HRP20141190T1 - Disupstituirani derivati piridina kao antikancerogena sredstva - Google Patents
Disupstituirani derivati piridina kao antikancerogena sredstva Download PDFInfo
- Publication number
- HRP20141190T1 HRP20141190T1 HRP20141190AT HRP20141190T HRP20141190T1 HR P20141190 T1 HRP20141190 T1 HR P20141190T1 HR P20141190A T HRP20141190A T HR P20141190AT HR P20141190 T HRP20141190 T HR P20141190T HR P20141190 T1 HRP20141190 T1 HR P20141190T1
- Authority
- HR
- Croatia
- Prior art keywords
- oxy
- pyridin
- benzyl
- piperazin
- prop
- Prior art date
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- -1 Di-substituted pyridine Chemical class 0.000 title claims 20
- 230000001093 anti-cancer Effects 0.000 title 1
- JFDZBHWFFUWGJE-UHFFFAOYSA-N benzenecarbonitrile Natural products N#CC1=CC=CC=C1 JFDZBHWFFUWGJE-UHFFFAOYSA-N 0.000 claims 38
- 125000000217 alkyl group Chemical group 0.000 claims 27
- HGINCPLSRVDWNT-UHFFFAOYSA-N Acrolein Chemical compound C=CC=O HGINCPLSRVDWNT-UHFFFAOYSA-N 0.000 claims 18
- 229910052736 halogen Inorganic materials 0.000 claims 17
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 17
- 125000003545 alkoxy group Chemical group 0.000 claims 14
- 150000001875 compounds Chemical class 0.000 claims 12
- 150000003839 salts Chemical class 0.000 claims 11
- 150000002367 halogens Chemical group 0.000 claims 10
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims 9
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 9
- 125000004194 piperazin-1-yl group Chemical group [H]N1C([H])([H])C([H])([H])N(*)C([H])([H])C1([H])[H] 0.000 claims 9
- 125000001424 substituent group Chemical group 0.000 claims 9
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 7
- 125000005843 halogen group Chemical group 0.000 claims 7
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims 6
- 125000003342 alkenyl group Chemical group 0.000 claims 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 6
- 125000004432 carbon atom Chemical group C* 0.000 claims 5
- 239000000825 pharmaceutical preparation Substances 0.000 claims 5
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 claims 4
- 125000002947 alkylene group Chemical group 0.000 claims 4
