HRP20140036T1 - Policikliäśki antagonisti receptora lizofosfatidatne kiseline - Google Patents
Policikliäśki antagonisti receptora lizofosfatidatne kiseline Download PDFInfo
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- HRP20140036T1 HRP20140036T1 HRP20140036AT HRP20140036T HRP20140036T1 HR P20140036 T1 HRP20140036 T1 HR P20140036T1 HR P20140036A T HRP20140036A T HR P20140036AT HR P20140036 T HRP20140036 T HR P20140036T HR P20140036 T1 HRP20140036 T1 HR P20140036T1
- Authority
- HR
- Croatia
- Prior art keywords
- compound
- phenyl
- isoxazol
- biphenyl
- methyl
- Prior art date
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- 102000004137 Lysophosphatidic Acid Receptors Human genes 0.000 title 1
- 108090000642 Lysophosphatidic Acid Receptors Proteins 0.000 title 1
- 239000005557 antagonist Substances 0.000 title 1
- 125000003367 polycyclic group Chemical group 0.000 title 1
- -1 -CO2RD Chemical group 0.000 claims 22
- 150000001875 compounds Chemical class 0.000 claims 22
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 14
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 7
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 6
- 150000003839 salts Chemical class 0.000 claims 6
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 6
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims 5
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 4
- 125000004182 2-chlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(*)C([H])=C1[H] 0.000 claims 3
- 125000004198 2-fluorophenyl group Chemical group [H]C1=C([H])C(F)=C(*)C([H])=C1[H] 0.000 claims 3
- 241000124008 Mammalia Species 0.000 claims 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 3
- 125000000040 m-tolyl group Chemical group [H]C1=C([H])C(*)=C([H])C(=C1[H])C([H])([H])[H] 0.000 claims 3
- 125000003261 o-tolyl group Chemical group [H]C1=C([H])C(*)=C(C([H])=C1[H])C([H])([H])[H] 0.000 claims 3
- 125000003831 tetrazolyl group Chemical group 0.000 claims 3
- 125000002733 (C1-C6) fluoroalkyl group Chemical group 0.000 claims 2
- IOFCYZHNNSJWSK-UHFFFAOYSA-N 1-[4-[4-[3-methyl-4-(phenylmethoxycarbonylamino)-1,2-oxazol-5-yl]phenyl]phenyl]cyclopropane-1-carboxylic acid Chemical compound CC1=NOC(C=2C=CC(=CC=2)C=2C=CC(=CC=2)C2(CC2)C(O)=O)=C1NC(=O)OCC1=CC=CC=C1 IOFCYZHNNSJWSK-UHFFFAOYSA-N 0.000 claims 2
- BWFLNLTVBMKUTL-UHFFFAOYSA-N 1-[4-[4-[3-methyl-4-[1-[4-(trifluoromethyl)phenyl]ethoxycarbonylamino]-1,2-oxazol-5-yl]phenyl]phenyl]cyclopropane-1-carboxylic acid Chemical compound C=1C=C(C(F)(F)F)C=CC=1C(C)OC(=O)NC=1C(C)=NOC=1C(C=C1)=CC=C1C(C=C1)=CC=C1C1(C(O)=O)CC1 BWFLNLTVBMKUTL-UHFFFAOYSA-N 0.000 claims 2
- WQSAJGXLWWCPTN-UHFFFAOYSA-N 1-[4-[4-[4-(cyclopropylmethoxycarbonylamino)-3-methyl-1,2-oxazol-5-yl]phenyl]phenyl]cyclopropane-1-carboxylic acid Chemical compound CC1=NOC(C=2C=CC(=CC=2)C=2C=CC(=CC=2)C2(CC2)C(O)=O)=C1NC(=O)OCC1CC1 WQSAJGXLWWCPTN-UHFFFAOYSA-N 0.000 claims 2
- PJFQXHGEFFTYLX-MRXNPFEDSA-N 1-[4-[4-[4-[[(1r)-1-cyclopropylethoxy]carbonylamino]-3-methyl-1,2-oxazol-5-yl]phenyl]phenyl]cyclopropane-1-carboxylic acid Chemical compound O([C@H](C)C1CC1)C(=O)NC=1C(C)=NOC=1C(C=C1)=CC=C1C(C=C1)=CC=C1C1(C(O)=O)CC1 PJFQXHGEFFTYLX-MRXNPFEDSA-N 0.000 claims 2
- 125000004179 3-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(Cl)=C1[H] 0.000 claims 2
- 125000004180 3-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(F)=C1[H] 0.000 claims 2
- 206010016654 Fibrosis Diseases 0.000 claims 2
- 206010028980 Neoplasm Diseases 0.000 claims 2
- 206010064930 age-related macular degeneration Diseases 0.000 claims 2
- 230000004761 fibrosis Effects 0.000 claims 2
