-pirimidin-2-ilmetil]-amida del ácido furo[2,3-c]piridin-2-carboxílico
- 82
-
imagen94 [5-(6-Trifluorometil-piridin-3-sulfonil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]piridin-6-carboxílico
- 83
-
imagen95 [5-(6-Dimetilamino-piridin-3-sulfonil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]piridin-6-carboxílico
- 84
-
imagen96 [5-(6-Dimetilamino-piridin-3-sulfonil)-piridin-2-ilmetil]-amida del ácido 1H-pirazolo[3,4-b]piridin-5-carboxílico
- 85
-
imagen97 [5-(3-Fluoro-5-morfolin-4-il-bencenosulfonil)-piridin-2-ilmetil]amida del ácido 1H-pirazolo[3,4-b]piridin-5-carboxílico
- 86
-
imagen98 [5-(3,5-Difluoro-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido 2-amino-5,7-dihidro-pirrolo[3,4-d]pirimidin-6-carboxílico
- 87
-
imagen99 [5-(3-Trifluorometil-bencenosulfinil)-piridin-2-ilmetil]-amida del ácido furo[2,3-c]piridin-2-carboxílico (racémica)
- Ej.
- Estructura Nombre
- 88
-
imagen100 [5-(3-Fluoro-5-morfolin-4-il-bencenosulfonil)-piridin-2-ilmetil]amida del ácido furo[2,3-c]piridin-2-carboxílico
- 89
-
imagen101 [5-(3-Trifluorometoxi-bencenosulfinil)-piridin-2-ilmetil]-amida del ácido 1,3-dihidro-pirrolo[3,4-c]piridin-2-carboxílico (racémica)
- 90
-
imagen102 [5-(3-Trifluorometoxi-bencenosulfinil)-piridin-2-ilmetil]-amida del ácido furo[2,3-c]piridin-2-carboxílico (racémica)
- 91
-
imagen103 [5-(4-Pirrolidin-1-il-piperidin-1-sulfonil)-piridin-2-ilmetil]-amida del ácido furo[2,3-c]piridin-2-carboxílico
- 92
-
imagen104 [5-(6-Metil-piridin-3-sulfonil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]piridin-6-carboxílico
- 93
-
imagen105 [5-(2-Dimetilamino-tiazol-5-sulfonil)-piridin-2-ilmetil]-amida del ácido furo[2,3-c]piridin-2-carboxílico
- 94
-
imagen106 [5-(6-Metil-piridin-3-sulfonil)-piridin-2-ilmetil]-amida del ácido furo[2,3-c]piridin-2-carboxílico
- Ej.
- Estructura Nombre
- 95
-
imagen107 [5-(6-Metil-piridin-3-sulfonil)-piridin-2-ilmetil]-amida del ácido tieno[2,3-c]piridin-2-carboxílico
- 96
-
imagen108 [5-(3-Etanosulfonil-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]piridin-6-carboxílico
- 97
-
imagen109 [5-(4-Morfolin-4-il-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido 1,3-dihidro-pirrolo[3,4-c]piridin-2-carboxílico
- 98
-
imagen110 [5-(2-Dimetilamino-tiazol-5-sulfonil)-piridin-2-ilmetil]-amida del ácido 1,3-dihidro-pirrolo[3,4-c]piridin-2-carboxílico
- 99
-
imagen111 [5-(1-Metil-1H-pirazol-4-sulfonil)-piridin-2-ilmetil]-amida del ácido 1,3-dihidro-pirrolo[3,4-c]piridin-2-carboxílico
- 100
-
imagen112 [5-(3-Fluoro-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido 1,3-dihidro-pirrolo[3,4-c]piridin-2-carboxílico
- 101
-
imagen113 [5-(3-Trifluorometoxi-bencenosulfinil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]piridin-6-carboxílico (racémica)
- Ej.
- Estructura Nombre
- 102
-
imagen114 [5-(1-Isobutil-piperidin-4-sulfinil)-piridin-2-ilmetil]-amida del ácido furo[2,3-c]piridin-2-carboxílico (racémica)
- 103
-
imagen115 [5-(1-Oxetan-3-il-piperidin-4-sulfonil)-piridin-2-ilmetil]-amida del ácido furo[2,3-c]piridin-2-carboxílico
- 104
-
imagen116 [5-(1-Oxetan-3-il-piperidin-4-sulfonil)-piridin-2-ilmetil]-amida del ácido 1,3-dihidro-pirrolo[3,4-c]piridin-2-carboxílico
- 105
-
imagen117 {5-[1-(Tetrahidro-piran-4-il)-piperidin-4-sulfonil]-piridin-2-ilmetil}amida del ácido furo[2,3-c]piridin-2-carboxílico
- 106
-
imagen118 [5-(3-Etanosulfonil-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido 1H-pirazolo[3,4-b]piridin-5-carboxílico
- 107
-
imagen119 [5-(6-Trifluorometil-piridin-3-sulfonil)-piridin-2-ilmetil]-amida del ácido 1H-pirazolo[3,4-b]piridin-5-carboxílico
- 108
-
imagen120 [5-(1-Butiril-piperidin-4-sulfonil)-piridin-2-ilmetil]-amida del ácido 1,3-dihidro-pirrolo[3,4-c]piridin-2-carboxílico
- 109
-
imagen121 N-[[5-(3-etilsulfonilfenil)sulfinil-2-piridil]metil]furo[2,3-c]piridin-2carboxamida
- Ej.
- Estructura Nombre
- 110
-
imagen122 N-[[5-[(6-amino-3-piridil)sulfonil]-2-piridil]metil]furo[2,3-c]piridin-2carboxamida
- 111
-
imagen123 N-[[5-[[1-(2,2,2-trifluoroetil)-4-piperidil]sulfonil]-2piridil]metil]imidazo[1,2-a]pirimidin-6-carboxamida
- 112
-
imagen124 N-[[5-(3,5-dimetoxifenil)sulfonil-2-piridil]metil]furo[2,3-c]piridin-2carboxamida
- 113
-
imagen125 N-[[5-[[6-(4-metilpiperazin-1-il)-3-piridil]sulfonil]-2piridil]metil]furo[2,3-c]piridin-2-carboxamida o
- 114
-
imagen126 N-[[5-(3-etilsulfonilfenil)sulfonil-2-piridil]metil]-1,3dihidropirrolo[3,4-c]piridin-2-carboxamida
o una sal farmacéuticamente aceptable de los mismos, o un estereoisómero o una sal farmacéuticamente aceptable de un estereoisómero de los mismos.
En ciertas otras realizaciones, el compuesto de Fórmula I se elige entre la siguiente tabla:
- Ej.
- Estructura Nombre
- 115
-
imagen127 N-[[5-(3-etilsulfonilfenil)sulfonil-2-piridil]metil]-furo[2,3c]piridin-2-carboxamida
- 116
-
imagen128 N-[[5-(3,5-difluorofenil)sulfinil-2-piridil]metil]-1,3dihidropirrolo[3,4-c]piridin-2-carboxamida
- 117
-
imagen129 N-[[5-[(6-amino-3-piridil)sulfonil]-2-piridil]metil]furo[2,3c]piridin-2-carboxamida
- Ej.
- Estructura Nombre
- 118
-
imagen130 N-[[5-[[1-(2,2,2-trifluoroetil)-4-piperidil]sulfinil]-2piridil]metil]furo[2,3-c]piridin-2-carboxamida
- 119
-
imagen131 N-[[5-[(1-tetrahidropiran-4-il-4-piperidil)sulfonil]-2piridil]metil]-1,3-dihidropirrolo[3,4-c]piridin-2carboxamida
- 120
-
imagen132 N-[[5-[3-(trifluorometil)fenil]sulfinil-2-piridil]metil]-1,3dihidropirrolo[3,4-c]piridin-2-carboxamida
- 121
-
imagen133 N-[[5-[[1-(2-metoxiacetil)-4-piperidil]sulfonil]-2piridil]metil]-1,3-dihidropirrolo[3,4-c]piridin-2carboxamida
- 122
-
imagen134 N-[[5-[[1-(2-metoxiacetil)-4-piperidil]sulfonil]-2piridil]metil]furo[2,3-c]piridin-2-carboxamida
- 123
-
imagen135 N-[[5-(3-morfolinofenil)sulfonil-2-piridil]metil]furo[2,3c]piridin-2-carboxamida
- 124
-
imagen136 N-[[5-(3-metilsulfonilfenil)sulfonil-2-piridil]metil]furo[2,3c]piridin-2-carboxamida
- Ej.
- Estructura Nombre
- 125
-
imagen137 N-[[5-[(6-morfolino-3-piridil)sulfonil]-2-piridil]metil]-1,3dihidropirrolo[3,4-c]piridin-2-carboxamida
- 126
-
imagen138 N-[[5-(4-tetrahidropiran-4-iliperazin-1-il)sulfonil-2piridil]metil]-1,3-dihidropirrolo[3,4-c]piridin-2carboxamida
- 127
-
imagen139 N-[[5-(4-tetrahidropiran-4-ilpiperazin-1-il)sulfonil-2piridil]metil]furo[2,3-c]piridin-2-carboxamida
- 128
-
imagen140 N-[[5-[(1-tetrahidrofurano-3-il-4-piperidil)sulfonil]-2piridil]metil]furo[2,3-c]piridin-2-carboxamida
- 129
-
imagen141 N-[[5-[(1-tetrahidrofurano-3-il-4-piperidil)sulfonil]-2piridil]metil]-1,3-dihidropirrolo[3,4-c]piridin-2carboxamida
- 130
-
imagen142 N-[[5-[(1-butanoil-4-piperidil)sulfonil]-2piridil]metil]furo[2,3-c]piridin-2-carboxamida
- Ej.
- Estructura Nombre
- 131
-
imagen143 N-[[5-[[1-(2,2,2-trifluoroetil)-4-piperidil]sulfonil]-2piridil]metil]furo[2,3-c]piridin-2-carboxamida
- 132
-
imagen144 N-[[5-[[1-(2,2,2-trifluoroetil)-4-piperidil]sulfonil]-2piridil]metil]imidazo[1,2 -a]pirimidin-6-carboxamida
- 133
-
imagen145 N-[[5-(3,5-dimetoxifenil)sulfonil-2-piridil]metil]furo[2,3c]piridin-2-carboxamida
- 134
-
imagen146 N-[[5-(3-metilsulfonilfenil)sulfonil-2-piridil]metil]-1Hpirazolo[3,4-b]piridin-5-carboxamida
- 135
-
imagen147 N-[[5-[[6-(4-metilpiperazin-1-il)-3-piridil]sulfonil]-2piridil]metil]furo[2,3-c]piridin-2-carboxamida
- 136
-
imagen148 N-[[5-(3-etilsulfonilfenil)sulfonil-2-piridil]metil]-1,3dihidropirrolo[3,4-c]piridin-2-carboxamida
- Ej.
- Estructura Nombre
- 137
-
imagen149 N-[[5-(3-metil-sulfonilfenil)sulfonil-2-piridil]metil]imidazo[1,2-a]piridin-6-carboxamida
- 138
-
imagen150 N-[[5-(2-pirrolidin-1-iltiazol-5-il)sulfonil-2piridil]metil]furo[2,3-c]piridin-2-carboxamida
- 139
-
imagen151 N-[[5-(3,5-dimetoxifenil)sulfonil-2-piridil]metil]-1Hpirazolo[3,4-b]piridin-5-carboxamida
- 140
-
imagen152 N-[[5-(1-propilpirazol-4-il)sulfonil-2-piridil]metil]-1,3dihidropirrolo[3,4-c]piridin-2-carboxamida
- 141
-
imagen153 N-[[5-[4-(oxetan-3-il)piperazin-1-il]sulfonil-2piridil]metil]furo[2,3-c]piridin-2-carboxamida
- 142
-
imagen154 N-[[5-[4-(oxetan-3-il)piperazin-1-il]sulfonil-2piridil]metil]-1,3-dihidropirrolo[3,4-c]piridin-2carboxamida
- Ej.
- Estructura Nombre
- 143
-
imagen155 N-[[5-[[1-(2,2,2-trifluoroetil)-4-piperidil]sulfonil]-2piridil]metil]-1,3-dihidropirrolo[3,4-c]piridin-2carboxamida
- 144
-
imagen156 N-[[5-(3-fluoro-5-metoxi-fenil)sulfonil-2-piridil]metil]-1Hpirazolo[3,4-b]piridin-5-carboxamida
- 145
-
imagen157 N-[[5-[2-[etil(metil)amino]tiazol-5-il]sulfonil-2piridil]metil]imidazo[1,2 -a]piridin-6-carboxamida
- 146
-
imagen158 N-[[5-[2-[etil(metil)-amino]tiazol-5-il]-sulfonil-2-piridil]metil]furo[2,3-c]piridin-2-carboxamida
- 147
-
imagen159 N-[[5-[2-[etil(metil)-amino]tiazol-5-il]sulfonil-2-piridil]metil]-1,3-dihidro-pirrolo[3,4-c]piridin-2-carboxamida
- 148
-
imagen160 N-[[5-[(4-pirrolidin-1-il-1-piperidil)sulfonil]-2-piridil]metil]1,3-dihidropirrolo[3,4-c]piridin-2-carboxamida
- Ej.