- 125000004450 alkenylene group Chemical group 0.000 claims 3
- 229910052739 hydrogen Inorganic materials 0.000 claims 3
- 239000001257 hydrogen Substances 0.000 claims 3
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 3
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 claims 3
- SABURBXMGRVAEZ-WLFOOSBLSA-N (e)-3-[3-chloro-5-methyl-4-[5-[(4-methylphenyl)methoxy]pyridin-2-yl]oxyphenyl]-1-[(3s)-4-[[4-[2-(4-fluorophenoxy)ethyl]phenyl]methyl]-3-methylpiperazin-1-yl]prop-2-en-1-one Chemical compound C([C@@H]1C)N(C(=O)\C=C\C=2C=C(Cl)C(OC=3N=CC(OCC=4C=CC(C)=CC=4)=CC=3)=C(C)C=2)CCN1CC(C=C1)=CC=C1CCOC1=CC=C(F)C=C1 SABURBXMGRVAEZ-WLFOOSBLSA-N 0.000 claims 2
- IHEXRYSDSUKQGV-RGVLZGJSSA-N (e)-3-[3-chloro-5-methyl-4-[5-[(4-methylphenyl)methoxy]pyridin-2-yl]oxyphenyl]-1-[4-[[4-[2-(4-ethoxyphenoxy)ethoxy]phenyl]methyl]piperazin-1-yl]prop-2-en-1-one Chemical compound C1=CC(OCC)=CC=C1OCCOC(C=C1)=CC=C1CN1CCN(C(=O)\C=C\C=2C=C(Cl)C(OC=3N=CC(OCC=4C=CC(C)=CC=4)=CC=3)=C(C)C=2)CC1 IHEXRYSDSUKQGV-RGVLZGJSSA-N 0.000 claims 2
- DKFUCJMAQOPLCR-KGENOOAVSA-N (e)-3-[3-chloro-5-methyl-4-[5-[(4-methylphenyl)methoxy]pyridin-2-yl]oxyphenyl]-1-[4-[[4-[2-(4-propan-2-ylphenoxy)ethyl]phenyl]methyl]-1,4-diazepan-1-yl]prop-2-en-1-one Chemical compound C1=CC(C(C)C)=CC=C1OCCC(C=C1)=CC=C1CN1CCN(C(=O)\C=C\C=2C=C(Cl)C(OC=3N=CC(OCC=4C=CC(C)=CC=4)=CC=3)=C(C)C=2)CCC1 DKFUCJMAQOPLCR-KGENOOAVSA-N 0.000 claims 2
- VTDJWUQCBBCODZ-XAHDOWKMSA-N (e)-3-[3-chloro-5-methyl-4-[5-[(4-methylphenyl)methoxy]pyridin-2-yl]oxyphenyl]-2-methyl-1-[4-[[4-[2-(4-methylphenoxy)ethyl]phenyl]methyl]piperazin-1-yl]but-2-en-1-one Chemical compound C1CN(CC=2C=CC(CCOC=3C=CC(C)=CC=3)=CC=2)CCN1C(=O)C(/C)=C(\C)C(C=C1Cl)=CC(C)=C1OC(N=C1)=CC=C1OCC1=CC=C(C)C=C1 VTDJWUQCBBCODZ-XAHDOWKMSA-N 0.000 claims 2
- FSORTHPMBADJEZ-YYRVAAGNSA-N (e)-3-[4-[5-[(4-fluorophenyl)methoxy]pyridin-2-yl]oxy-3,5-dimethylphenyl]-1-[4-[[3-methyl-4-[(e)-3-(4-methylphenoxy)prop-1-enyl]phenyl]methyl]piperazin-1-yl]prop-2-en-1-one Chemical compound C1=CC(C)=CC=C1OC\C=C\C(C(=C1)C)=CC=C1CN1CCN(C(=O)\C=C\C=2C=C(C)C(OC=3N=CC(OCC=4C=CC(F)=CC=4)=CC=3)=C(C)C=2)CC1 FSORTHPMBADJEZ-YYRVAAGNSA-N 0.000 claims 2