- 208000002780 macular degeneration Diseases 0.000 claims 2
- 230000002265 prevention Effects 0.000 claims 2
- ASGMFNBUXDJWJJ-JLCFBVMHSA-N (1R,3R)-3-[[3-bromo-1-[4-(5-methyl-1,3,4-thiadiazol-2-yl)phenyl]pyrazolo[3,4-d]pyrimidin-6-yl]amino]-N,1-dimethylcyclopentane-1-carboxamide Chemical compound BrC1=NN(C2=NC(=NC=C21)N[C@H]1C[C@@](CC1)(C(=O)NC)C)C1=CC=C(C=C1)C=1SC(=NN=1)C ASGMFNBUXDJWJJ-JLCFBVMHSA-N 0.000 claims 1
- UAOUIVVJBYDFKD-XKCDOFEDSA-N (1R,9R,10S,11R,12R,15S,18S,21R)-10,11,21-trihydroxy-8,8-dimethyl-14-methylidene-4-(prop-2-enylamino)-20-oxa-5-thia-3-azahexacyclo[9.7.2.112,15.01,9.02,6.012,18]henicosa-2(6),3-dien-13-one Chemical compound C([C@@H]1[C@@H](O)[C@@]23C(C1=C)=O)C[C@H]2[C@]12C(N=C(NCC=C)S4)=C4CC(C)(C)[C@H]1[C@H](O)[C@]3(O)OC2 UAOUIVVJBYDFKD-XKCDOFEDSA-N 0.000 claims 1
- AOSZTAHDEDLTLQ-AZKQZHLXSA-N (1S,2S,4R,8S,9S,11S,12R,13S,19S)-6-[(3-chlorophenyl)methyl]-12,19-difluoro-11-hydroxy-8-(2-hydroxyacetyl)-9,13-dimethyl-6-azapentacyclo[10.8.0.02,9.04,8.013,18]icosa-14,17-dien-16-one Chemical compound C([C@@H]1C[C@H]2[C@H]3[C@]([C@]4(C=CC(=O)C=C4[C@@H](F)C3)C)(F)[C@@H](O)C[C@@]2([C@@]1(C1)C(=O)CO)C)N1CC1=CC=CC(Cl)=C1 AOSZTAHDEDLTLQ-AZKQZHLXSA-N 0.000 claims 1
- ABJSOROVZZKJGI-OCYUSGCXSA-N (1r,2r,4r)-2-(4-bromophenyl)-n-[(4-chlorophenyl)-(2-fluoropyridin-4-yl)methyl]-4-morpholin-4-ylcyclohexane-1-carboxamide Chemical compound C1=NC(F)=CC(C(NC(=O)[C@H]2[C@@H](C[C@@H](CC2)N2CCOCC2)C=2C=CC(Br)=CC=2)C=2C=CC(Cl)=CC=2)=C1 ABJSOROVZZKJGI-OCYUSGCXSA-N 0.000 claims 1
- SZUVGFMDDVSKSI-WIFOCOSTSA-N (1s,2s,3s,5r)-1-(carboxymethyl)-3,5-bis[(4-phenoxyphenyl)methyl-propylcarbamoyl]cyclopentane-1,2-dicarboxylic acid Chemical compound O=C([C@@H]1[C@@H]([C@](CC(O)=O)([C@H](C(=O)N(CCC)CC=2C=CC(OC=3C=CC=CC=3)=CC=2)C1)C(O)=O)C(O)=O)N(CCC)CC(C=C1)=CC=C1OC1=CC=CC=C1 SZUVGFMDDVSKSI-WIFOCOSTSA-N 0.000 claims 1
- GHYOCDFICYLMRF-UTIIJYGPSA-N (2S,3R)-N-[(2S)-3-(cyclopenten-1-yl)-1-[(2R)-2-methyloxiran-2-yl]-1-oxopropan-2-yl]-3-hydroxy-3-(4-methoxyphenyl)-2-[[(2S)-2-[(2-morpholin-4-ylacetyl)amino]propanoyl]amino]propanamide Chemical compound C1(=CCCC1)C[C@@H](C(=O)[C@@]1(OC1)C)NC([C@H]([C@@H](C1=CC=C(C=C1)OC)O)NC([C@H](C)NC(CN1CCOCC1)=O)=O)=O GHYOCDFICYLMRF-UTIIJYGPSA-N 0.000 claims 1
- IUSARDYWEPUTPN-OZBXUNDUSA-N (2r)-n-[(2s,3r)-4-[[(4s)-6-(2,2-dimethylpropyl)spiro[3,4-dihydropyrano[2,3-b]pyridine-2,1'-cyclobutane]-4-yl]amino]-3-hydroxy-1-[3-(1,3-thiazol-2-yl)phenyl]butan-2-yl]-2-methoxypropanamide Chemical compound C([C@H](NC(=O)[C@@H](C)OC)[C@H](O)CN[C@@H]1C2=CC(CC(C)(C)C)=CN=C2OC2(CCC2)C1)C(C=1)=CC=CC=1C1=NC=CS1 IUSARDYWEPUTPN-OZBXUNDUSA-N 0.000 claims 1
- WWTBZEKOSBFBEM-SPWPXUSOSA-N (2s)-2-[[2-benzyl-3-[hydroxy-[(1r)-2-phenyl-1-(phenylmethoxycarbonylamino)ethyl]phosphoryl]propanoyl]amino]-3-(1h-indol-3-yl)propanoic acid Chemical compound N([C@@H](CC=1C2=CC=CC=C2NC=1)C(=O)O)C(=O)C(CP(O)(=O)[C@H](CC=1C=CC=CC=1)NC(=O)OCC=1C=CC=CC=1)CC1=CC=CC=C1 WWTBZEKOSBFBEM-SPWPXUSOSA-N 0.000 claims 1
- STBLNCCBQMHSRC-BATDWUPUSA-N (2s)-n-[(3s,4s)-5-acetyl-7-cyano-4-methyl-1-[(2-methylnaphthalen-1-yl)methyl]-2-oxo-3,4-dihydro-1,5-benzodiazepin-3-yl]-2-(methylamino)propanamide Chemical compound O=C1[C@@H](NC(=O)[C@H](C)NC)[C@H](C)N(C(C)=O)C2=CC(C#N)=CC=C2N1CC1=C(C)C=CC2=CC=CC=C12 STBLNCCBQMHSRC-BATDWUPUSA-N 0.000 claims 1
- QFLWZFQWSBQYPS-AWRAUJHKSA-N (3S)-3-[[(2S)-2-[[(2S)-2-[5-[(3aS,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoylamino]-3-methylbutanoyl]amino]-3-(4-hydroxyphenyl)propanoyl]amino]-4-[1-bis(4-chlorophenoxy)phosphorylbutylamino]-4-oxobutanoic acid Chemical compound CCCC(NC(=O)[C@H](CC(O)=O)NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@@H](NC(=O)CCCCC1SC[C@@H]2NC(=O)N[C@H]12)C(C)C)P(=O)(Oc1ccc(Cl)cc1)Oc1ccc(Cl)cc1 QFLWZFQWSBQYPS-AWRAUJHKSA-N 0.000 claims 1