- Estructura Nombre
- 149
-
imagen161 N-[[5-[(4-pirrolidin-1-il-1-piperidil)sulfonil]-2-piridil]metil]1H-pirazolo[3,4-b]piridin-5-carboxamida
- 150
-
imagen162 N-[[5-[(6-amino-3-piridil)sulfonil]-2-piridil]metil]-1,3dihidropirrolo[3,4-c]piridin-2-carboxamida
- 151
-
imagen163 N-[[5-(3-cianofenil)sulfonil-2-piridil]metil]furo[2,3c]piridin-2-carboxamida
- 152
-
imagen164 N-[[5-[[1-(2,2,2-trifluoroetil)-4-piperidil]sulfonil]-2piridil]metil]imidazo[1,2 -a]piridin-6-carboxamida
- 153
-
imagen165 N-[[5-[[1-(2,2,2-trifluoroetil)-4-piperidil]sulfonil]-2piridil]metil]-1H-pirazolo[3,4-b]piridin-5-carboxamida
- 154
-
imagen166 N-[[5-(3-morfolinofenil)-sulfonil-2-piridil]metil]imidazo[1,2-a]piridin-6-carboxamida
- Ej.
- Estructura Nombre
- 155
-
imagen167 N-[[5-(3-cianofenil)sulfonil-2-piridil]metil]imidazo-[1,2a]piridin-6-carboxamida
- 156
-
imagen168 N-[[5-(3-ciano-fenil)sulfonil-2-piridil]metil]-1Hpirazolo[3,4-b]piridin-5-carboxamida
- 157
-
imagen169 N-[[5-(3-morfolino-fenil)sulfonil-2-piridil]metil]-1Hpirazolo[3,4-b]piridin-5-carboxamida
- 158
-
imagen170 N-[[5-(3-cianofenil)-sulfonil-2-piridil]metil]-1,3dihidropirrolo[3,4-c]piridin-2-carboxamida
- 159
-
imagen171 N-[[5-(3,5-difluorofenil)sulfinil-2-piridil]metil]-1,3dihidropirrolo[3,4-c]piridin-2-carboxamida (enantiómero 1)
- 160
-
imagen172 N-[[5-(3,5-difluoro-fenil)sulfinil-2-piridil]metil]-1,3dihidropirrolo[3,4-c]piridin-2-carboxamida (enantiómero 2)
- 161
-
imagen173 N-[[5-[(1-tetrahidropiran-4-il-4-piperidil)sulfonil]-2piridil]metil]imidazo-[1,2-a]piridin-6-carboxamida
- Ej.
- Estructura Nombre
- 162
-
imagen174 N-[[5-[(1-tetrahidropiran-4-il-4-piperidil)sulfonil]-2piridil]metil]-1H-pirazolo[3,4-b]piridin-5-carboxamida
- 163
-
imagen175 N-[[5-[[5-(trifluorometil)-3-piridil]sulfonil]-2piridil]metil]furo[2,3-c]piridin-2-carboxamida
- 164
-
imagen176 N-[[5-[(5-cloro-3-piridil)sulfonil]-2-piridil]metil]-1Hpirazolo[3,4-b]piridin-5-carboxamida
- 165
-
imagen177 N-[[5-[[5-(trifluorometil)-3-piridil]sulfonil]-2-piridil]metil]1H-pirazolo[3,4-b]piridin-5-carboxamida
- 166
-
imagen178 N-[[5-[[1-(2,2,2-trifluoroetil)-4-piperidil]sulfonil]-2piridil]metil]-1H-pirrolo[3,2-c]piridin-2-carboxamida
- 167
-
imagen179 N-[[5-(2-morfolino-pirimidin-5-il)sulfonil-2piridil]metil]imidazo[1,2 -a]piridin-6-carboxamida
- Ej.
- Estructura Nombre
- 168
-
imagen180 N-[[5-[[5-(trifluorometil)-3-piridil]sulfonil]-2piridil]metil]imidazo[1,2 -a]piridin-6-carboxamida
- 169
-
imagen181 N-[[5-[(5-cloro-3-piridil)sulfonil]-2-piridil]metil]furo[2,3c]piridin-2-carboxamida
- 170
-
imagen182 N-[[5-[[5-(trifluorometil)-3-piridil]sulfonil]-2-piridil]metil]1,3-dihidropirrolo[3,4-c]piridin-2-carboxamida
- 171
-
imagen183 N-[[5-(1-propilpirazol-4-il)sulfonil-2-piridil]-metil]-1Hpirrolo[3,2-c]piridin-2-carboxamida
- 172
-
imagen184 N-[[5-[(1-isobutil-4-piperidil)sulfinil]-2piridil]metil]imidazo[1,2 -a]piridin-6-carboxamida
- 173
-
imagen185 N-[[5-[[1-(2,2,2-trifluoroetil)-4-piperidil]sulfinil]-2piridil]metil]imidazo[1,2 -a]piridin-6-carboxamida
- 174
-
imagen186 N-[[5-[(5-ciano-3-piridil)sulfonil]-2-piridil]metil]furo[2,3c]piridin-2-carboxamida
- Ej.
- Estructura Nombre
- 175
-
imagen187 N-[[5-(1-isopropilpirazol-4-il)sulfonil-2-piridil]metil]-1Hpirrolo[3,2-c]piridin-2-carboxamida
- 176
-
imagen188 N-[[5-(1-etilpirazol-4-il)sulfonil-2-piridil]metil]furo[2,3c]piridin-2-carboxamida
- 177
-
imagen189 N-[[5-(1-etilpirazol-4-il)sulfonil-2-piridil]-metil]-1,3dihidro-pirrolo[3,4-c]piridin-2-carboxamida
- 178
-
imagen190 N-[[5-(bencenosulfonil)-2-piridil]metil]-4,6-dihidro-1Hpirrolo[3,4-c]pirazol-5-carboxamida
- 179
-
imagen191 N-[[5-(bencenosulfonil)-2-piridil]metil]-1-metil-4,6dihidropirrolo[3,4-c]pirazol-5-carboxamida
- 180
-
imagen192 N-[[5-(1-piperidilsulfonil)-2-piridil]metil]-4,6-dihidro-1Hpirrolo[3,4-c]pirazol-5-carboxamida
- 181
-
imagen193 4-[[6-[(imidazo[1,2-a]piridin-6-carbonilamino)metil]-3piridil]sulfinil]piperidin-1-carboxilato de terc-butilo
- Ej.
- Estructura Nombre
- 182
-
imagen194 N-[[5-(3,5-difluorofenil)sulfonilpirimidin-2il]metil]furo[2,3-c]piridin-2-carboxamida
- 183
-
imagen195 N-[[5-(bencenosulfonil)-2-piridil]metil]furo[2,3-c]piridin2-carboxamida
- 184
-
imagen196 N-[[5-(bencenosulfonil)-2-piridil]metil]imidazo[1,2 a]piridin-6-carboxamida
- 185
-
imagen197 N-[[5-(bencenosulfonil)-2-piridil]metil]imidazo[1,2 a]pirimidin-6-carboxamida
- 186
-
imagen198 N-[[5-(bencenosulfonil)-2-piridil]metil]tieno[2,3-c]piridin2-carboxamida
- 187
-
imagen199 N-[[5-(benceno-sulfonil)pirimidin-2-il]metil]tieno[2,3c]piridin-2-carboxamida
o una sal farmacéuticamente aceptable de los mismos, o un estereoisómero o una sal farmacéuticamente aceptable de un estereoisómero de los mismos.
Descripción farmacéutica
5 Las formas de dosificación de la presente invención pueden contener una mezcla de uno o más compuestos de esta invención, y pueden incluir materiales adicionales conocidos por los expertos en la técnica como excipientes farmacéuticos. "Excipiente" incluye cualquier excipiente utilizado comúnmente en los productos farmacéuticos y debe seleccionarse sobre la base de la compatibilidad y las propiedades del perfil de liberación de la forma de
10 dosificación deseada. Los excipientes ejemplares incluyen, por ejemplo, aglutinantes, agentes de suspensión, agentes de desintegración, agentes de relleno, tensioactivos, solubilizantes, estabilizantes, lubricantes, agentes
- imagen209
- [5-(3,5-Difluoro-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido 1H-pirrolo[3,2-c]piridin-2-carboxílico;
- imagen210
- [5-(3,5-Difluoro-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]piridin-6-carboxílico;
- imagen211
- [5-(3,5-Difluoro-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido furo[2,3-c]piridin-2-carboxílico;
- imagen212
- (5-Bencenosulfonil-pirimidin-2-ilmetil)-amida del ácido 1Hpirazolo[3,4-b]piridin-5-carboxílico;
- imagen213
- (5-Bencenosulfonil-pirimidin-2-ilmetil)-amida del ácido 1Hpirrolo[3,2-c]piridin-2-carboxílico;
- imagen214
- (5-Bencenosulfonil-pirimidin-2-ilmetil)-amida del ácido imidazo[1,2-a]piridin-6-carboxílico;
- imagen215
- [5-(3,5-Difluoro-bencenosulfinil)-piridin-2-ilmetil]-amida del ácido 1H-pirrolo[3,2-c]piridin-2-carboxílico (racémica);
- [5-(3-Trifluorometil-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]piridin-6-carboxílico;
- imagen216
- (5-Bencenosulfonil-pirimidin-2-ilmetil)-amida del ácido furo[2,3-c]piridin-2-carboxílico;
- imagen217
- (5-Bencenosulfonil-pirimidin-2-ilmetil)-amida del ácido imidazo[1,2-a]pirimidin-6-carboxílico;
- imagen218
- [5-(3-Trifluorometoxi-bencenosulfonil)-piridin-2-ilmetil]amida del ácido imidazo[1,2-a]piridin-6-carboxílico;
- imagen219
- [5-(3,5-Difluoro-bencenosulfinil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]piridin-6-carboxílico (racémica);
- imagen220
- [5-(3,5-Difluoro-bencenosulfinil)-piridin-2-ilmetil]-amida del ácido 1H-pirazolo[3,4-b]piridin-5-carboxílico (racémica);
- imagen221
- [5-(3-Trifluorometil-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido 1H-pirazolo[3,4-b]piridin-5-carboxílico;
- [5-(3-Trifluorometil-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido 1H-pirrolo[3,2-c]piridin-2-carboxílico;
- imagen222
- [5-(3-Trifluorometil-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]pirimidin-6-carboxílico;
- imagen223
- [5-(3-Trifluorometoxi-bencenosulfonil)-piridin-2-ilmetil]amida del ácido 1H-pirazolo[3,4-b]piridin-5-carboxílico;
- imagen224
- [5-(3-Trifluorometoxi-bencenosulfonil)-piridin-2-ilmetil]amida del ácido imidazo[1,2-a]pirimidin-6-carboxílico;
- imagen225
- [5-(3-Trifluorometoxi-bencenosulfonil)-piridin-2-ilmetil]amida del ácido 1H-pirrolo[3,2-c]piridin-2-carboxílico;
- imagen226
- [5-(3-Trifluorometil-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido furo[2,3-c]piridin-2-carboxílico;
- [5-(3-Trifluorometoxi-bencenosulfonil)-piridin-2-ilmetil]amida del ácido furo[2,3-c]piridin-2-carboxílico;
- imagen227
- [5-(3,5-Difluoro-bencenosulfinil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]pirimidin-6-carboxílico (racémica);
- imagen228
- [5-(3,5-Difluoro-bencenosulfinil)-piridin-2-ilmetil]-amida del ácido furo[2,3-c]piridin-2-carboxílico (racémica);
- imagen229
- [5-(Piperidin-4-sulfonil)-piridin-2-ilmetil]-amida del ácido furo[2,3-c]piridin-2-carboxílico;
- imagen230
- [5-(Piperidin-4-sulfonil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]piridin-6-carboxílico;
- imagen231
- [5-(3,5-Difluoro-bencenosulfinil)-piridin-2-ilmetil]-amida del ácido furo[2,3-c]piridin-2-carboxílico (estereoisómero 1);
- imagen232
- [5-(3,5-Difluoro-bencenosulfinil)-piridin-2-ilmetil]-amida del ácido furo[2,3-c]piridin-2-carboxílico (estereoisómero 2);
- imagen233
- [5-(4-Morfolin-4-il-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]piridin-6-carboxílico;
- imagen234
- [5-(4-Morfolin-4-il-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido 1H-pirazolo[3,4-b]piridin-5-carboxílico;
- imagen235
- [5-(3-Metoxi-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido furo[2,3-c]piridin-2-carboxílico;
- imagen236
- [5-(3-Metoxi-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]pirimidin-6-carboxílico;