- PFRKZCMNUHUFBD-IVKWGGODSA-N (e)-3-[4-[5-[(4-methoxyphenyl)methoxy]pyridin-2-yl]oxy-3,5-dimethylphenyl]-1-[4-[[4-[(e)-3-(4-methylphenoxy)prop-1-enyl]phenyl]methyl]piperazin-1-yl]prop-2-en-1-one Chemical compound C1=CC(OC)=CC=C1COC(C=N1)=CC=C1OC(C(=C1)C)=C(C)C=C1\C=C\C(=O)N1CCN(CC=2C=CC(\C=C\COC=3C=CC(C)=CC=3)=CC=2)CC1 PFRKZCMNUHUFBD-IVKWGGODSA-N 0.000 claims 2
- 125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 claims 2
- 125000004448 alkyl carbonyl group Chemical group 0.000 claims 2
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims 2
- 125000003118 aryl group Chemical group 0.000 claims 2
- 125000001164 benzothiazolyl group Chemical group S1C(=NC2=C1C=CC=C2)* 0.000 claims 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 2
- 125000000623 heterocyclic group Chemical group 0.000 claims 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 2
- 125000006238 prop-1-en-1-yl group Chemical group [H]\C(*)=C(/[H])C([H])([H])[H] 0.000 claims 2
- 125000004076 pyridyl group Chemical group 0.000 claims 2
- CBHBZRYIAOWKNH-BQTTXISVSA-N (E)-3-[3-chloro-5-methyl-4-[5-[(4-methylphenyl)methoxy]pyridin-2-yl]oxyphenyl]-1-[4-[[4-[2-(4-fluorophenoxy)ethyl]phenyl]methyl]piperazin-1-yl]-2-methylbut-2-en-1-one oxalic acid Chemical compound OC(=O)C(O)=O.C1CN(CC=2C=CC(CCOC=3C=CC(F)=CC=3)=CC=2)CCN1C(=O)C(/C)=C(\C)C(C=C1Cl)=CC(C)=C1OC(N=C1)=CC=C1OCC1=CC=C(C)C=C1 CBHBZRYIAOWKNH-BQTTXISVSA-N 0.000 claims 1
- CJEACMLRGKSFCD-YRFGZABDSA-N (E)-3-[3-chloro-5-methyl-4-[5-[(4-methylphenyl)methoxy]pyridin-2-yl]oxyphenyl]-1-[4-[[4-[2-(4-fluorophenoxy)ethyl]phenyl]methyl]piperazin-1-yl]but-2-en-1-one oxalic acid Chemical compound OC(=O)C(O)=O.C=1C(C)=C(OC=2N=CC(OCC=3C=CC(C)=CC=3)=CC=2)C(Cl)=CC=1C(/C)=C/C(=O)N(CC1)CCN1CC(C=C1)=CC=C1CCOC1=CC=C(F)C=C1 CJEACMLRGKSFCD-YRFGZABDSA-N 0.000 claims 1
- KXBNEOGHMNWEIX-RGVLZGJSSA-N (e)-1-[4-[[4-[2-(4-fluorophenoxy)propyl]phenyl]methyl]piperazin-1-yl]-3-[4-[5-[(4-methoxyphenyl)methoxy]pyridin-2-yl]oxy-3,5-dimethylphenyl]prop-2-en-1-one Chemical compound C1=CC(OC)=CC=C1COC(C=N1)=CC=C1OC(C(=C1)C)=C(C)C=C1\C=C\C(=O)N1CCN(CC=2C=CC(CC(C)OC=3C=CC(F)=CC=3)=CC=2)CC1 KXBNEOGHMNWEIX-RGVLZGJSSA-N 0.000 claims 1