- IWZSHWBGHQBIML-ZGGLMWTQSA-N (3S,8S,10R,13S,14S,17S)-17-isoquinolin-7-yl-N,N,10,13-tetramethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-amine Chemical compound CN(C)[C@H]1CC[C@]2(C)C3CC[C@@]4(C)[C@@H](CC[C@@H]4c4ccc5ccncc5c4)[C@@H]3CC=C2C1 IWZSHWBGHQBIML-ZGGLMWTQSA-N 0.000 claims 1
- HUWSZNZAROKDRZ-RRLWZMAJSA-N (3r,4r)-3-azaniumyl-5-[[(2s,3r)-1-[(2s)-2,3-dicarboxypyrrolidin-1-yl]-3-methyl-1-oxopentan-2-yl]amino]-5-oxo-4-sulfanylpentane-1-sulfonate Chemical compound OS(=O)(=O)CC[C@@H](N)[C@@H](S)C(=O)N[C@@H]([C@H](C)CC)C(=O)N1CCC(C(O)=O)[C@H]1C(O)=O HUWSZNZAROKDRZ-RRLWZMAJSA-N 0.000 claims 1
- OMBVEVHRIQULKW-DNQXCXABSA-M (3r,5r)-7-[3-(4-fluorophenyl)-8-oxo-7-phenyl-1-propan-2-yl-5,6-dihydro-4h-pyrrolo[2,3-c]azepin-2-yl]-3,5-dihydroxyheptanoate Chemical compound O=C1C=2N(C(C)C)C(CC[C@@H](O)C[C@@H](O)CC([O-])=O)=C(C=3C=CC(F)=CC=3)C=2CCCN1C1=CC=CC=C1 OMBVEVHRIQULKW-DNQXCXABSA-M 0.000 claims 1
- KQZLRWGGWXJPOS-NLFPWZOASA-N 1-[(1R)-1-(2,4-dichlorophenyl)ethyl]-6-[(4S,5R)-4-[(2S)-2-(hydroxymethyl)pyrrolidin-1-yl]-5-methylcyclohexen-1-yl]pyrazolo[3,4-b]pyrazine-3-carbonitrile Chemical compound ClC1=C(C=CC(=C1)Cl)[C@@H](C)N1N=C(C=2C1=NC(=CN=2)C1=CC[C@@H]([C@@H](C1)C)N1[C@@H](CCC1)CO)C#N KQZLRWGGWXJPOS-NLFPWZOASA-N 0.000 claims 1
- WZZBNLYBHUDSHF-DHLKQENFSA-N 1-[(3s,4s)-4-[8-(2-chloro-4-pyrimidin-2-yloxyphenyl)-7-fluoro-2-methylimidazo[4,5-c]quinolin-1-yl]-3-fluoropiperidin-1-yl]-2-hydroxyethanone Chemical compound CC1=NC2=CN=C3C=C(F)C(C=4C(=CC(OC=5N=CC=CN=5)=CC=4)Cl)=CC3=C2N1[C@H]1CCN(C(=O)CO)C[C@@H]1F WZZBNLYBHUDSHF-DHLKQENFSA-N 0.000 claims 1
- ONBQEOIKXPHGMB-VBSBHUPXSA-N 1-[2-[(2s,3r,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-4,6-dihydroxyphenyl]-3-(4-hydroxyphenyl)propan-1-one Chemical compound O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1OC1=CC(O)=CC(O)=C1C(=O)CCC1=CC=C(O)C=C1 ONBQEOIKXPHGMB-VBSBHUPXSA-N 0.000 claims 1
- SQOLAAJXSFAVLN-GOSISDBHSA-N 1-[4-[3-methoxy-4-[3-methyl-4-[[(1r)-1-[3-(trifluoromethyl)phenyl]ethoxy]carbonylamino]-1,2-oxazol-5-yl]phenyl]phenyl]cyclopropane-1-carboxylic acid Chemical compound C1([C@@H](C)OC(=O)NC=2C(C)=NOC=2C2=CC=C(C=C2OC)C=2C=CC(=CC=2)C2(CC2)C(O)=O)=CC=CC(C(F)(F)F)=C1 SQOLAAJXSFAVLN-GOSISDBHSA-N 0.000 claims 1
- GDDLMNYLOVQGHK-GOSISDBHSA-N 1-[4-[4-[3-ethyl-4-[[(1r)-1-[3-(trifluoromethyl)phenyl]ethoxy]carbonylamino]-1,2-oxazol-5-yl]phenyl]phenyl]cyclopropane-1-carboxylic acid Chemical compound C1([C@@H](C)OC(=O)NC2=C(ON=C2CC)C=2C=CC(=CC=2)C=2C=CC(=CC=2)C2(CC2)C(O)=O)=CC=CC(C(F)(F)F)=C1 GDDLMNYLOVQGHK-GOSISDBHSA-N 0.000 claims 1
- FARJQGVZFUENLG-LJQANCHMSA-N 1-[4-[4-[3-ethyl-4-[[(1r)-1-phenylethoxy]carbonylamino]-1,2-oxazol-5-yl]phenyl]phenyl]cyclopropane-1-carboxylic acid Chemical compound C1([C@@H](C)OC(=O)NC2=C(ON=C2CC)C=2C=CC(=CC=2)C=2C=CC(=CC=2)C2(CC2)C(O)=O)=CC=CC=C1 FARJQGVZFUENLG-LJQANCHMSA-N 0.000 claims 1
- GQBRZBHEPUQRPL-UHFFFAOYSA-N 1-[4-[4-[3-methyl-4-(1-phenylethoxycarbonylamino)-1,2-oxazol-5-yl]phenyl]phenyl]cyclopropane-1-carboxylic acid Chemical compound C=1C=CC=CC=1C(C)OC(=O)NC=1C(C)=NOC=1C(C=C1)=CC=C1C(C=C1)=CC=C1C1(C(O)=O)CC1 GQBRZBHEPUQRPL-UHFFFAOYSA-N 0.000 claims 1
- WTCFVVNEEYFRBN-HXUWFJFHSA-N 1-[4-[4-[3-methyl-4-[[(1r)-1-(2-methylphenyl)ethoxy]carbonylamino]-1,2-oxazol-5-yl]phenyl]phenyl]cyclopropane-1-carboxylic acid Chemical compound O([C@H](C)C=1C(=CC=CC=1)C)C(=O)NC=1C(C)=NOC=1C(C=C1)=CC=C1C(C=C1)=CC=C1C1(C(O)=O)CC1 WTCFVVNEEYFRBN-HXUWFJFHSA-N 0.000 claims 1