- imagen237
- [5-(3-Metoxi-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido 1H-pirazolo[3,4-b]piridin-5-carboxílico;
- imagen238
- [5-(6-Morfolin-4-il-piridin-3-sulfonil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]piridin-6-carboxílico;
- imagen239
- [5-(1-Metil-1H-pirazol-4-sulfonil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]piridin-6-carboxílico;
- imagen240
- [5-(4-Morfolin-4-il-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido furo[2,3-c]piridin-2-carboxílico;
- imagen241
- [5-(4-Morfolin-4-il-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]pirimidin-6-carboxílico;
- [5-(4-Morfolin-4-il-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido tieno[2,3-c]piridin-2-carboxílico;
- imagen242
- [5-(1-Metil-1H-pirazol-4-sulfonil)-piridin-2-ilmetil]-amida del ácido tieno[2,3-c]piridin-2-carboxílico;
- imagen243
- [5-(6-Morfolin-4-il-piridin-3-sulfonil)-piridin-2-ilmetil]-amida del ácido 1H-pirazolo[3,4-b]piridin-5-carboxílico;
- imagen244
- {5-[1-(Tetrahidro-piran-4-il)-piperidin-4-sulfonil]-piridin-2ilmetil}-amida del ácido 1H-pirrolo[3,2-c]piridin-2-carboxílico;
- imagen245
- [5-(1-Propil-1H-pirazol-4-sulfonil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]piridin-6-carboxílico;
- imagen246
- [5-(1-Isopropil-1H-pirazol-4-sulfonil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]piridin-6-carboxílico;
- imagen247
- [5-(1-Isopropil-1H-pirazol-4-sulfonil)-piridin-2-ilmetil]-amida del ácido tieno[2,3-c]piridin-2-carboxílico;
- {5-[6-(4-Metil-piperazin-1-il)-piridin-3-sulfonil]-piridin-2ilmetil}-amida del ácido imidazo[1,2-a]piridin-6-carboxílico;
- imagen248
- {5-[6-(4-Metil-piperazin-1-il)-piridin-3-sulfonil]-piridin-2ilmetil}-amida del ácido imidazo[1,2-a]pirimidin-6carboxílico;
- imagen249
- {5-[4-(4-Metil-piperazin-1-il)-bencenosulfonil]-piridin-2ilmetil}-amida del ácido imidazo[1,2-a]pirimidin-6carboxílico;
- imagen250
- [5-(3-Trifluorometil-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido 1,3-dihidro-pirrolo[3,4-c]piridin-2-carboxílico;
- imagen251
- [5-(3-Trifluorometoxi-bencenosulfonil)-piridin-2-ilmetil]amida del ácido 1,3-dihidro-pirrolo[3,4-c]piridin-2carboxílico;
- imagen252
- [5-(Tetrahidro-piran-4-sulfonil)-piridin-2-ilmetil]-amida del ácido furo[2,3-c]piridin-2-carboxílico;
- [5-(6-Morfolin-4-il-piridin-3-sulfonil)-piridin-2-ilmetil]-amida del ácido furo[2,3-c]piridin-2-carboxílico;
- imagen253
- [5-(Tetrahidro-piran-4-sulfonil)-piridin-2-ilmetil]-amida del ácido tieno[2,3-c]piridin-2-carboxílico;
- imagen254
- [5-(6-Morfolin-4-il-piridin-3-sulfonil)-piridin-2-ilmetil]-amida del ácido tieno[2,3-c]piridin-2-carboxílico;
- imagen255
- [5-(3,5-Difluoro-bencenosulfinil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]piridin-6-carboxílico (racémica);
- imagen256
- [5-(1-Oxetan-3-il-piperidin-4-sulfonil)-piridin-2-ilmetil]-amida del ácido tieno[2,3-c]piridin-2-carboxílico;
- imagen257
- (5-Bencenosulfonil-piridin-2-ilmetil)-amida del ácido 2amino-5,7-dihidro-pirrolo[3,4-d]pirimidin-6-carboxílico;
- imagen258
- [5-(3,5-Difluoro-bencenosulfinil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]piridin-6-carboxílico (racémica);
- imagen259
- (5-Ciclohexanosulfonil-piridin-2-ilmetil)-amida del ácido 1,3dihidro-pirrolo[3,4-c]piridin-2-carboxílico;
- [5-(Tetrahidro-piran-4-sulfonil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]piridin-6-carboxílico;
- imagen260
- [5-(1-Propil-1H-pirazol-4-sulfonil)-piridin-2-ilmetil]-amida del ácido furo[2,3-c]piridin-2-carboxílico;
- imagen261
- [5-(1-Isopropil-1H-pirazol-4-sulfonil)-piridin-2-ilmetil]-amida del ácido furo[2,3-c]piridin-2-carboxílico;
- imagen262
- [5-(1-Metil-1H-pirazol-4-sulfonil)-piridin-2-ilmetil]-amida del ácido furo[2,3-c]piridin-2-carboxílico;
- imagen263
- [5-(3,4-Dimetoxi-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido tieno[2,3-c]piridin-2-carboxílico;
- imagen264
- [5-(3,4-Dimetoxi-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]piridin-6-carboxílico;
- imagen265
- [5-(3,4-Dimetoxi-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido furo[2,3-c]piridin-2-carboxílico;
- imagen266
- [5-(6-Dimetilamino-piridin-3-sulfonil)-piridin-2-ilmetil]-amida del ácido furo[2,3-c]piridin-2-carboxílico;
- {5-[6-(4-Metil-piperazin-1-il)-piridin-3-sulfonil]-piridin-2
- ilmetil}-amida del ácido 1H-pirazolo[3,4-b]piridin-5carboxílico;
- imagen267
- [5-(6-Dimetilamino-piridin-3-sulfonil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]pirimidin-6-carboxílico;
- imagen268
- [5-(3,4-Dimetoxi-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido 1H-pirazolo[3,4-b]piridin-5-carboxílico;
- imagen269
- [5-(1-Oxetan-3-il-piperidin-4-sulfonil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]piridin-6-carboxílico;
- imagen270
- {5-[4-(4-Metil-piperazin-1-il)-bencenosulfonil]-piridin-2ilmetil}-amida del ácido furo[2,3-c]piridin-2-carboxílico;
- imagen271
- [5-(3,5-Difluoro-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido 1,3-dihidro-pirrolo[3,4-c]piridin-2-carboxílico;
- imagen272
- [5-(2-Dimetilamino-tiazol-5-sulfonil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]piridin-6-carboxílico;
- [5-(2-Dimetilamino-tiazol-5-sulfonil)-piridin-2-ilmetil]-amida
- del ácido tieno[2,3-c]piridin-2-carboxílico;
- imagen273
- [5-(1-Propil-1H-pirazol-4-sulfonil)-piridin-2-ilmetil]-amida del ácido tieno[2,3-c]piridin-2-carboxílico;
- imagen274
- [5-(3-Trifluorometil-bencenosulfonil)-pirimidin-2-ilmetil]amida del ácido imidazo[1,2-a]piridin-6-carboxílico;
- imagen275
- [5-(6-Trifluorometil-piridin-3-sulfonil)-piridin-2-ilmetil]-amida del ácido tieno[2,3-c]piridin-2-carboxílico;
- imagen276
- [5-(6-Trifluorometil-piridin-3-sulfonil)-piridin-2-ilmetil]-amida del ácido furo[2,3-c]piridin-2-carboxílico;
- imagen277
- [5-(1-Isopropil-1H-pirazol-4-sulfonil)-piridin-2-ilmetil]-amida del ácido 1,3-dihidro-pirrolo[3,4-c]piridin-2-carboxílico;
- imagen278
- [5-(3-Trifluorometil-bencenosulfonil)-pirimidin-2-ilmetil]amida del ácido furo[2,3-c]piridin-2-carboxílico;
- imagen279
- [5-(6-Trifluorometil-piridin-3-sulfonil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]piridin-6-carboxílico;
- imagen280
- [5-(6-Dimetilamino-piridin-3-sulfonil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]piridin-6-carboxílico;
- imagen281
- [5-(6-Dimetilamino-piridin-3-sulfonil)-piridin-2-ilmetil]-amida del ácido 1H-pirazolo[3,4-b]piridin-5-carboxílico;
- imagen282
- [5-(3-Fluoro-5-morfolin-4-il-bencenosulfonil)-piridin-2-ilmetil]amida del ácido 1H-pirazolo[3,4-b]piridin-5-carboxílico;
- imagen283
- [5-(3,5-Difluoro-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido 2-amino-5,7-dihidro-pirrolo[3,4-d]pirimidin-6carboxílico;
- imagen284
- [5-(3-Trifluorometil-bencenosulfinil)-piridin-2-ilmetil]-amida del ácido furo[2,3-c]piridin-2-carboxílico (racémica);
- imagen285
- [5-(3-Fluoro-5-morfolin-4-il-bencenosulfonil)-piridin-2-ilmetil]amida del ácido furo[2,3-c]piridin-2-carboxílico;
- imagen286
- [5-(3-Trifluorometoxi-bencenosulfinil)-piridin-2-ilmetil]-amida del ácido 1,3-dihidro-pirrolo[3,4-c]piridin-2-carboxílico (racémica);
- [5-(3-Trifluorometoxi-bencenosulfinil)-piridin-2-ilmetil]-amida del ácido furo[2,3-c]piridin-2-carboxílico (racémica);
- imagen287
- [5-(4-Pirrolidin-1-il-piperidin-1-sulfonil)-piridin-2-ilmetil]amida del ácido furo[2,3-c]piridin-2-carboxílico;
- imagen288
- [5-(6-Metilpiridin-3-sulfonil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]piridin-6-carboxílico;
- imagen289
- [5-(2-Dimetilamino-tiazol-5-sulfonil)-piridin-2-ilmetil]-amida del ácido furo[2,3-c]piridin-2-carboxílico;
- imagen290
- [5-(6-Metil-piridin-3-sulfonil)-piridin-2-ilmetil]-amida del ácido furo[2,3-c]piridin-2-carboxílico;
- imagen291
- [5-(6-Metilpiridin-3-sulfonil)-piridin-2-ilmetil]-amida del ácido tieno[2,3-c]piridin-2-carboxílico;
- imagen292
- [5-(3-Etanosulfonil-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]piridin-6-carboxílico;
- [5-(4-Morfolin-4-il-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido 1,3-dihidro-pirrolo[3,4-c]piridin-2-carboxílico;
- imagen293
- [5-(2-Dimetilamino-tiazol-5-sulfonil)-piridin-2-ilmetil]-amida del ácido 1,3-dihidro-pirrolo[3,4-c]piridin-2-carboxílico;
- imagen294
- [5-(1-Metil-1H-pirazol-4-sulfonil)-piridin-2-ilmetil]-amida del ácido 1,3-dihidro-pirrolo[3,4-c]piridin-2-carboxílico;
- imagen295
- [5-(3-Fluoro-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido 1,3-dihidro-pirrolo[3,4-c]piridin-2-carboxílico;
- imagen296
- [5-(3-Trifluorometoxi-bencenosulfinil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]piridin-6-carboxílico (racémica);
- imagen297
- [5-(1-Isobutil-piperidin-4-sulfinil)-piridin-2-ilmetil]-amida del ácido furo[2,3-c]piridin-2-carboxílico (racémica);
- imagen298
- [5-(1-Oxetan-3-il-piperidin-4-sulfonil)-piridin-2-ilmetil]-amida del ácido furo[2,3-c]piridin-2-carboxílico;
- imagen299
- [5-(1-Oxetan-3-il-piperidin-4-sulfonil)-piridin-2-ilmetil]-amida del ácido 1,3-dihidro-pirrolo[3,4-c]piridin-2-carboxílico;
- imagen300
- {5-[1-(Tetrahidro-piran-4-il)-piperidin-4-sulfonil]-piridin-2ilmetil}-amida del ácido furo[2,3-c]piridin-2-carboxílico;