- OQJCMZYPKAMKCA-DOELHFPHSA-N (e)-1-[4-[[4-[2-(4-fluorophenoxy)propyl]phenyl]methyl]piperazin-1-yl]-3-[4-[5-[(4-methoxyphenyl)methoxy]pyridin-2-yl]oxy-3,5-dimethylphenyl]prop-2-en-1-one;hydrobromide Chemical compound Br.C1=CC(OC)=CC=C1COC(C=N1)=CC=C1OC(C(=C1)C)=C(C)C=C1\C=C\C(=O)N1CCN(CC=2C=CC(CC(C)OC=3C=CC(F)=CC=3)=CC=2)CC1 OQJCMZYPKAMKCA-DOELHFPHSA-N 0.000 claims 1
- BGJUOAYGCPZETO-NTEUORMPSA-N (e)-1-[4-[[4-[2-[(4-chlorophenyl)methoxy]ethyl]phenyl]methyl]piperazin-1-yl]-3-[3,5-dimethyl-4-[5-(pyridin-4-ylmethoxy)pyridin-2-yl]oxyphenyl]prop-2-en-1-one Chemical compound C=1C(C)=C(OC=2N=CC(OCC=3C=CN=CC=3)=CC=2)C(C)=CC=1\C=C\C(=O)N(CC1)CCN1CC(C=C1)=CC=C1CCOCC1=CC=C(Cl)C=C1 BGJUOAYGCPZETO-NTEUORMPSA-N 0.000 claims 1
- BJORWIUBPUHKQD-QOVZSLTQSA-N (e)-3-[3,5-dimethyl-4-[5-(1,3-thiazol-4-ylmethoxy)pyridin-2-yl]oxyphenyl]-1-[4-[[4-[(4-propan-2-ylphenoxy)methyl]phenyl]methyl]piperazin-1-yl]prop-2-en-1-one;hydrochloride Chemical compound Cl.C1=CC(C(C)C)=CC=C1OCC(C=C1)=CC=C1CN1CCN(C(=O)\C=C\C=2C=C(C)C(OC=3N=CC(OCC=4N=CSC=4)=CC=3)=C(C)C=2)CC1 BJORWIUBPUHKQD-QOVZSLTQSA-N 0.000 claims 1
- ZAPZNJWLYHSABR-XNTDXEJSSA-N (e)-3-[3,5-dimethyl-4-[5-(1,3-thiazol-4-ylmethoxy)pyridin-2-yl]oxyphenyl]-1-[4-[[4-[2-(4-methylphenoxy)ethyl]phenyl]methyl]piperazin-1-yl]prop-2-en-1-one Chemical compound C1=CC(C)=CC=C1OCCC(C=C1)=CC=C1CN1CCN(C(=O)\C=C\C=2C=C(C)C(OC=3N=CC(OCC=4N=CSC=4)=CC=3)=C(C)C=2)CC1 ZAPZNJWLYHSABR-XNTDXEJSSA-N 0.000 claims 1
- AMEMOQRKMNQPIE-GYVLLFFHSA-N (e)-3-[3,5-dimethyl-4-[5-(1,3-thiazol-4-ylmethoxy)pyridin-2-yl]oxyphenyl]-1-[4-[[4-[2-(4-methylphenoxy)ethyl]phenyl]methyl]piperazin-1-yl]prop-2-en-1-one;hydrochloride Chemical compound Cl.C1=CC(C)=CC=C1OCCC(C=C1)=CC=C1CN1CCN(C(=O)\C=C\C=2C=C(C)C(OC=3N=CC(OCC=4N=CSC=4)=CC=3)=C(C)C=2)CC1 AMEMOQRKMNQPIE-GYVLLFFHSA-N 0.000 claims 1
- OLQNDYPOGCRJGB-CXUHLZMHSA-N (e)-3-[3,5-dimethyl-4-[5-(1,3-thiazol-4-ylmethoxy)pyridin-2-yl]oxyphenyl]-1-[4-[[4-[2-(4-propan-2-ylphenoxy)ethyl]phenyl]methyl]piperazin-1-yl]prop-2-en-1-one Chemical compound C1=CC(C(C)C)=CC=C1OCCC(C=C1)=CC=C1CN1CCN(C(=O)\C=C\C=2C=C(C)C(OC=3N=CC(OCC=4N=CSC=4)=CC=3)=C(C)C=2)CC1 OLQNDYPOGCRJGB-CXUHLZMHSA-N 0.000 claims 1