- BTNHQRAJDIMYPS-HXUWFJFHSA-N 1-[4-[4-[3-methyl-4-[[(1r)-1-(3-methylphenyl)ethoxy]carbonylamino]-1,2-oxazol-5-yl]phenyl]phenyl]cyclopropane-1-carboxylic acid Chemical compound O([C@H](C)C=1C=C(C)C=CC=1)C(=O)NC=1C(C)=NOC=1C(C=C1)=CC=C1C(C=C1)=CC=C1C1(C(O)=O)CC1 BTNHQRAJDIMYPS-HXUWFJFHSA-N 0.000 claims 1
- SNMIPBWRYZGYRK-HXUWFJFHSA-N 1-[4-[4-[3-methyl-4-[[(1r)-1-(4-methylphenyl)ethoxy]carbonylamino]-1,2-oxazol-5-yl]phenyl]phenyl]cyclopropane-1-carboxylic acid Chemical compound O([C@H](C)C=1C=CC(C)=CC=1)C(=O)NC=1C(C)=NOC=1C(C=C1)=CC=C1C(C=C1)=CC=C1C1(C(O)=O)CC1 SNMIPBWRYZGYRK-HXUWFJFHSA-N 0.000 claims 1
- RMLDHTJIHLJLDA-GOSISDBHSA-N 1-[4-[4-[3-methyl-4-[[(1r)-1-[2-(trifluoromethyl)phenyl]ethoxy]carbonylamino]-1,2-oxazol-5-yl]phenyl]phenyl]cyclopropane-1-carboxylic acid Chemical compound O([C@H](C)C=1C(=CC=CC=1)C(F)(F)F)C(=O)NC=1C(C)=NOC=1C(C=C1)=CC=C1C(C=C1)=CC=C1C1(C(O)=O)CC1 RMLDHTJIHLJLDA-GOSISDBHSA-N 0.000 claims 1
- CVLGUDPQZJXPIL-GOSISDBHSA-N 1-[4-[4-[3-methyl-4-[[(1r)-1-[3-(trifluoromethyl)phenyl]ethoxy]carbonylamino]-1,2-oxazol-5-yl]phenyl]phenyl]cyclopropane-1-carboxylic acid Chemical compound O([C@H](C)C=1C=C(C=CC=1)C(F)(F)F)C(=O)NC=1C(C)=NOC=1C(C=C1)=CC=C1C(C=C1)=CC=C1C1(C(O)=O)CC1 CVLGUDPQZJXPIL-GOSISDBHSA-N 0.000 claims 1
- IRHZOCZBTRHKAO-HXUWFJFHSA-N 1-[4-[4-[3-methyl-4-[[(1r)-1-phenylethoxy]carbonylamino]-1,2-oxazol-5-yl]phenyl]phenyl]cyclobutane-1-carboxylic acid Chemical compound O([C@H](C)C=1C=CC=CC=1)C(=O)NC=1C(C)=NOC=1C(C=C1)=CC=C1C(C=C1)=CC=C1C1(C(O)=O)CCC1 IRHZOCZBTRHKAO-HXUWFJFHSA-N 0.000 claims 1
- CVYAHZMJXLUPGH-OAQYLSRUSA-N 1-[4-[4-[3-methyl-4-[[(1r)-1-phenylethoxy]carbonylamino]-1,2-oxazol-5-yl]phenyl]phenyl]cyclopentane-1-carboxylic acid Chemical compound O([C@H](C)C=1C=CC=CC=1)C(=O)NC=1C(C)=NOC=1C(C=C1)=CC=C1C(C=C1)=CC=C1C1(C(O)=O)CCCC1 CVYAHZMJXLUPGH-OAQYLSRUSA-N 0.000 claims 1
- GQBRZBHEPUQRPL-LJQANCHMSA-N 1-[4-[4-[3-methyl-4-[[(1r)-1-phenylethoxy]carbonylamino]-1,2-oxazol-5-yl]phenyl]phenyl]cyclopropane-1-carboxylic acid Chemical compound O([C@H](C)C=1C=CC=CC=1)C(=O)NC=1C(C)=NOC=1C(C=C1)=CC=C1C(C=C1)=CC=C1C1(C(O)=O)CC1 GQBRZBHEPUQRPL-LJQANCHMSA-N 0.000 claims 1
- GQBRZBHEPUQRPL-IBGZPJMESA-N 1-[4-[4-[3-methyl-4-[[(1s)-1-phenylethoxy]carbonylamino]-1,2-oxazol-5-yl]phenyl]phenyl]cyclopropane-1-carboxylic acid Chemical compound O([C@@H](C)C=1C=CC=CC=1)C(=O)NC=1C(C)=NOC=1C(C=C1)=CC=C1C(C=C1)=CC=C1C1(C(O)=O)CC1 GQBRZBHEPUQRPL-IBGZPJMESA-N 0.000 claims 1
- RZFSEEYKMGWEOU-UHFFFAOYSA-N 1-[4-[4-[4-(1-cyclohexylethoxycarbonylamino)-3-methyl-1,2-oxazol-5-yl]phenyl]phenyl]cyclopropane-1-carboxylic acid Chemical compound C1CCCCC1C(C)OC(=O)NC=1C(C)=NOC=1C(C=C1)=CC=C1C(C=C1)=CC=C1C1(C(O)=O)CC1 RZFSEEYKMGWEOU-UHFFFAOYSA-N 0.000 claims 1
- FRBLMTZZTCPZJD-UHFFFAOYSA-N 1-[4-[4-[4-[1-(2-chlorocyclohexen-1-yl)ethoxycarbonylamino]-3-methyl-1,2-oxazol-5-yl]phenyl]phenyl]cyclopropane-1-carboxylic acid Chemical compound ClC=1CCCCC=1C(C)OC(=O)NC=1C(C)=NOC=1C(C=C1)=CC=C1C(C=C1)=CC=C1C1(C(O)=O)CC1 FRBLMTZZTCPZJD-UHFFFAOYSA-N 0.000 claims 1
- KXUBHYMDOQZZSJ-UHFFFAOYSA-N 1-[4-[4-[4-[1-(2-methoxyphenyl)ethoxycarbonylamino]-3-methyl-1,2-oxazol-5-yl]phenyl]phenyl]cyclopropane-1-carboxylic acid Chemical compound COC1=CC=CC=C1C(C)OC(=O)NC1=C(C=2C=CC(=CC=2)C=2C=CC(=CC=2)C2(CC2)C(O)=O)ON=C1C KXUBHYMDOQZZSJ-UHFFFAOYSA-N 0.000 claims 1
- CAFJRSXJHYGBMC-UHFFFAOYSA-N 1-[4-[4-[4-[1-(3-bromophenyl)ethoxycarbonylamino]-3-methyl-1,2-oxazol-5-yl]phenyl]phenyl]cyclopropane-1-carboxylic acid Chemical compound C=1C=CC(Br)=CC=1C(C)OC(=O)NC=1C(C)=NOC=1C(C=C1)=CC=C1C(C=C1)=CC=C1C1(C(O)=O)CC1 CAFJRSXJHYGBMC-UHFFFAOYSA-N 0.000 claims 1