- imagen301
- [5-(3-Etanosulfonil-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido 1H-pirazolo[3,4-b]piridin-5-carboxílico;
- imagen302
- [5-(6-Trifluorometil-piridin-3-sulfonil)-piridin-2-ilmetil]-amida del ácido 1H-pirazolo[3,4-b]piridin-5-carboxílico;
- imagen303
- [5-(1-Butiril-piperidin-4-sulfonil)-piridin-2-ilmetil]-amida del ácido 1,3-dihidro-pirrolo[3,4-c]piridin-2-carboxílico;
- imagen304
- N-[[5-(3-etilsulfonil-fenil)sulfonil-2-piridil]metil]furo[2,3c]piridin-2-carboxamida;
- imagen305
- N-[[5-[(6-amino-3-piridil)sulfonil]-2-piridil]metil]furo[2,3c]piridin-2-carboxamida;
- imagen306
- N-[[5-[[1-(2,2,2-trifluoroetil)-4-piperidil]sulfonil]-2piridil]metil]imidazo[1,2-a]pirimidin-6-carboxamida;
- imagen307
- N-[[5-(3,5-dimetoxi-fenil)sulfonil-2-piridil]metil]furo[2,3c]piridin-2-carboxamida;
- N-[[5-[[6-(4-metilpiperazin-1-il)-3-piridil]sulfonil]-2piridil]metil]furo[2,3-c]piridin-2-carboxamida;
- imagen308
- N-[[5-(3-etilsulfonilfenil)sulfonil-2-piridil]metil]-1,3dihidropirrolo[3,4-c]piridin-2-carboxamida;
- imagen309
- N-[[5-(3-etilsulfonilfenil)sulfonil-2-piridil]metil]furo[2,3c]piridin-2-carboxamida;
- imagen310
- N-[[5-(3,5-difluorofenil)sulfinil-2-piridil]metil]-1,3dihidropirrolo[3,4-c]piridin-2-carboxamida;
- imagen311
- N-[[5-[(6-amino-3-piridil)sulfonil]-2-piridil]metil]furo[2,3c]piridin-2-carboxamida;
- imagen312
- N-[[5-[[1-(2,2,2-trifluoroetil)-4-piperidil]sulfinil]-2piridil]metil]furo[2,3-c]piridin-2-carboxamida;
- imagen313
- N-[[5-[(1-tetrahidropiran-4-il-4-piperidil)sulfonil]-2piridil]metil]-1,3-dihidropirrolo[3,4-c]piridin-2-carboxamida;
- imagen314
- N-[[5-[3-(trifluorometil)fenil]sulfinil-2-piridil]metil]-1,3dihidropirrolo[3,4-c]piridin-2-carboxamida;
- N-[[5-[[1-(2-metoxiacetil)-4-piperidil]sulfonil]-2-piridil]metil]
- 1,3-dihidropirrolo[3,4-c]piridin-2-carboxamida;
- imagen315
- N-[[5-[[1-(2-metoxiacetil)-4-piperidil]sulfonil]-2piridil]metil]furo[2,3-c]piridin-2-carboxamida;
- imagen316
- N-[[5-(3-morfolinofenil)sulfonil-2-piridil]metil]furo[2,3c]piridin-2-carboxamida;
- imagen317
- N-[[5-(3-metilsulfonilfenil)sulfonil-2-piridil]metil]furo[2,3c]piridin-2-carboxamida;
- imagen318
- N-[[5-[(6-morfolino-3-piridil)sulfonil]-2-piridil]metil]-1,3dihidropirrolo[3,4-c]piridin-2-carboxamida;
- imagen319
- N-[[5-(4-tetrahidropiran-4-ilpiperazin-1-il)sulfonil-2piridil]metil]-1,3-dihidropirrolo[3,4-c]piridin-2-carboxamida;
- imagen320
- N-[[5-(4-tetrahidropiran-4-ilpiperazin-1-il)sulfonil-2piridil]metil]furo[2,3-c]piridin-2-carboxamida;
- imagen321
- N-[[5-[(1-tetrahidrofurano-3-il-4-piperidil)sulfonil]-2piridil]metil]furo[2,3-c]piridin-2-carboxamida;
- imagen322
- N-[[5-[(1-tetrahidrofurano-3-il-4-piperidil)sulfonil]-2piridil]metil]-1,3-dihidropirrolo[3,4-c]piridin-2-carboxamida;
- imagen323
- N-[[5-[(1-butanoil-4-piperidil)sulfonil]-2-piridil]metil]furo[2,3c]piridin-2-carboxamida;
- imagen324
- N-[[5-[[1-(2,2,2-trifluoroetil)-4-piperidil]sulfonil]-2piridil]metil]furo[2,3-c]piridin-2-carboxamida;
- imagen325
- N-[[5-[[1-(2,2,2-trifluoroetil)-4-piperidil]sulfonil]-2piridil]metil]imidazo[1,2-a]pirimidin-6-carboxamida;
- imagen326
- N-[[5-(3,5-dimetoxifenil)sulfonil-2-piridil]metil]furo[2,3c]piridin-2-carboxamida;
- imagen327
- N-[[5-(3-metilsulfonilfenil)sulfonil-2-piridil]metil]-1Hpirazolo[3,4-b]piridin-5-carboxamida;
- N-[[5-[[6-(4-metilpiperazin-1-il)-3-piridil]sulfonil]-2
- piridil]metil]furo[2,3-c]piridin-2-carboxamida;
- imagen328
- N-[[5-(3-etilsulfonil-fenil)sulfonil-2-piridil]metil]-1,3dihidropirrolo[3,4-c]piridin-2-carboxamida;
- imagen329
- N-[[5-(3-metilsulfonil-fenil)sulfonil-2-piridil]metil]imidazo[1,2a]piridin-6-carboxamida;
- imagen330
- N-[[5-(2-pirrolidin-1-iltiazol-5-il)sulfonil-2-piridil]metil]furo[2,3-c]piridin-2-carboxamida;
- imagen331
- N-[[5-(3,5-dimetoxi-fenil)sulfonil-2-piridil]metil]-1Hpirazolo[3,4-b]piridin-5-carboxamida;
- imagen332
- N-[[5-(1-propilpirazol-4-il)sulfonil-2-piridil]metil]-1,3dihidropirrolo[3,4-c]piridin-2-carboxamida;
- imagen333
- N-[[5-[4-(oxetan-3-il)piperazin-1-il]sulfonil-2-piridil]metil]furo[2,3-c]piridin-2-carboxamida;
- N-[[5-[4-(oxetan-3-il)piperazin-1-il]sulfonil-2-piridil]metil]-1,3
- dihidropirrolo[3,4-c]piridin-2-carboxamida;
- imagen334
- N-[[5-[[1-(2,2,2-trifluoroetil)-4-piperidil]sulfonil]-2-piridil]metil]1,3-dihidropirrolo[3,4-c]piridin-2-carboxamida;
- imagen335
- N-[[5-(3-fluoro-5-metoxifenil)sulfonil-2-piridil]metil]-1Hpirazolo[3,4-b]piridin-5-carboxamida;
- imagen336
- N-[[5-[2-[etil(metil)-amino]tiazol-5-il]sulfonil-2piridil]metil]imidazo[1,2-a]piridin-6-carboxamida;
- imagen337
- N-[[5-[2-[etil(metil)amino]tiazol-5-il]sulfonil-2-piridil]metil]furo[2,3-c]piridin-2-carboxamida;
- imagen338
- N-[[5-[2-[etil(metil)-amino]tiazol-5-il]sulfonil-2-piridil]metil]1,3-dihidropirrolo[3,4-c]piridin-2-carboxamida;
- N-[[5-[(4-pirrolidin-1-il-1-piperidil)sulfonil]-2-piridil]metil]-1,3dihidropirrolo[3,4-c]piridin-2-carboxamida;
- imagen339
- N-[[5-[(4-pirrolidin-1-il-1-piperidil)sulfonil]-2-piridil]metil]-1Hpirazolo[3,4-b]piridin-5-carboxamida;
- imagen340
- N-[[5-[(6-amino-3-piridil)sulfonil]-2-piridil]metil]-1,3dihidropirrolo[3,4-c]piridin-2-carboxamida;
- imagen341
- N-[[5-(3-cianofenil)sulfonil-2-piridil]metil]furo[2,3-c]piridin-2carboxamida;
- imagen342
- N-[[5-[[1-(2,2,2-trifluoroetil)-4-piperidil]sulfonil]-2-piridil]metil]imidazo[1,2-a]piridin-6-carboxamida;
- imagen343
- N-[[5-[[1-(2,2,2-trifluoroetil)-4-piperidil]sulfonil]-2-piridil]metil]1H-pirazolo[3,4-b]piridin-5-carboxamida;
- N-[[5-(3-morfolinofenil)sulfonil-2-piridil]metil]imidazo[1,2
- a]piridin-6-carboxamida;
- imagen344
- N-[[5-(3-cianofenil)sulfonil-2-piridil]metil]imidazo[1,2a]piridin-6-carboxamida;
- imagen345
- N-[[5-(3-cianofenil)sulfonil-2-piridil]metil]-1H-pirazolo[3,4b]piridin-5-carboxamida;
- imagen346
- N-[[5-(3-morfolinofenil)sulfonil-2-piridil]metil]-1Hpirazolo[3,4-b]piridin-5-carboxamida;
- imagen347
- N-[[5-(3-cianofenil)sulfonil-2-piridil]metil]-1,3-dihidropirrolo[3,4-c]piridin-2-carboxamida;
- imagen348
- N-[[5-(3,5-difluorofenil)sulfinil-2-piridil]metil]-1,3dihidropirrolo[3,4-c]piridin-2-carboxamida (enantiómero 1);
- imagen349
- N-[[5-(3,5-difluorofenil)sulfinil-2-piridil]metil]-1,3dihidropirrolo[3,4-c]piridin-2-carboxamida (enantiómero 2);
- N-[[5-[(1-tetrahidropiran-4-il-4-piperidil)sulfonil]-2piridil]metil]imidazo[1,2-a]piridin-6-carboxamida;
- imagen350
- N-[[5-[(1-tetrahidropiran-4-il-4-piperidil)sulfonil]-2piridil]metil]-1H-pirazolo[3,4-b]piridin-5-carboxamida;
- imagen351
- N-[[5-[[5-(trifluorometil)-3-piridil]sulfonil]-2piridil]metil]furo[2,3-c]piridin-2-carboxamida;
- imagen352
- N-[[5-[(5-cloro-3-piridil)sulfonil]-2-piridil]metil]-1Hpirazolo[3,4-b]piridin-5-carboxamida;
- imagen353
- N-[[5-[[5-(trifluorometil)-3-piridil]sulfonil]-2-piridil]metil]-1Hpirazolo[3,4-b]piridin-5-carboxamida;
- imagen354
- N-[[5-[[1-(2,2,2-trifluoroetil)-4-piperidil]sulfonil]-2-piridil]metil]1H-pirrolo[3,2-c]piridin-2-carboxamida;
- N-[[5-(2-morfolinopirimidin-5-il)sulfonil-2-piridil]metil]imidazo[1,2-a]piridin-6-carboxamida;
- imagen355
- N-[[5-[[5-(trifluorometil)-3-piridil]sulfonil]-2piridil]metil]imidazo[1,2-a]piridin-6-carboxamida;
- imagen356
- N-[[5-[(5-cloro-3-piridil)sulfonil]-2-piridil]metil]furo[2,3c]piridin-2-carboxamida;
- imagen357
- N-[[5-[[5-(trifluorometil)-3-piridil]sulfonil]-2-piridil]metil]-1,3dihidropirrolo[3,4-c]piridin-2-carboxamida;
- imagen358
- N-[[5-(1-propilpirazol-4-il)sulfonil-2-piridil]metil]-1Hpirrolo[3,2-c]piridin-2-carboxamida;
- imagen359
- N-[[5-[(1-isobutil-4-piperidil)sulfinil]-2piridil]metil]imidazo[1,2-a]piridin-6-carboxamida;
- N-[[5-[[1-(2,2,2-trifluoroetil)-4-piperidil]sulfinil]-2piridil]metil]imidazo[1,2-a]piridin-6-carboxamida;
- imagen360
- N-[[5-[(5-ciano-3-piridil)sulfonil]-2-piridil]metil]furo[2,3c]piridin-2-carboxamida;
- imagen361
- N-[[5-(1-isopropilpirazol-4-il)sulfonil-2-piridil]metil]-1Hpirrolo[3,2-c]piridin-2-carboxamida;
- imagen362
- N-[[5-(1-etilpirazol-4-il)sulfonil-2-piridil]-metil]furo[2,3c]piridin-2-carboxamida;
- imagen363
- N-[[5-(1-etilpirazol-4-il)sulfonil-2-piridil]metil]-1,3dihidropirrolo[3,4-c]piridin-2-carboxamida;
- imagen364
- N-[[5-(bencenosulfonil)-2-piridil]metil]-4,6-dihidro-1Hpirrolo[3,4-c]pirazol-5-carboxamida;
- imagen365
- N-[[5-(bencenosulfonil)-2-piridil]metil]-1-metil-4,6dihidropirrolo[3,4-c]pirazol-5-carboxamida;
- N-[[5-(1-piperidilsulfonil)-2-piridil]metil]-4,6-dihidro-1Hpirrolo[3,4-c]pirazol-5-carboxamida;
- imagen366
- 4-[[6-[(imidazo[1,2-a]piridin-6-carbonilamino)metil]-3-piridil]sulfinil]piperidin-1-carboxilato de terc-butilo;
- imagen367
- N-[[5-(3,5-difluorofenil)-sulfonilpirimidin-2-il]metil]furo[2,3c]piridin-2-carboxamida;
- imagen368
- N-[[5-(bencenosulfonil)-2-piridil]metil]furo[2,3-c]piridin-2carboxamida;
- imagen369
- N-[[5-(bencenosulfonil)-2-piridil]metil]imidazo[1,2-a]piridin-6carboxamida;
- imagen370
- N-[[5-(bencenosulfonil)-2-piridil]metil]imidazo[1,2-a]pirimidin6-carboxamida;
- imagen371
- N-[[5-(bencenosulfonil)-2-piridil]metil]tieno[2,3-c]piridin-2carboxamida; y
- N-[[5-(bencenosulfonil)-pirimidin-2-il]metil]tieno[2,3-c]piridin2-carboxamida;
- Ej.