- MTFXIBORZUPQEG-QOVZSLTQSA-N (e)-3-[3,5-dimethyl-4-[5-(1,3-thiazol-4-ylmethoxy)pyridin-2-yl]oxyphenyl]-1-[4-[[4-[2-(4-propan-2-ylphenoxy)ethyl]phenyl]methyl]piperazin-1-yl]prop-2-en-1-one;hydrochloride Chemical compound Cl.C1=CC(C(C)C)=CC=C1OCCC(C=C1)=CC=C1CN1CCN(C(=O)\C=C\C=2C=C(C)C(OC=3N=CC(OCC=4N=CSC=4)=CC=3)=C(C)C=2)CC1 MTFXIBORZUPQEG-QOVZSLTQSA-N 0.000 claims 1
- SMNCATAGWHYADN-NTCAYCPXSA-N (e)-3-[3,5-dimethyl-4-[5-(1,3-thiazol-5-ylmethoxy)pyridin-2-yl]oxyphenyl]-1-[4-[[4-[2-(3-ethoxyphenoxy)ethyl]phenyl]methyl]piperazin-1-yl]prop-2-en-1-one Chemical compound CCOC1=CC=CC(OCCC=2C=CC(CN3CCN(CC3)C(=O)\C=C\C=3C=C(C)C(OC=4N=CC(OCC=5SC=NC=5)=CC=4)=C(C)C=3)=CC=2)=C1 SMNCATAGWHYADN-NTCAYCPXSA-N 0.000 claims 1
- QAHYJRXMHAWFQR-JRUHLWALSA-N (e)-3-[3,5-dimethyl-4-[5-(1,3-thiazol-5-ylmethoxy)pyridin-2-yl]oxyphenyl]-1-[4-[[4-[2-(3-ethoxyphenoxy)ethyl]phenyl]methyl]piperazin-1-yl]prop-2-en-1-one;hydrochloride Chemical compound Cl.CCOC1=CC=CC(OCCC=2C=CC(CN3CCN(CC3)C(=O)\C=C\C=3C=C(C)C(OC=4N=CC(OCC=5SC=NC=5)=CC=4)=C(C)C=3)=CC=2)=C1 QAHYJRXMHAWFQR-JRUHLWALSA-N 0.000 claims 1
- QDCGYWBULIWODJ-XNTDXEJSSA-N (e)-3-[3,5-dimethyl-4-[5-(1,3-thiazol-5-ylmethoxy)pyridin-2-yl]oxyphenyl]-1-[4-[[4-[2-(4-methylphenoxy)ethyl]phenyl]methyl]piperazin-1-yl]prop-2-en-1-one Chemical compound C1=CC(C)=CC=C1OCCC(C=C1)=CC=C1CN1CCN(C(=O)\C=C\C=2C=C(C)C(OC=3N=CC(OCC=4SC=NC=4)=CC=3)=C(C)C=2)CC1 QDCGYWBULIWODJ-XNTDXEJSSA-N 0.000 claims 1
- WDVKFWQHDQNGSZ-GYVLLFFHSA-N (e)-3-[3,5-dimethyl-4-[5-(1,3-thiazol-5-ylmethoxy)pyridin-2-yl]oxyphenyl]-1-[4-[[4-[2-(4-methylphenoxy)ethyl]phenyl]methyl]piperazin-1-yl]prop-2-en-1-one;hydrochloride Chemical compound Cl.C1=CC(C)=CC=C1OCCC(C=C1)=CC=C1CN1CCN(C(=O)\C=C\C=2C=C(C)C(OC=3N=CC(OCC=4SC=NC=4)=CC=3)=C(C)C=2)CC1 WDVKFWQHDQNGSZ-GYVLLFFHSA-N 0.000 claims 1
- RYOASFRPRXNXEU-QOVZSLTQSA-N (e)-3-[3,5-dimethyl-4-[5-(1,3-thiazol-5-ylmethoxy)pyridin-2-yl]oxyphenyl]-1-[4-[[4-[2-(4-propan-2-ylphenoxy)ethyl]phenyl]methyl]piperazin-1-yl]prop-2-en-1-one;hydrochloride Chemical compound Cl.C1=CC(C(C)C)=CC=C1OCCC(C=C1)=CC=C1CN1CCN(C(=O)\C=C\C=2C=C(C)C(OC=3N=CC(OCC=4SC=NC=4)=CC=3)=C(C)C=2)CC1 RYOASFRPRXNXEU-QOVZSLTQSA-N 0.000 claims 1
- QQHNDIQMQDCMEY-SFQUDFHCSA-N (e)-3-[3-chloro-4-[5-[(2,3-difluorophenyl)methoxy]pyridin-2-yl]oxy-5-methylphenyl]-1-[4-[[4-[2-(4-methylphenoxy)ethyl]phenyl]methyl]piperazin-1-yl]prop-2-en-1-one Chemical compound C1=CC(C)=CC=C1OCCC(C=C1)=CC=C1CN1CCN(C(=O)\C=C\C=2C=C(Cl)C(OC=3N=CC(OCC=4C(=C(F)C=CC=4)F)=CC=3)=C(C)C=2)CC1 QQHNDIQMQDCMEY-SFQUDFHCSA-N 0.000 claims 1