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- PIDFDZJZLOTZTM-KHVQSSSXSA-N ombitasvir Chemical compound COC(=O)N[C@@H](C(C)C)C(=O)N1CCC[C@H]1C(=O)NC1=CC=C([C@H]2N([C@@H](CC2)C=2C=CC(NC(=O)[C@H]3N(CCC3)C(=O)[C@@H](NC(=O)OC)C(C)C)=CC=2)C=2C=CC(=CC=2)C(C)(C)C)C=C1 PIDFDZJZLOTZTM-KHVQSSSXSA-N 0.000 claims 1
- 201000002528 pancreatic cancer Diseases 0.000 claims 1
- 208000008443 pancreatic carcinoma Diseases 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 208000005069 pulmonary fibrosis Diseases 0.000 claims 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/42—Oxazoles
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/20—Pills, tablets, discs, rods
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/48—Preparations in capsules, e.g. of gelatin, of chocolate
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/16—Drugs for disorders of the alimentary tract or the digestive system for liver or gallbladder disorders, e.g. hepatoprotective agents, cholagogues, litholytics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
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- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
- A61P11/06—Antiasthmatics
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
- A61P13/12—Drugs for disorders of the urinary system of the kidneys
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A61P19/04—Drugs for skeletal disorders for non-specific disorders of the connective tissue
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/04—Centrally acting analgesics, e.g. opioids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P27/00—Drugs for disorders of the senses
- A61P27/02—Ophthalmic agents
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
- A61P35/02—Antineoplastic agents specific for leukemia
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- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
- A61P35/04—Antineoplastic agents specific for metastasis
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/02—Immunomodulators
- A61P37/06—Immunosuppressants, e.g. drugs for graft rejection
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D261/00—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings
- C07D261/02—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings
- C07D261/06—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings having two or more double bonds between ring members or between ring members and non-ring members
- C07D261/10—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings having two or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D261/14—Nitrogen atoms
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/10—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing aromatic rings
Claims (15)
1. Spoj koji ima strukturu Formule (I) ili njegova farmaceutski prihvatljiva sol:
[image]
gdje,
R1 je -CO2H, -CO2RD, -CN, -C(=O)N(R9)2, -C(=O)NHCH2CH2SO3H, - C(=O)NHSO2R10, tetrazolil, ili 5-okso-2,5-dihidro-[1,2,4]oksadiazol-3-il; RD je H ili C1-C4alkil;
R3 je H, C1-C4alkil, C3-C6cikloalkil, ili C1-C4fluoroalkil;
R4 je -NR7C(=O)OCH(R8)-CY;
R7 je H ili C1-C4alkil;
R8 je H, C1-C4alkil, ili C1-C4fluoroalkil;
CY je supstituirani ili nesupstituirani C3-C6cikloalkil ili supstituirani ili nesupstituirani fenil, gdje ako je CY supstituiran, tada je CY supstituiran s 1 ili 2 RC;
R9 je H, C1-C6alkil, C1-C6fluoroalkil, C3-C6cikloalkil, ili supstituirani ili nesupstituirani fenil;
R10 je a C1-C6alkil, C1-C6fluoroalkil, C3-C6cikloalkil, ili supstituirani ili nesupstituirani fenil;
svaki od RA, RB, i RC su nezavisno izabrani između F, Cl, Br, I, -CN, -OH, C1-C4alkil, C1-C4fluoroalkil, C1-C4fluoroalkoksi, C1-C4alkoksi, i C1-C4heteroalkil;
m je 0, 1, ili 2;
n je 1, 2, 3 ili 4;
p je 0, 1, ili 2.