- Método de LC/MS TR (min); m/z
- 22
- Método F 1,44;462,1
- 23
- Método C 1,60; 478,2
- 24
- Método B 2,68; 414,0
- 25
- Método B 3,87; 414,0
- 26
- Método H 0,93; 401,0
- 27
- Método H 0,89; 400,0
- 28
- Método K 1,51; 414,1
- 29
- Método K 1,51; 414,1
- 30
- Método C 1,39; 478,3
- 31
- Método B 1,94; 479,1
- 32
- Método H 1,35; 424,0
- 33
- Método C 2,36; 424,1
- 34
- Método H 1,54; 424,0
- 35
- Método C 1,33; 479,2
- 36
- Método H 1,36; 397,0
- 37
- Método C 2,92; 479,2
- 38
- Método I 2,21; 479,0
- 39
- Método I 3,28; 495,0
- 40
- Método H 1,50; 414,0
- 41
- Método C 1,98; 479,9
- 42
- Método D 4,63; 484,0
- 43
- Método I 1,52; 425,0
- 44
- Método J 1,24; 425,1
- 45
- Método J 1,30; 442,1
- 46
- Método I 1,07; 492,0
- 47
- Método H 1,05; 493,0
- 48
- Método B 2,77; 492,1
- 49
- Método I 2,58; 463,0
- 50
- Método I 2,56; 479,0
- 51
- Método A 1,22; 402,0
- 52
- Método C 2,01; 480,0
- 53
- Método C 1,76; 417,9
- 54
- Método C 1,76; 496,0
- 55
- Método G 1,27; 413,1
- 56
- Método E 1,32; 473,0
- 57
- Método H 1,89; 411,0
- 58
- Método A 1,38; 413,0
- 59
- Método I 1,25; 401,0
- 60
- Método A 1,20; 401,0
- 61
- Método J 1,29; 426,2
- 62
- Método J 1,28; 426,1
- 63
- Método J 1,12; 398,1
- 64
- Método C 2,35; 469,8
- 65
- Método C 1,33; 452,9
- 66
- Método C 1,37; 453,8
- 67
- Método H 1,24; 438,0
- 68
- Método B 1,83; 493,1
- 69
- Método H 1,21; 438,0
- 70
- Método I 4,46; 454,0
- 71
- Método E 1,05; 456,0
- 72
- Método I 1,05; 402,0
- 73
- Método C 1,38; 430,9
- 74
- Método H 1,22; 443,0
- 75
- Método H 1,29; 460,0
- 76
- Método J 1,32; 442,1
- Ej.
- Bioquímica (CI50) [uM] Proliferación celular (CI50) [uM]
- 13
- 0,0085 0,0136
- 14
- 0,0365 0,0513
- 15
- 0,3570 0,3090
- 16
- 0,0394 0,0163
- 17
- 0,0191 0,0091
- 18
- 0,0047 0,0117
- 19
- 0,0537 0,0283
- 20
- 0,0034 0,0114
- 21
- 0,0118 0,0102
- 22
- 0,0066 0,0054
- 23
- 0,0061 0,0108
- 24
- 0,0162 0,2750
- 25
- 0,0211 0,0227
- 26
- 0,2040 2,0000
- 27
- 0,5720 0,9300
- 28
- 0,3400 2,0000
- 29
- 0,0048 0,0050
- 30
- 0,0072 0,0016
- 31
- 0,0193 0,0073
- 32
- 0,0061 0,0091
- 33
- 0,0046 0,0286
- 34
- 0,0599 0,1040
- 35
- 0,0086 0,0020
- 36
- 0,1010 0,4720
- 37
- 0,0035 0,0010
- 38
- 0,0021 0,0100
- 39
- 0,0028 0,0008
- 40
- 0,1340 2,0000
- 41
- 0,0190 0,0072
- 42
- 0,2490 0,0863
- 43
- 0,0273 0,0241
- 44
- 0,0299 0,0200
- 45
- 0,0072 0,0196
- 46
- 0,0069 0,0016
- 47
- 0,0022 0,0141
- 48
- 0,0023 0,0085
- 49
- 0,0037 0,0345
- 50
- 0,0034 0,0135
- 51
- 0,1700 0,3010
- 52
- 0,0020 0,0005
- 53
- 0,0921 0,5480
- 54
- 0,0017 0,0005
- 55
- 0,0159 0,0419
- 56
- 0,0259 0,0151
- 57
- NE NE
- 58
- 0,4070 0,9590
- 59
- 0,0275 0,2370
- 60
- 0,6930 1,3000
- 61
- 0,0065 0,0053
- 62
- 0,0555 0,0116
- 63
- NE NE
- 64
- NE NE
- 65
- 0,0307 0,0070
- 66
- 0,0028 0,0028
- 67
- 0,0026 0,0019
- Ej.
- Bioquímica (CI50) [uM] Proliferación celular (CI50) [uM]
- 68
- NE NE
- 69
- 0,0054 0,0259
- 70
- 0,0485 0,0246
- 71
- NE NE
- 72
- NE NE
- 73
- 0,0173 0,0765
- 74
- 0,0078 0,0024
- 75
- 0,0022 0,0008
- 76
- 0,0031 0,0090
- 77
- 0,0176 0,0165
- 78
- 0,0594 0,5510
- 79
- 0,0205 0,1240
- 80
- 0,0227 0,0832
- 81
- 0,0123 0,0185
- 82
- 0,0723 0,3300
- 83
- 0,0091 0,0073
- 84
- 0,0278 0,0204
- 85
- 0,0329 0,0097
- 86
- 0,3540 2,0000
- 87
- 0,0177 0,0152
- 88
- 0,0059 0,0020
- 89
- 0,0080 0,0186
- 90
- 0,0162 0,0255
- 91
- 0,0474 0,0457
- 92
- 0,0339 0,0568
- 93
- 0,0049 0,00116
- 94
- 0,0113 0,0273
- 95
- 0,0377 0,234
- 96
- 0,0193 0,0381
- 97
- 0,0059 0,00423
- 98
- 0,0066 0,00497
- 99
- 0,0547 1,2
- 100
- 0,0111 0,0766
- 101
- 0,0315 0,0402
- 102
- 0,0693 0,0256
- 103
- 0,0552 0,0389
- 104
- 0,0679 0,116
- 105
- 0,0543 0,0286
- 106
- 0,1350 0,328
- 107
- 0,7310 1,3
- 108
- 0,0277 0,358
- 109
- 0,0068 0,0151
- 110
- 0,0133 0,0259
- 111
- 0,0030 0,101
- 112
- 0,00099 0,00106
- 113
- 0,000916 0,000488
- 114
- 0,00212 0,134
- 115
- 0,0068 0,0151
- 116
- 0,0155 0,00892
- 117
- 0,0133 0,0259
- 118
- 0,0761 0,0122
- 119
- 0,0375 0,0145
- 120
- 0,0117 0,00759
- 121
- 0,0682 2,0
- 122
- 0,103 0,0463
- Ej.
- Bioquímica (CI50) [uM] Proliferación celular (CI50) [uM]
- 123
- 0,0218 0,0191
- 124
- 0,013 0,0189
- 125
- 0,014 0,0102
- 126
- 0,0684 0,056
- 127
- 0,0492 0,0313
- 128
- 0,073 0,0254
- 129
- 0,0327 0,0363
- 130
- 0,0398 0,0507
- 131
- 0,00524 0,0244
- 132
- 0,0030 0,101
- 133
- 0,00099 0,00106
- 134
- 0,0168 0,446
- 135
- 0,018 0,0344
- 136
- 0,00212 0,134
- 137
- 0,0568 0,0816
- 138
- 0,00945 0,00284
- 139
- 0,0147 0,00311
- 140
- 0,0118 0,0372
- 141
- 0,207 0,0717
- 142
- 0,22 0,255
- 143
- 0,111 0,0613
- 144
- 0,0262 0,0415
- 145
- 0,0101 0,00287
- 146
- 0,00565 0,00303
- 147
- 0,00683 0,00597
- 148
- 0,0757 0,0852
- 149
- 0,619 1,86
- 150
- 0,0992 0,678
- 151
- 0,0552 0,0546
- 152
- 0,247 0,106
- 153
- 1,74 1,34
- 154
- 0,0398 0,0465
- 155
- 0,074 0,0897
- 156
- 0,452 0,94
- 157
- 0,29 0,217
- 158
- 0,156 2,0
- 159
- 0,635 2,0
- 160
- 0,0201 0,0196
- 161
- 0,253 0,0528
- 162
- 1,83 0,295
- 163
- 0,0495 0,0253
- 164
- 0,143 0,0494
- 165
- 0,217 0,0644
- 166
- 0,224 0,091
- 167
- 0,023 0,0067
- 168
- 0,0608 0,0149
- 169
- 0,0664 0,0269
- 170
- 0,0491 0,0254
- 171
- 0,062 0,0512
- 172
- 0,249 0,106
- 173
- 0,202 0,0631
- 174
- 0,217 0,116
- 175
- 0,125 0,122
- 176
- 0,0542 0,0588
- 177
- 0,032 0,264
Claims (5)
-
imagen1 imagen2 Rx, cada uno seleccionado independientemente entre el grupo que consiste en: flúor, cloro, bromo, hidroxi, hidroximetilo, hidroxietilo, ciano, amino, di(alquil)amino, alquilamino, monofluoroalquilo, trifluoroalquilo, metoxi, etoxi, trifluorometoxi, acetilo, propionilo, butirilo, metoxicarbonilo, etoxicarbonilo, terc-butoxicarbonilo, carboxilo, metilsulfonilo, etilsulfonilo, trifluorometilsulfonilo, metilamido, etilamido, oxetanilo, pirrolidinilo, tetrahidrofuranoílo,5 piperidinilo, tetrahidropiranilo, morfolinilo, piperazinilo, piridinilo, imidazolilo, pirrolilo, pirimidinilo y fenilo, cada uno sustituido o sin sustituir como en la reivindicación 1. - 7. El compuesto de la reivindicación 1, en el que el grupo Rm está sustituido con 1, 2 o 3 sustituyentes Rx, cada uno seleccionado independientemente entre el grupo que consiste en: flúor, trifluorometilo, trifluorometoxi,10 morfolinilo, 4-metil-piperazinilo, piperidinilo, metoxi, ciano, acetilo, etilamido, metilsulfonilo, etilsulfonilo, ciano, cloro, dimetilamino, metilo, etilo, propilo, isopropilo, isobutilo, butirilo, oxetanilo, tetrahidropiranilo, pirrolidinilo y 1-(3oxetanil)-piperidin-4-ilo.
- 8. El compuesto de la reivindicación 1, en el que R1 es un alquilo, sin sustituir o sustituido con uno o más15 sustituyentes seleccionados entre el grupo que consiste en halo, hidroxi, ciano, alcoxi, trifluoroalquilo, trifluoroalcoxi, amino, metilamino, dimetilamino, acetilo, metoxicarbonilo, amido y metilsulfonilo.