- ZBKDTLFPVWEVKB-KCUXUEJTSA-N (e)-3-[3-chloro-4-[5-[(2,3-difluorophenyl)methoxy]pyridin-2-yl]oxy-5-methylphenyl]-1-[4-[[4-[2-(4-methylphenoxy)ethyl]phenyl]methyl]piperazin-1-yl]prop-2-en-1-one;hydrochloride Chemical compound Cl.C1=CC(C)=CC=C1OCCC(C=C1)=CC=C1CN1CCN(C(=O)\C=C\C=2C=C(Cl)C(OC=3N=CC(OCC=4C(=C(F)C=CC=4)F)=CC=3)=C(C)C=2)CC1 ZBKDTLFPVWEVKB-KCUXUEJTSA-N 0.000 claims 1
- ROVYCKMAVKLSQA-NTCAYCPXSA-N (e)-3-[3-chloro-4-[5-[(2-chlorophenyl)methoxy]pyridin-2-yl]oxy-5-methylphenyl]-1-[4-[(4-ethenylphenyl)methyl]piperazin-1-yl]prop-2-en-1-one Chemical compound C=1C(Cl)=C(OC=2N=CC(OCC=3C(=CC=CC=3)Cl)=CC=2)C(C)=CC=1\C=C\C(=O)N(CC1)CCN1CC1=CC=C(C=C)C=C1 ROVYCKMAVKLSQA-NTCAYCPXSA-N 0.000 claims 1
- MOGJIFSXEDNSFL-QGMBQPNBSA-N (e)-3-[3-chloro-4-[5-[(2-chlorophenyl)methoxy]pyridin-2-yl]oxy-5-methylphenyl]-1-[4-[[2-(4-methoxyphenoxy)quinolin-6-yl]methyl]piperazin-1-yl]prop-2-en-1-one Chemical compound C1=CC(OC)=CC=C1OC1=CC=C(C=C(CN2CCN(CC2)C(=O)\C=C\C=2C=C(Cl)C(OC=3N=CC(OCC=4C(=CC=CC=4)Cl)=CC=3)=C(C)C=2)C=C2)C2=N1 MOGJIFSXEDNSFL-QGMBQPNBSA-N 0.000 claims 1
- UDWYROPYWFFXNL-JUIXXEQESA-N (e)-3-[3-chloro-4-[5-[(2-chlorophenyl)methoxy]pyridin-2-yl]oxy-5-methylphenyl]-1-[4-[[2-(4-methoxyphenoxy)quinolin-6-yl]methyl]piperazin-1-yl]prop-2-en-1-one;hydrochloride Chemical compound Cl.C1=CC(OC)=CC=C1OC1=CC=C(C=C(CN2CCN(CC2)C(=O)\C=C\C=2C=C(Cl)C(OC=3N=CC(OCC=4C(=CC=CC=4)Cl)=CC=3)=C(C)C=2)C=C2)C2=N1 UDWYROPYWFFXNL-JUIXXEQESA-N 0.000 claims 1
- XENKZRHIPXHGCL-LICLKQGHSA-N (e)-3-[3-chloro-4-[5-[(2-chlorophenyl)methoxy]pyridin-2-yl]oxy-5-methylphenyl]-1-[4-[[4-[2-(4-chlorophenoxy)ethyl]phenyl]methyl]piperazin-1-yl]prop-2-en-1-one Chemical compound C=1C(Cl)=C(OC=2N=CC(OCC=3C(=CC=CC=3)Cl)=CC=2)C(C)=CC=1\C=C\C(=O)N(CC1)CCN1CC(C=C1)=CC=C1CCOC1=CC=C(Cl)C=C1 XENKZRHIPXHGCL-LICLKQGHSA-N 0.000 claims 1
- DOEUWFQOAUDQCW-LZMXEPDESA-N (e)-3-[3-chloro-4-[5-[(2-chlorophenyl)methoxy]pyridin-2-yl]oxy-5-methylphenyl]-1-[4-[[4-[2-(4-chlorophenoxy)ethyl]phenyl]methyl]piperazin-1-yl]prop-2-en-1-one;hydrochloride Chemical compound Cl.C=1C(Cl)=C(OC=2N=CC(OCC=3C(=CC=CC=3)Cl)=CC=2)C(C)=CC=1\C=C\C(=O)N(CC1)CCN1CC(C=C1)=CC=C1CCOC1=CC=C(Cl)C=C1 DOEUWFQOAUDQCW-LZMXEPDESA-N 0.000 claims 1