2. Spoj prema zahtjevu 1, gdje:
R1 je -CO2H, -CO2RD, -C(=O)NHSO2R10 ili tetrazolil;
R3 je H ili C1-C4alkil;
R7 je H;
R8 je H, -CH3 ili -CF3;
R10 je C1-C6alkil ili supstituirani ili nesupstituirani fenil;
svaki RA je nezavisno izabran između F, Cl, Br, I, -OH, -CH3, -CF3, -OCF3, i - OCH3;
svaki RB je nezavisno izabran između F, Cl, Br, I, -OH, -CH3, -CF3, -OCF3, i - OCH3;
svaki RC je nezavisno izabran između F, Cl, Br, I, -OH, -CH3, -CF3, -OCF3, i - OCH3;
m je 0 ili 1;
n je 1, 2, ili 3;
p je 0 ili 1.
3. Spoj prema zahtjevu 2, gdje:
R1 je -CO2H ili -CO2RD; RD je H, -CH3, ili -CH2CH3;
R3 je H, -CH3 ili -CH2CH3;
R4 je -NHC(=O)OCH(R8)-CY;
R8 je H, ili -CH3;
CY je supstituirani ili nesupstituirani fenil, gdje ako je CY supstituirani fenil, tada je fenil supstituiran s 1 ili 2 RC.
4. Spoj prema zahtjevu 3, gdje spoj Formule (I) ima sljedeću strukturu:
[image]
5. Spoj prema bilo kojem od zahtjeva 1-4, gdje:
R4 je
[image]
R8 je -CH3;
CY je supstituirani ili nesupstituirani fenil, gdje ako je CY supstituirani fenil, tada je fenil supstituiran s 1 ili 2 RC; RC je F, Cl, -OH, -CH3, -CF3, ili - OCH3;
n je 1.
6. Spoj prema zahtjevu 5, gdje: CY je fenil, 2-fluorofenil, 3-fluorofenil, 2-klorofenil, 3-klorofenil, 2-metilfenil, 3-metilfenil, 2-trifluorometilfenil, ili 3-trifluorometilfenil.
7. Spoj prema bilo kojem od zahtjeva 1-4, gdje spoj Formule (I) ima sljedeću strukturu:
[image]
8. Spoj prema zahtjevu 7, gdje:
R1 je -CO2H;
CY je fenil, 2-fluorofenil, 3-fluorofenil, 2-klorofenil, 3-klorofenil, 2-metilfenil, 3-metilfenil, 2-trifluorometilfenil, ili 3-trifluorometilfenil.
9. Spoj prema zahtjevu 1, gdje:
R1 je -CO2H, -CO2RD, -C(=O)NHSO2R10, tetrazolil, ili 5-okso-2,5-dihidro-[1,2,4]oksadiazol-3-il;
R3 je H ili C1-C4alkil;
R7 je H;
R8 je H, ili -CH3;
R10 je C1-C6alkil ili supstituirani ili nesupstituirani fenil;
CY je ciklopropil, ciklobutil, ciklopentil, ciklopent-1-enil, 2-klorociklopent-1-enil, cikloheksil, cikloheks-1-enil, 2-klorocikloheks-1-enil, fenil, 2-fluorofenil, 2,3-difluorofenil, 2,4-difluorofenil, 2,5-difluorofenil, 2,6-difluorofenil, 2-klorofenil, 2,6-diklorofenil, 2-bromofenil, 3-bromofenil, 2,4-diklorofenil, 2-hidroksifenil, 3-hidroksifenil, 4-hidroksifenil, 2-metoksifenil, 3-metoksifenil, 4-metoksifenil, 2-trifluorometilfenil, 3-trifluorometilfenil, 4-trifluorometilfenil, 2-fluoro-4-metoksifenil, 2-metilfenil, 3-metilfenil, 4-metilfenil, 2-cijanofenil, 3-cijanofenil, ili 4-cijanofenil.