- 9. El compuesto de la reivindicación 1, en el que R1 es -N(Rn)Ro, y Rn es Rm o -alquilenil-Rm.20 10. El compuesto de la reivindicación 9, en el que Rn es hidroxialquilo, cianoalquilo, alcoxialquilo, haloalquilo, -CONRhRi, o -C(O)Rj, donde Rh y Ri son cada uno independientemente H o alquilo, y Rj es hidroximetilo, cicloalquilo, piperidinilo, o fenilo.
- 11. Un compuesto seleccionado entre el grupo que consiste en:
- imagen3
- [5-(3,5-Difluoro-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido 1H-pirazolo[3,4-b]piridin-5-carboxílico;
- imagen4
- [5-(3,5-Di-fluoro-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]pirimidin-6-carboxílico;
- imagen5
- [5-(3,5-Di-fluoro-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido 1H-pirrolo[3,2-c]piridin-2-carboxílico;
- imagen6
- [5-(3,5-Di-fluoro-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]piridin-6-carboxílico;
- imagen7
- [5-(3,5-Difluoro-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido furo[2,3-c]piridin-2-carboxílico;
- imagen8
- (5-Bencenosulfonil-pirimidin-2-ilmetil)-amida del ácido 1Hpirazolo[3,4-b]piridin-5-carboxílico;
- imagen9
- (5-Bencenosulfonil-pirimidin-2-ilmetil)-amida del ácido 1Hpirrolo[3,2-c]piridin-2-carboxílico;
- imagen10
- (5-Bencenosulfonil-pirimidin-2-ilmetil)-amida del ácido imidazo[1,2-a]piridin-6-carboxílico;
- imagen11
- [5-(3,5-Difluoro-bencenosulfinil)-piridin-2-ilmetil]-amida del ácido 1H-pirrolo[3,2-c]piridin-2-carboxílico (racémica);
- imagen12
- [5-(3-Trifluorometil-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]piridin-6-carboxílico;
- imagen13
- (5-Bencenosulfonil-pirimidin-2-ilmetil)-amida del ácido furo[2,3-c]piridin-2-carboxílico;
- imagen14
- (5-Bencenosulfonil-pirimidin-2-ilmetil)-amida del ácido imidazo[1,2-a]pirimidin-6-carboxílico;
- imagen15
- [5-(3-Trifluorometoxi-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]piridin-6-carboxílico;
- imagen16
- [5-(3,5-Difluoro-bencenosulfinil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]piridin-6-carboxílico (racémica);
- imagen17
- [5-(3,5-Difluoro-bencenosulfinil)-piridin-2-ilmetil]-amida del ácido 1H-pirazolo[3,4-b]piridin-5-carboxílico (racémica);
- imagen18
- [5-(3-Trifluorometoxi-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido 1H-pirazolo[3,4-b]piridin-5-carboxílico;
- imagen19
- [5-(3-Trifluorometoxi-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido 1H-pirrolo[3,2-c]piridin-2-carboxílico;
- imagen20
- [5-(3-Trifluorometoxi-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]pirimidin-6-carboxílico;
- imagen21
- [5-(3-Trifluorometoxi-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido 1H-pirazolo[3,4-b]piridin-5-carboxílico;
- imagen22
- [5-(3-Trifluorometoxi-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]pirimidin-6-carboxílico;
- imagen23
- [5-(3-Trifluorometoxi-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido 1H-pirrolo[3,2-c]piridin-2-carboxílico;
- imagen24
- [5-(3-Trifluorometil-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido furo[2,3-c]piridin-2-carboxílico
- imagen25
- [5-(3-Trifluorometil-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido furo[2,3-c]piridin-2-carboxílico
- imagen26
- [5-(3,5-Difluoro-bencenosulfinil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]pirimidin-6-carboxílico (racémica);
- imagen27
- [5-(3,5-Difluoro-bencenosulfinil)-piridin-2-ilmetil]-amida del ácido furo[2,3-c]piridin-2-carboxílico (racémica);
- imagen28
- [5-(Piperidin-4-sulfonil)-piridin-2-ilmetil]-amida del ácido furo[2,3-c]piridin-2-carboxílico;
- imagen29
- [5-(Piperidin-4-sulfonil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]piridin-6-carboxílico;
- imagen30
- [5-(3,5-Difluoro-bencenosulfinil)-piridin-2-ilmetil]-amida del ácido furo[2,3-c]piridin-2-carboxílico (estereoisómero 1);
- imagen31
- [5-(3,5-Difluoro-bencenosulfinil)-piridin-2-ilmetil]-amida del ácido furo[2,3-c]piridin-2-carboxílico (estereoisómero 2);
- imagen32
- [5-(4-Morfolin-4-il-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]piridin-6-carboxílico
- imagen33
- [5-(4-Morfolin-4-il-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido 1H-pirazolo[3,4-b]piridin-5-carboxílico;
- imagen34
- [5-(3-Metoxi-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido furo[2,3-c]piridin-2-carboxílico;
- imagen35
- [5-(3-Metoxi-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]pirimidin-6-carboxílico;
- imagen36
- [5-(3-Metoxi-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido 1H-pirazolo[3,4-b]piridin-5-carboxílico;
- imagen37
- [5-(6-Morfolin-4-il-piridin-3-sulfonil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]piridin-6-carboxílico;
- imagen38
- [5-(1-Metil-1H-pirazol-4-sulfonil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]piridin-6-carboxílico;
- imagen39
- [5-(4-Morfolin-4-il-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido furo[2,3-c]piridin-2-carboxílico;
- imagen40
- [5-(4-Morfolin-4-il-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]pirimidin-6-carboxílico;
- imagen41
- [5-(4-Morfolin-4-il-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido tieno[2,3-c]piridin-2-carboxílico;
- imagen42
- [5-(1-Metil-1H-pirazol-4-sulfonil)-piridin-2-ilmetil]-amida del ácido tieno[2,3-c]piridin-2-carboxílico;
- imagen43
- [5-(6-Morfolin-4-il-piridin-3-sulfonil)-piridin-2-ilmetil]-amida del ácido 1H-pirazolo[3,4-b]piridin-5-carboxílico;
- imagen44
- {5-[1-(Tetrahidro-piran-4-il)-piperidin-4-sulfonil]-piridin-2ilmetil}-amida del ácido 1H-pirrolo[3,2-c]piridin-2-carboxílico;
- imagen45
- [5-(1-Propil-1H-pirazol-4-sulfonil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]piridin-6-carboxílico;
- imagen46
- [5-(1-Isopropil-1H-pirazol-4-sulfonil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]piridin-6-carboxílico;
- imagen47
- [5-(1-Isopropil-1H-pirazol-4-sulfonil)-piridin-2-ilmetil]-amida del ácido tieno[2,3-c]piridin-2-carboxílico;
- imagen48
- {5-[6-(4-Metil-piperazin-1-il)-piridin-3-sulfonil]-piridin-2ilmetil}-amida del ácido imidazo[1,2-a]piridin-6-carboxílico;
- imagen49
- {5-[6-(4-Metil-piperazin-1-il)-piridin-3-sulfonil]-piridin-2ilmetil}-amida del ácido imidazo[1,2-a]pirimidin-6-carboxílico;
- imagen50
- {5-[4-(4-Metil-piperazin-1-il)-bencenosulfonil]-piridin-2ilmetil}-amida del ácido imidazo[1,2-a]pirimidin-6-carboxílico;
- imagen51
- [5-(3-Trifluorometil-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido 1,3-dihidro-pirrolo[3,4-c]piridin-2-carboxílico;
- imagen52
- [5-(3-Trifluorometoxi-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido 1,3-dihidro-pirrolo[3,4-c]piridin-2-carboxílico;
- imagen53
- [5-(Tetrahidro-piran-4-sulfonil)-piridin-2-ilmetil]-amida del ácido furo[2,3-c]piridin-2-carboxílico;
- imagen54
- [5-(6-Morfolin-4-il-piridin-3-sulfonil)-piridin-2-ilmetil]-amida del ácido furo[2,3-c]piridin-2-carboxílico;
- imagen55
- [5-(Tetrahidro-piran-4-sulfonil)-piridin-2-ilmetil]-amida del ácido tieno[2,3-c]piridin-2-carboxílico;
- imagen56
- [5-(6-Morfolin-4-il-piridin-3-sulfonil)-piridin-2-ilmetil]-amida del ácido tieno[2,3-c]piridin-2-carboxílico;
- imagen57
- [5-(3,5-Difluoro-bencenosulfinil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]piridin-6-carboxílico (racémica);
- imagen58
- [5-(1-Oxetan-3-il-piperidin-4-sulfonil)-piridin-2-ilmetil]-amida del ácido tieno[2,3-c]piridin-2-carboxílico;
- imagen59
- (5-Bencenosulfonil-piridin-2-ilmetil)-amida del ácido 2-amino5,7-dihidro-pirrolo[3,4-d]pirimidin-6-carboxílico;
- imagen60
- [5-(3,5-Difluoro-bencenosulfinil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]piridin-6-carboxílico (racémica);
- imagen61
- (5-Ciclohexanosulfonil-piridin-2-ilmetil)-amida del ácido 1,3dihidro-pirrolo[3,4-c]piridin-2-carboxílico;
- imagen62
- [5-(Tetrahidro-piran-4-sulfonil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]piridin-6-carboxílico;
- imagen63
- [5-(1-Propil-1H-pirazol-4-sulfonil)-piridin-2-ilmetil]-amida del ácido furo[2,3-c]piridin-2-carboxílico;
- imagen64
- [5-(1-Isopropil-1H-pirazol-4-sulfonil)-piridin-2-ilmetil]-amida del ácido furo[2,3-c]piridin-2-carboxílico;
- imagen65
- [5-(1-Metil-1H-pirazol-4-sulfonil)-piridin-2-ilmetil]-amida del ácido furo[2,3-c]piridin-2-carboxílico;
- imagen66
- [5-(3,4-Dimetoxi-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido tieno[2,3-c]piridin-2-carboxílico;
- imagen67
- [5-(3,4-Dimetoxi-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]piridin-6-carboxílico;
- imagen68
- [5-(3,4-Dimetoxi-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido furo[2,3-c]piridin-2-carboxílico;
- imagen69
- [5-(6-Dimetilamino-piridin-3-sulfonil)-piridin-2-ilmetil]-amida del ácido furo[2,3-c]piridin-2-carboxílico;
- imagen70
- {5-[6-(4-Metil-piperazin-1-il)-piridin-3-sulfonil]-piridin-2ilmetil}-amida del ácido 1H-pirazolo[3,4-b]piridin-5carboxílico;
- imagen71
- [5-(6-Dimetilamino-piridin-3-sulfonil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]pirimidin-6-carboxílico;
- imagen72
- [5-(3,4-Dimetoxi-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido 1H-pirazolo[3,4-b]piridin-5-carboxílico;
- imagen73
- [5-(1-Oxetan-3-il-piperidin-4-sulfonil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]piridin-6-carboxílico;
- imagen74
- {5-[4-(4-Metil-piperazin-1-il)-bencenosulfonil]-piridin-2ilmetil}-amida del ácido furo[2,3-c]piridin-2-carboxílico;
- imagen75