10. Spoj prema zahtjevu 9, gdje:
svaki RA je nezavisno izabran između F, Cl, -CH3, -CF3, -OH, -OCF3, i -OCH3;
svaki RB je nezavisno izabran između F, Cl, -CH3, -CF3, -OH, -OCF3, i -OCH3;
m je 0 ili 1;
n je 1;
p je 0 ili 1.
11. Spoj prema zahtjevu 1 izabran između:
1-{4’[3-Metil-4-((R)-1-fenil-etoksikarbonilamino)-izoksazol-5-il]-bifenil-4-il}-ciklopropankarboksilna kiselina (Spoj 1);
1-{4’-[4-(1-Cikloheksil-etoksikarbonilamino)-3-metil-izoksazol-5-il]-bifenil-4-il}-ciklopropankarboksilna kiselina (Spoj 2);
1-{4’-[3-Metil-4-((R)-1-o-tolil-etoksikarbonilamino)-izoksazol-5-il]-bifenil-4-il}-ciklopropankarboksilna kiselina (Spoj 3);
1-[4’-(4-Benziloksikarbonilamino-3-metil-izoksazol-5-il)-bifenil-4-il]-ciklopropankarboksilna kiselina (Spoj 4);
(S)-1-{4’-[4-(1-Ciklopropil-etoksikarbonilamino)-3-metil-izoksazol-5-il]-bifenil-4-il}-ciklopropankarboksilna kiselina (Spoj 5);
(R)-1-{4’-[4-(1-Ciklopropil-etoksikarbonilamino)-3-metil-izoksazol-5-il]-bifenil-4-il}-ciklopropankarboksilna kiselina (Spoj 6);
1-[4’-(4-Ciklopropilmetoksikarbonilamino-3-metil-izoksazol-5-il)-bifenil-4-il]-ciklopropankarboksilna kiselina (Spoj 7);
1-(4’-{4-[(R)-1-(2-Kloro-fenil)-etoksikarbonilamino]-3-metil-izoksazol-5-il}-bifenil-4-il)-ciklopropankarboksilna kiselina (Spoj 8);
1-(4’-{3-Metil-4-[(R)-1-(2-trifluorometil-fenil)-etoksikarbonilamino]-izoksazol-5-il}-bifenil-4-il)-ciklopropankarboksilna kiselina (Spoj 9);
1-{4’-[3-Metil-4-((R)-1-fenil-etoksikarbonilamino)-izoksazol-5-il]-bifenil-4-il}-ciklobutankarboksilna kiselina (Spoj 10);
1-{4’-[3-Metil-4-((R)-1-fenil-etoksikarbonilamino)-izoksazol-5-il]-bifenil-4-il}-ciklopentankarboksilna kiselina (Spoj 11);
1-(4’-{4-[1-(2-Metoksi-fenil)-etoksikarbonilamino]-3-metil-izoksazol-5-il}-bifenil-4-il)-ciklopropankarboksilna kiselina (Spoj 12);
1-(4’-{3-Metil-4-[1-(4-trifluorometil-fenil)-etoksikarbonilamino]-izoksazol-5-il}-bifenil-4-il)-ciklopropankarboksilna kiselina (Spoj 13);
1-(4’-{3-Metil-4-[1-(4-trifluorometil-fenil)-etoksikarbonilamino]-izoksazol-5-il}-bifenil-4-il)-ciklopropankarboksilna kiselina (Spoj 14);
1-(4’-{4-[1-(3-Cijano-fenil)-etoksikarbonilamino]-3-metil-izoksazol-5-il}-bifenil-4-il)-ciklopropankarboksilna kiselina (Spoj 15);
1-{4’[3-Metil-4-((R)-1-p-tolil-etoksikarbonilamino)-izoksazol-5-il]-bifenil-4-il}-ciklopropankarboksilna kiselina (Spoj 16);
1-{4’-[3-Metil-4-((R)-1-m-tolil-etoksikarbonilamino)-izoksazol-5-il]-bifenil-4-il}-ciklopropankarboksilna kiselina (Spoj 17);
1-(4’-{4-[(R)-1-(4-Cijano-fenil)-etoksikarbonilamino]-3-metil-izoksazol-5-il}-bifenil-4-il)-ciklopropankarboksilna kiselina (Spoj 18);
1-(4’-(4-[(R)-1-(2-Cijano-fenil)-etoksikarbonilamino]-3-metil-izoksazol-5-il)-bifenil-4-il)-ciklopropankarboksilna kiselina (Spoj 19);
1-{4’[4-((R)-1-Ciklobutil-etoksikarbonilamino)-3-metil-izoksazol-5-il]-bifenil-4-il}-ciklopropankarboksilna kiselina (Spoj 20);
1-(4’-{4-[1-(2-Kloro-cikloheks-1-enil)-etoksikarbonilamino]-3-metil-izoksazol-5-il}-bifenil-4-il)-ciklopropankarboksilna kiselina (Spoj 21);
1-(4’-{3-Metil-4-[(R)-1-(3-trifluorometil-fenil)-etoksikarbonilamino]-izoksazol-5-il}-bifenil-4-il)-ciklopropankarboksilna kiselina (Spoj 22);
1-(4’-{4-[(R)-1-(3-Metoksi-fenil)-etoksikarbonilamino]-3-metil-izoksazol-5-il}-bifenil-4-il)-ciklopropankarboksilna kiselina (Spoj 23);
1-(4’-{4-[(R)-1-(4-Metoksi-fenil)-etoksikarbonilamino]-3-metil-izoksazol-5-il}-bifenil-4-il)-ciklopropankarboksilna kiselina (Spoj 24);
1-(4’-{4-[1-(3-Bromo-fenil)-etoksikarbonilamino]-3-metil-izoksazol-5-il}-bifenil-4-il)-ciklopropankarboksilna kiselina (Spoj 25);