- [5-(3,5-Difluoro-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido 1,3-dihidro-pirrolo[3,4-c]piridin-2-carboxílico;
- imagen76
- [5-(2-Dimetilamino-tiazol-5-sulfonil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]piridin-6-carboxílico;
- imagen77
- [5-(2-Dimetilamino-tiazol-5-sulfonil)-piridin-2-ilmetil]-amida del ácido tieno[2,3-c]piridin-2-carboxílico;
- imagen78
- [5-(1-Propil-1H-pirazol-4-sulfonil)-piridin-2-ilmetil]-amida del ácido tieno[2,3-c]piridin-2-carboxílico;
- imagen79
- [5-(3-Trifluorometil-bencenosulfonil)-pirimidin-2-ilmetil]-amida del ácido imidazo[1,2-a]piridin-6-carboxílico;
- imagen80
- [5-(6-Trifluorometil-piridin-3-sulfonil)-piridin-2-ilmetil]-amida del ácido tieno[2,3-c]piridin-2-carboxílico;
- imagen81
- [5-(6-Trifluorometil-piridin-3-sulfonil)-piridin-2-ilmetil]-amida del ácido furo[2,3-c]piridin-2-carboxílico;
- imagen82
- [5-(1-Isopropil-1H-pirazol-4-sulfonil)-piridin-2-ilmetil]-amida del ácido 1,3-dihidro-pirrolo[3,4-c]piridin-2-carboxílico;
- imagen83
- [5-(3-Trifluorometil-bencenosulfonil)-pirimidin-2-ilmetil]-amida del ácido furo[2,3-c]piridin-2-carboxílico;
- imagen84
- [5-(6-Trifluorometil-piridin-3-sulfonil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]piridin-6-carboxílico;
- imagen85
- [5-(6-Dimetilamino-piridin-3-sulfonil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]piridin-6-carboxílico;
- imagen86
- [5-(6-Dimetilamino-piridin-3-sulfonil)-piridin-2-ilmetil]-amida del ácido 1H-pirazolo[3,4-b]piridin-5-carboxílico;
- imagen87
- [5-(3-Fluoro-5-morfolin-4-il-bencenosulfonil)-piridin-2-ilmetil]amida del ácido 1H-pirazolo[3,4-b]piridin-5-carboxílico;
- imagen88
- [5-(3,5-Difluoro-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido 2-amino-5,7-dihidro-pirrolo[3,4-d]pirimidin-6carboxílico;
- imagen89
- [5-(3-Trifluorometil-bencenosulfinil)-piridin-2-ilmetil]-amida del ácido furo[2,3-c]piridin-2-carboxílico (racémica);
- imagen90
- [5-(3-Fluoro-5-morfolin-4-il-bencenosulfonil)-piridin-2-ilmetil]amida del ácido furo[2,3-c]piridin-2-carboxílico;
- imagen91
- [5-(3-Trifluorometoxi-bencenosulfinil)-piridin-2-ilmetil]-amida del ácido 1,3-dihidro-pirrolo[3,4-c]piridin-2-carboxílico (racémica);
- imagen92
- [5-(3-Trifluorometoxi-bencenosulfinil)-piridin-2-ilmetil]-amida del ácido furo[2,3-c]piridin-2-carboxílico (racémica);
- imagen93
- [5-(4-Pirrolidin-1-il-piperidin-1-sulfonil)-piridin-2-ilmetil]-amida del ácido furo[2,3-c]piridin-2-carboxílico;
- imagen94
- [5-(6-Metil-piridin-3-sulfonil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]piridin-6-carboxílico;
- imagen95
- [5-(2-Dimetilamino-tiazol-5-sulfonil)-piridin-2-ilmetil]-amida del ácido furo[2,3-c]piridin-2-carboxílico;
- imagen96
- [5-(6-Metil-piridin-3-sulfonil)-piridin-2-ilmetil]-amida del ácido furo[2,3-c]piridin-2-carboxílico;
- imagen97
- [5-(6-Metil-piridin-3-sulfonil)-piridin-2-ilmetil]-amida del ácido tieno[2,3-c]piridin-2-carboxílico;
- imagen98
- [5-(3-Etanosulfonil-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]piridin-6-carboxílico;
- imagen99
- [5-(4-Morfolin-4-il-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido 1,3-dihidro-pirrolo[3,4-c]piridin-2-carboxílico;
- imagen100
- [5-(2-Dimetilamino-tiazol-5-sulfonil)-piridin-2-ilmetil]-amida del ácido 1,3-dihidro-pirrolo[3,4-c]piridin-2-carboxílico;
- imagen101
- [5-(1-Metil-1H-pirazol-4-sulfonil)-piridin-2-ilmetil]-amida del ácido 1,3-dihidro-pirrolo[3,4-c]piridin-2-carboxílico;
- imagen102
- [5-(3-Fluoro-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido 1,3-dihidro-pirrolo[3,4-c]piridin-2-carboxílico;
- imagen103
- [5-(3-Trifluorometoxi-bencenosulfinil)-piridin-2-ilmetil]-amida del ácido imidazo[1,2-a]piridin-6-carboxílico (racémica);
- imagen104
- [5-(1-Isobutil-piperidin-4-sulfinil)-piridin-2-ilmetil]-amida del ácido furo[2,3-c]piridin-2-carboxílico (racémica);
- imagen105
- [5-(1-Oxetan-3-il-piperidin-4-sulfonil)-piridin-2-ilmetil]-amida del ácido furo[2,3-c]piridin-2-carboxílico;
- imagen106
- [5-(1-Oxetan-3-il-piperidin-4-sulfonil)-piridin-2-ilmetil]-amida del ácido 1,3-dihidro-pirrolo[3,4-c]piridin-2-carboxílico;
- imagen107
- {5-[1-(Tetrahidro-piran-4-il)-piperidin-4-sulfonil]-piridin-2ilmetil}-amida del ácido furo[2,3-c]piridin-2-carboxílico;
- imagen108
- [5-(3-Etanosulfonil-bencenosulfonil)-piridin-2-ilmetil]-amida del ácido 1H-pirazolo[3,4-b]piridin-5-carboxílico;
- imagen109
- [5-(6-Trifluorometil-piridin-3-sulfonil)-piridin-2-ilmetil]-amida del ácido 1H-pirazolo[3,4-b]piridin-5-carboxílico;
- imagen110
- [5-(1-Butiril-piperidin-4-sulfonil)-piridin-2-ilmetil]-amida del ácido 1,3-dihidro-pirrolo[3,4-c]piridin-2-carboxílico;
- imagen111
- N-[[5-(3-etilsulfonilfenil)sulfonil-2-piridil]metil]furo[2,3c]piridin-2-carboxamida;
- imagen112
- N-[[5-[(6-amino-3-piridil)sulfonil]-2-piridil]metil]furo[2,3c]piridin-2-carboxamida;
- imagen113
- N-[[5-[[1-(2,2,2-trifluoroetil)-4-piperidil]sulfonil]-2piridil]metil]imidazo[1,2-a]pirimidin-6-carboxamida;
- imagen114
- N-[[5-(3,5-dimetoxifenil)sulfonil-2-piridil]metil]furo[2,3c]piridin-2-carboxamida;
- imagen115
- N-[[5-[[6-(4-metilpiperazin-1-il)-3-piridil]sulfonil]-2piridil]metil]furo[2,3-c]piridin-2-carboxamida;
- imagen116
- N-[[5-(3-etilsulfonilfenil)sulfonil-2-piridil]metil]-1,3dihidropirrolo[3,4-c]piridin-2-carboxamida;
- imagen117
- N-[[5-(3-etilsulfonilfenil)sulfonil-2-piridil]metil]furo[2,3c]piridin-2-carboxamida;
- imagen118
- N-[[5-(3,5-difluorofenil)sulfinil-2-piridil]metil]-1,3dihidropirrolo[3,4-c]piridin-2-carboxamida;
- imagen119
- N-[[5-[(6-amino-3-piridil)sulfonil]-2-piridil]metil]furo[2,3c]piridin-2-carboxamida;
- imagen120
- N-[[5-[[1-(2,2,2-trifluoroetil)-4-piperidil]sulfinil]-2piridil]metil]furo[2,3-c]piridin-2-carboxamida;
- imagen121
- N-[[5-[(1-tetrahidropiran-4-il-4-piperidil)sulfonil]-2piridil]metil]-1,3-dihidropirrolo[3,4-c]piridin-2-carboxamida;
- imagen122
- N-[[5-[3-(trifluorometil)fenil]sulfinil-2-piridil]metil]-1,3dihidropirrolo[3,4-c]piridin-2-carboxamida;
- imagen123
- N-[[5-[[1-(2-metoxiacetil)-4-piperidil]sulfonil]-2-piridil]metil]1,3-dihidropirrolo[3,4-c]piridin-2-carboxamida;
- imagen124
- N-[[5-[[1-(2-metoxiacetil)-4-piperidil]sulfonil]-2piridil]metil]furo[2,3-c]piridin-2-carboxamida;
- imagen125
- N-[[5-(3-morfolinofenil)sulfonil-2-piridil]metil]furo[2,3-c]piridin2-carboxamida;
- imagen126
- N-[[5-(3-metilsulfonilfenil)sulfonil-2-piridil]metil]furo[2,3c]piridin-2-carboxamida;
- imagen127
- N-[[5-[(6-morfolino-3-piridil)sulfonil]-2-piridil]metil]-1,3dihidropirrolo[3,4-c]piridin-2-carboxamida;
- imagen128
- N-[[5-(4-tetrahidropiran-4-ilpiperazin-1-il)sulfonil-2piridil]metil]-1,3-dihidropirrolo[3,4-c]piridin-2-carboxamida;
- imagen129
- N-[[5-(4-tetrahidropiran-4-ilpiperazin-1-il)sulfonil-2piridil]metil]furo[2,3-c]piridin-2-carboxamida;
- imagen130
- N-[[5-[(1-tetrahidrofurano-3-il-4-piperidil)sulfonil]-2piridil]metil]furo[2,3-c]piridin-2-carboxamida;
- imagen131
- N-[[5-[(1-tetrahidrofurano-3-il-4-piperidil)sulfonil]-2piridil]metil]-1,3-dihidropirrolo[3,4-c]piridin-2-carboxamida;
- imagen132
- N-[[5-[(1-butanoil-4-piperidil)sulfonil]-2-piridil]metil]furo[2,3c]piridin-2-carboxamida;
- imagen133
- N-[[5-[[1-(2,2,2-trifluoroetil)-4-piperidil]sulfonil]-2piridil]metil]furo[2,3-c]piridin-2-carboxamida;
- imagen134
- N-[[5-[[1-(2,2,2-trifluoroetil)-4-piperidil]sulfonil]-2piridil]metil]imidazo[1,2-a]pirimidin-6-carboxamida;
- imagen135
- N-[[5-(3,5-dimetoxifenil)sulfonil-2-piridil]metil]furo[2,3c]piridin-2-carboxamida;
- imagen136
- N-[[5-(3-metil-sulfonilfenil)sulfonil-2-piridil]metil]-1Hpirazolo[3,4-b]piridin-5-carboxamida;
- imagen137
- N-[[5-[[6-(4-metilpiperazin-1-il)-3-piridil]sulfonil]-2piridil]metil]furo[2,3-c] piridin-2-carboxamida;
- imagen138
- N-[[5-(3-etil-sulfonilfenil)sulfonil-2-piridil]metil]-1,3-dihidropirrolo[3,4-c]piridin-2-carboxamida;
- imagen139
- N-[[5-(3-metil-sulfonilfenil)sulfonil-2-piridil]metil]imidazo[1,2a]piridin-6-carboxamida;
- imagen140
- N-[[5-(2-pirrolidin-1-iltiazol-5-il)sulfonil-2-piridil] metil]furo[2,3c]piridin-2-carboxamida;
- imagen141
- N-[[5-(3,5-dimetoxi-fenil)sulfonil-2-piridil]metil]-1Hpirazolo[3,4-b]piridin-5-carboxamida;
- imagen142
- N-[[5-(1-propilpirazol-4-il)sulfonil-2-piridil]metil]-1,3dihidropirrolo[3,4-c]piridin-2-carboxamida;
- imagen143
- N-[[5-[4-(oxetan-3-il)piperazin-1-il]sulfonil-2piridil]metil]furo[2,3-c]piridin-2-carboxamida;
- imagen144
- N-[[5-[4-(oxetan-3-il) piperazin-1-il]sulfonil-2-piridil]metil]-1,3di-hidropirrolo[3,4-c]piridin-2-carboxamida;
- imagen145
- N-[[5-[[1-(2,2,2-trifluoroetil)-4-piperidil]sulfonil]-2-piridil]metil]1,3-di-hidropirrolo[3,4-c]piridin-2-carboxamida;
- imagen146
- N-[[5-(3-fluoro-5-metoxi-fenil)sulfonil-2-piridil]metil]-1Hpirazolo[3,4-b]piridin-5-carboxamida;
- imagen147
- N-[[5-[2-[etil (metil)amino]tiazol-5-il]sulfonil-2-piridil] metil]imidazo[1,2-a]piridin-6-carboxamida;
- imagen148
- N-[[5-[2-[etil (metil)amino]tiazol-5-il]sulfonil-2-piridil] metil]furo[2,3-c]piridin-2-carboxamida;
- imagen149
- N-[[5-[2-[etil(metil) amino]tiazol-5-il]sulfonil-2-piridil]metil]-1,3dihidropirrolo[3,4-c]piridin-2-carboxamida;
- imagen150
- N-[[5-[(4-pirrolidin-1-il-1-piperidil)sulfonil]-2-piridil]metil]-1,3dihidropirrolo[3,4-c]piridin-2-carboxamida;
- imagen151
- N-[[5-[(4-pirrolidin-1-il-1-piperidil)sulfonil]-2-piridil]metil]-1Hpirazolo[3,4-b]piridin-5-carboxamida;
- imagen152
- N-[[5-[(6-amino-3-piridil)sulfonil]-2-piridil]metil]-1,3dihidropirrolo[3,4-c]piridin-2-carboxamida;
- imagen153
- N-[[5-(3-ciano-fenil)sulfonil-2-piridil]metil]furo[2,3-c]piridin-2carboxamida;
- imagen154
- N-[[5-[[1-(2,2,2-trifluoroetil)-4-piperidil]sulfonil]-2piridil]metil]imidazo[1,2-a]piridin-6-carboxamida;
- imagen155
- N-[[5-[[1-(2,2,2-trifluoroetil)-4-piperidil]sulfonil]-2-piridil]metil]1H-pirazolo[3,4-b]piridin-5-carboxamida;
- imagen156
- N-[[5-(3-morfolino-fenil)sulfonil-2-piridil]metil]imidazo[1,2a]piridin-6-carboxamida;
- imagen157
- N-[[5-(3-cianofenil) sulfonil-2-piridil] metil]imidazo[1,2a]piridin-6-carboxamida;
- imagen158
- N-[[5-(3-ciano-fenil)sulfonil-2-piridil]metil]-1H-pirazolo[3,4b]piridin-5-carboxamida;
- imagen159
- N-[[5-(3-morfolino-fenil)sulfonil-2-piridil]metil]-1Hpirazolo[3,4-b]piridin-5-carboxamida;
- imagen160
- N-[[5-(3-cianofenil) sulfonil-2-piridil]metil]-1,3dihidropirrolo[3,4-c]piridin-2-carboxamida;
- imagen161
- N-[[5-(3,5-difluorofenil) sulfinil-2-piridil]metil]-1,3dihidropirrolo[3,4-c]piridin-2-carboxamida (enantiómero 1);
- imagen162
- N-[[5-(3,5-difluorofenil) sulfinil-2-piridil]metil]-1,3dihidropirrolo[3,4-c]piridin-2-carboxamida (enantiómero 2);
- imagen163
- N-[[5-[(1-tetrahidropiran-4-il-4-piperidil)sulfonil]-2piridil]metil]imidazo[1,2-a]piridin-6-carboxamida;
- imagen164
- N-[[5-[(1-tetrahidropiran-4-il-4-piperidil)sulfonil]-2piridil]metil]-1H-pirazolo[3,4-b]piridin-5-carboxamida;
- imagen165
- N-[[5-[[5-(trifluorometil)-3-piridil]sulfonil]-2piridil]metil]furo[2,3-c]piridin-2-carboxamida;
- imagen166
- N-[[5-[(5-cloro-3-piridil)sulfonil]-2-piridil]metil]-1Hpirazolo[3,4-b]piridin-5-carboxamida;
- imagen167
- N-[[5-[[5-(trifluorometil)-3-piridil]sulfonil]-2-piridil]metil]-1Hpirazolo[3,4-b]piridin-5-carboxamida;
- imagen168
- N-[[5-[[1-(2,2,2-trifluoroetil)-4-piperidil]sulfonil]-2-piridil]metil]1H-pirrolo[3,2-c]piridin-2-carboxamida;
- imagen169
- N-[[5-(2-morfolinopirimidin-5-il)sulfonil-2piridil]metil]imidazo[1,2-a]piridin-6-carboxamida;
- imagen170
- N-[[5-[[5-(trifluorometil)-3-piridil]sulfonil]-2piridil]metil]imidazo[1,2-a]piridin-6-carboxamida;
- imagen171
- N-[[5-[(5-cloro-3-piridil)sulfonil]-2-piridil]metil]furo[2,3c]piridin-2-carboxamida;
- imagen172
- N-[[5-[[5-(trifluorometil)-3-piridil]sulfonil]-2-piridil]metil]-1,3dihidro-pirrolo[3,4-c]piridin-2-carboxamida;
- imagen173
- N-[[5-(1-propilpirazol-4-il)sulfonil-2-piridil]metil]-1Hpirrolo[3,2-c]piridin-2-carboxamida;
- imagen174
- N-[[5-[(1-isobutil-4-piperidil)sulfinil]-2-piridil]metil]imidazo[1,2a]piridin-6-carboxamida;
- imagen175
- N-[[5-[[1-(2,2,2-trifluoroetil)-4-piperidil]sulfinil]-2piridil]metil]imidazo[1,2-a]piridin-6-carboxamida;
- imagen176
- N-[[5-[(5-ciano-3-piridil)sulfonil]-2-piridil]metil]furo[2,3c]piridin-2-carboxamida;
- imagen177
- N-[[5-(1-isopropilpirazol-4-il)sulfonil-2-piridil]metil]-1Hpirrolo[3,2-c]piridin-2-carboxamida;
- imagen178
- N-[[5-(1-etilpirazol-4-il)sulfonil-2-piridil] metil]furo[2,3c]piridin-2-carboxamida;
- imagen179
- N-[[5-(1-etilpirazol-4-il)sulfonil-2-piridil]metil]-1,3dihidropirrolo[3,4-c]piridin-2-carboxamida;
- imagen180
- N-[[5-(bencenosulfonil)-2-piridil]metil]-4,6-dihidro-1Hpirrolo[3,4-c]pirazol-5-carboxamida;
- imagen181
- N-[[5-(bencenosulfonil)-2-piridil]metil]-1-metil-4,6dihidropirrolo[3,4-c] pirazol-5-carboxamida;
- imagen182
- N-[[5-(1-piperidilsulfonil)-2-piridil]metil]-4,6-dihidro-1Hpirrolo[3,4-c]pirazol-5-carboxamida;
- imagen183
- 4-[[6-[(imidazo[1,2-a]piridin-6-carbonil-amino)metil]-3-piridil] sulfinil]piperidin-1-carboxilato de terc-butilo;
- imagen184
- N-[[5-(3,5-difluorofenil)sulfonilpirimidin-2-il]metil]furo[2,3c]piridin-2-carboxamida;
- imagen185
- N-[[5-(bencenosulfonil)-2-piridil]metil]furo[2,3-c]piridin-2carboxamida;
- imagen186
- N-[[5-(bencenosulfonil)-2-piridil]metil]imidazo[1,2-a]piridin-6carboxamida;
- imagen187
- N-[[5-(bencenosulfonil)-2-piridil]metil]imidazo[1,2-a]pirimidin6-carboxamida;
imagen188 imagen189
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
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WOPCT/CN2012/071872 | 2012-03-02 | ||
CN2012071872 | 2012-03-02 | ||
PCT/CN2013/000214 WO2013127267A1 (en) | 2012-03-02 | 2013-03-01 | Pyridinyl and pyrimidinyl sulfoxide and sulfone derivatives |
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ES2620612T3 true ES2620612T3 (es) | 2017-06-29 |
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ES13754209.8T Active ES2620612T3 (es) | 2012-03-02 | 2013-03-01 | Derivados de sulfóxidos y sulfonas de piridinilo y pirimidinilo |
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US (2) | US9458172B2 (es) |
EP (1) | EP2820017B1 (es) |
JP (1) | JP2015508785A (es) |
CN (1) | CN104507936A (es) |
AU (1) | AU2013225531A1 (es) |
CA (1) | CA2865517A1 (es) |
ES (1) | ES2620612T3 (es) |
SG (1) | SG11201405055TA (es) |
WO (1) | WO2013127267A1 (es) |
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BR112013004773B1 (pt) | 2010-09-03 | 2022-05-31 | Forma Tm, Llc | Compostos, seus usos, e composições para a inibição de nampt |
AR082887A1 (es) | 2010-09-03 | 2013-01-16 | Forma Therapeutics Inc | Derivados de piridin-3-il-metil, y composiciones para la inhibicion de nampt |
JP5872027B2 (ja) * | 2011-05-09 | 2016-03-01 | フォーマ ティーエム, エルエルシー. | ニコチンアミドホスホリボシルトランスフェラーゼ(nampt)を阻害するためのピペリジン誘導体および組成物 |
AU2013225530A1 (en) | 2012-03-02 | 2014-09-25 | Forma Tm, Llc | Amido-benzyl sulfone and sulfoxide derivatives |
PT2820008T (pt) | 2012-03-02 | 2017-05-05 | Genentech Inc | Amidas amido-espirocíclicas e derivados de sulfonamidas |
KR20150007349A (ko) * | 2012-05-11 | 2015-01-20 | 애브비 인코포레이티드 | Nampt 억제제 |
ES2612885T3 (es) * | 2012-09-19 | 2017-05-19 | Novartis Ag | Dihidro-pirrolidino-pirimidinas como inhibidoras de cinasa |
CA2946130A1 (en) | 2014-04-18 | 2015-10-22 | Millennium Pharmaceuticals, Inc. | Quinoxaline compounds and uses thereof |
CA2974078A1 (en) | 2015-01-20 | 2016-07-28 | Millennium Pharmaceuticals, Inc. | Quinazoline and quinoline compounds and uses thereof |
WO2017024255A1 (en) | 2015-08-05 | 2017-02-09 | Metrobiotech, Llc | Nicotinamide mononucleotide derivatives and their uses |
GB2542881B (en) | 2015-10-02 | 2020-01-01 | Carr Andrew | Crystal forms of ß-nicotinamide mononucleotide |
WO2018086703A1 (en) | 2016-11-11 | 2018-05-17 | Bayer Pharma Aktiengesellschaft | Dihydropyridazinones substituted with phenylureas |
AU2019214858B2 (en) | 2018-01-30 | 2023-02-02 | Metro International Biotech, Llc | Nicotinamide riboside analogs, pharmaceutical compositions, and uses thereof |
US10618927B1 (en) | 2019-03-22 | 2020-04-14 | Metro International Biotech, Llc | Compositions and methods for modulation of nicotinamide adenine dinucleotide |
US11939348B2 (en) | 2019-03-22 | 2024-03-26 | Metro International Biotech, Llc | Compositions comprising a phosphorus derivative of nicotinamide riboside and methods for modulation of nicotinamide adenine dinucleotide |
CN111943916B (zh) * | 2020-09-23 | 2022-03-29 | 济南悟通生物科技有限公司 | 一种2-甲基四氢呋喃-3-硫醇的制备方法 |
CN112778212B (zh) * | 2021-01-28 | 2022-03-15 | 苏州莱克施德药业有限公司 | 库潘尼西中间体2-胺基嘧啶-5-羧酸甲酯的合成方法 |
KR20240020716A (ko) | 2021-05-27 | 2024-02-15 | 메트로 인터내셔널 바이오테크 엘엘씨 | 니코틴산 모노뉴클레오타이드 및 이의 에스터의 결정질 고체 및 제조 및 사용 방법 |
CN114181276A (zh) * | 2021-12-17 | 2022-03-15 | 安徽大学 | 硫酯肽合成方法 |
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EP0530264B1 (en) * | 1990-05-15 | 1996-10-23 | E.I. Du Pont De Nemours And Company | Arthropodicidal tetrahydropyridazines |
US5543523A (en) | 1994-11-15 | 1996-08-06 | Regents Of The University Of Minnesota | Method and intermediates for the synthesis of korupensamines |
WO2005014554A1 (en) * | 2003-08-08 | 2005-02-17 | Astex Therapeutics Limited | 1h-indazole-3-carboxamide compounds as mapkap kinase modulators |
TW200700392A (en) * | 2005-03-16 | 2007-01-01 | Astrazeneca Ab | Novel compounds |
US7795249B2 (en) * | 2006-12-22 | 2010-09-14 | Millennium Pharmaceuticals, Inc. | Certain pyrazoline derivatives with kinase inhibitory activity |
BRPI0919844A2 (pt) * | 2008-09-26 | 2019-09-24 | Boehringer Ingelheim Int | compostos de azaindazol como antagonistas do receptor ccr1 |
US9101616B2 (en) * | 2009-05-29 | 2015-08-11 | Raqualia Pharma Inc. | Aryl substituted carboxamide derivatives as calcium or sodium channel blockers |
BR112013004773B1 (pt) * | 2010-09-03 | 2022-05-31 | Forma Tm, Llc | Compostos, seus usos, e composições para a inibição de nampt |
US20140113898A1 (en) * | 2010-11-08 | 2014-04-24 | Zalicus Pharmaceuticals Ltd. | Bisarylsulfone and dialkylarylsulfone compounds as calcium channel blockers |
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2013
- 2013-03-01 EP EP13754209.8A patent/EP2820017B1/en active Active
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- 2013-03-01 AU AU2013225531A patent/AU2013225531A1/en not_active Abandoned
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US20150175621A1 (en) | 2015-06-25 |
CN104507936A (zh) | 2015-04-08 |
US20160355514A1 (en) | 2016-12-08 |
SG11201405055TA (en) | 2014-09-26 |
CA2865517A1 (en) | 2013-09-06 |
EP2820017B1 (en) | 2016-12-21 |
WO2013127267A1 (en) | 2013-09-06 |
AU2013225531A1 (en) | 2014-09-25 |
EP2820017A4 (en) | 2015-08-05 |
US9458172B2 (en) | 2016-10-04 |
EP2820017A1 (en) | 2015-01-07 |
JP2015508785A (ja) | 2015-03-23 |
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