1-(4’-{4-[1-(3-Kloro-fenil)-etoksikarbonilamino]-3-metil-izoksazol-5-il}-bifenil-4-il)-ciklopropankarboksilna kiselina (Spoj 26);
1-{4’-[3-Metil-4-((S)-1-fenil-1-etoksikarbonilamino)-izoksazol-5-il]-bifenil-4-il}-ciklopropankarboksilna kiselina (Spoj 27);
1-(4’-{4-[1-(3-Hidroksi-fenil)-etoksikarbonilamino]-3-metil-izoksazol-5-il}-bifenil-4-il)-ciklopropankarboksilna kiselina (Spoj 28);
1-{4’-[3-Etil-4-((R)-1-fenil-etoksikarbonilamino)-izoksazol-5-il]-bifenil-4-il}-ciklopropankarboksilna kiselina (Spoj 29);
1-(4’-{3-Etil-4-[(R)-1-(3-trifluorometil-fenil)-etoksikarbonilamino]-izoksazol-5-il}-bifenil-4-il)-ciklopropankarboksilna kiselina (Spoj 30);
1-(3’-Metoksi-4’-{3-metil-4-[(R)-1-(3-trifluorometil-fenil)-etoksikarbonilamino]-izoksazol-5-il}-bifenil-4-il)-ciklopropankarboksilna kiselina (Spoj 31);
1-(4’-{4-[(R)-1-(3,5-Dibromo-fenil)-etoksikarbonilamino]-3-metil-izoksazol-5-il}-bifenil-4-il)-ciklopropankarboksilna kiselina (Spoj 32);
1-{4’-[4-((R)-1-Fenil-etoksikarbonilamino)-izoksazol-5-il]-bifenil-4-il}-ciklopropankarboksilna kiselina (Spoj 33);
1-{4’-[3-Metil-4-(1-fenil-etoksikarbonilamino)-izoksazol-5-il]-bifenil-4-il}-ciklopropankarboksilna kiselina (Spoj 34);
(R)-1-fenil-etil ester {5-[4’-(1-Metansulfonilaminokarbonil-ciklopropil)-bifenil-4-il]-3-metil-izoksazol-4-il}-karbaminske kiseline (Spoj 35);
(R)-1-fenil-etil ester {5-[4’-(1-Benzensulfonilaminokarbonil-ciklopropil)-bifenil-4-il]-3-metil-izoksazol-4-il}- karbaminske kiseline (Spoj 36);
(R)-1-fenil-etil ester {5-[4’-(1-Cijano-ciklopropil)-bifenil-4-il]-3-metil-izoksazol-4-il}-karbaminske kiseline (Spoj 37);
(R)-1-fenil-etil ester (3-Metil-5-{4’-[1-(5-okso-2,5-dihidro-[1,2,4]oksadiazol-3-il)-ciklopropil]-bifenil-4-il}-izoksazol-4-il)-karbaminske kiseline (Spoj 38);
(R)-1-fenil-etil ester (3-Metil-5-(4’-[1-(1H-tetrazol-5-il)-ciklopropil]-bifenil-4-il)-izoksazol-4-il)-karbaminske kiseline (Spoj 39);
(R)-1-(3-trifluorometil-fenil)-etil ester {5-[4’-(1-Metansulfonilaminokarbonil-ciklopropil)-bifenil-4-il]-3-metil-izoksazol-4-il}-karbaminske kiseline (Spoj 40);
(R)-1-(3-trifluorometil-fenil)-etil ester {5-[4’-(1-Metansulfonilaminokarbonil-ciklopropil)-3-metoksi-bifenil-4-il]-3-metil-izoksazol-4-il}-karbaminske kiseline (Spoj 41);
ili njegova farmaceutski prihvatljiva sol.
12. Farmaceutska smjesa koja sadrži terapijski učinkovitu količinu spoja prema bilo kojem od zahtjeva 1-11, ili njegovu farmaceutski prihvatljivu sol.
13. Spoj prema bilo kojem od zahtjeva 1 do 11 ili njegova farmaceutski prihvatljiva sol za uporabu u postupku liječenja raka u sisavaca.
14. Spoj prema bilo kojem od zahtjeva 1 do 11 ili njegova farmaceutski prihvatljiva sol za uporabu u postupku liječenja ili prevencije fibroze u sisavaca.
15. Spoj prema bilo kojem od zahtjeva 1 do 11 ili njegova farmaceutski prihvatljiva sol za uporabu u postupku liječenja ili prevencije plućne fibroze, astme, kronične opstruktivne plućne bolesti (KOPB), fibroze bubrega, akutne ozljede bubrega, kronične bolesti bubrega, fibroze jetre, kožne fibroze, fibroze crijeva, raka dojke, raka gušterače, raka jajnika, raka prostate, glioblastoma, raka kostiju, raka kolona, raka crijeva, raka glave i vrata, melanoma, multiplog mijeloma, kronične limfocitne leukemije, boli kod raka, metastaza tumora, odbacivanja transplantiranog organa, skleroderme, očne fibroze, makularne degeneracije povezane s dobi (AMD), dijabetičke retinopatije, kolagene vaskularne bolesti, ateroskleroze, Raynaud-ovog fenomena ili neuropatske boli u sisavaca.
Applications Claiming Priority (2)
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