- ARLCUKMBCJMKPJ-LICLKQGHSA-N (e)-3-[3-chloro-4-[5-[(2-chlorophenyl)methoxy]pyridin-2-yl]oxy-5-methylphenyl]-1-[4-[[4-[2-(4-fluorophenoxy)ethyl]phenyl]methyl]piperazin-1-yl]prop-2-en-1-one Chemical compound C=1C(Cl)=C(OC=2N=CC(OCC=3C(=CC=CC=3)Cl)=CC=2)C(C)=CC=1\C=C\C(=O)N(CC1)CCN1CC(C=C1)=CC=C1CCOC1=CC=C(F)C=C1 ARLCUKMBCJMKPJ-LICLKQGHSA-N 0.000 claims 1
- RZOMHWHFQBNVHR-LZMXEPDESA-N (e)-3-[3-chloro-4-[5-[(2-chlorophenyl)methoxy]pyridin-2-yl]oxy-5-methylphenyl]-1-[4-[[4-[2-(4-fluorophenoxy)ethyl]phenyl]methyl]piperazin-1-yl]prop-2-en-1-one;hydrochloride Chemical compound Cl.C=1C(Cl)=C(OC=2N=CC(OCC=3C(=CC=CC=3)Cl)=CC=2)C(C)=CC=1\C=C\C(=O)N(CC1)CCN1CC(C=C1)=CC=C1CCOC1=CC=C(F)C=C1 RZOMHWHFQBNVHR-LZMXEPDESA-N 0.000 claims 1
- IDCCHUQOUAQRQJ-PUBYZPQMSA-N (e)-3-[3-chloro-4-[5-[(2-chlorophenyl)methoxy]pyridin-2-yl]oxy-5-methylphenyl]-1-[4-[[4-[2-(4-methylphenoxy)ethyl]phenyl]methyl]piperazin-1-yl]prop-2-en-1-one;hydrochloride Chemical compound Cl.C1=CC(C)=CC=C1OCCC(C=C1)=CC=C1CN1CCN(C(=O)\C=C\C=2C=C(Cl)C(OC=3N=CC(OCC=4C(=CC=CC=4)Cl)=CC=3)=C(C)C=2)CC1 IDCCHUQOUAQRQJ-PUBYZPQMSA-N 0.000 claims 1
- ATVRXJWJCKQSJU-XDHOZWIPSA-N (e)-3-[3-chloro-4-[5-[(2-chlorophenyl)methoxy]pyridin-2-yl]oxy-5-methylphenyl]-1-[4-[[4-[2-(4-propan-2-ylphenoxy)ethyl]phenyl]methyl]piperazin-1-yl]prop-2-en-1-one Chemical compound C1=CC(C(C)C)=CC=C1OCCC(C=C1)=CC=C1CN1CCN(C(=O)\C=C\C=2C=C(Cl)C(OC=3N=CC(OCC=4C(=CC=CC=4)Cl)=CC=3)=C(C)C=2)CC1 ATVRXJWJCKQSJU-XDHOZWIPSA-N 0.000 claims 1
- WRXXVNLHSJSFFG-LICLKQGHSA-N (e)-3-[3-chloro-4-[5-[(2-fluorophenyl)methoxy]pyridin-2-yl]oxy-5-methylphenyl]-1-[4-[[4-[2-(4-fluorophenoxy)ethyl]phenyl]methyl]piperazin-1-yl]prop-2-en-1-one Chemical compound C=1C(Cl)=C(OC=2N=CC(OCC=3C(=CC=CC=3)F)=CC=2)C(C)=CC=1\C=C\C(=O)N(CC1)CCN1CC(C=C1)=CC=C1CCOC1=CC=C(F)C=C1 WRXXVNLHSJSFFG-LICLKQGHSA-N 0.000 claims 1
- QXXYCANPRRJOMM-LZMXEPDESA-N (e)-3-[3-chloro-4-[5-[(2-fluorophenyl)methoxy]pyridin-2-yl]oxy-5-methylphenyl]-1-[4-[[4-[2-(4-fluorophenoxy)ethyl]phenyl]methyl]piperazin-1-yl]prop-2-en-1-one;hydrochloride Chemical compound Cl.C=1C(Cl)=C(OC=2N=CC(OCC=3C(=CC=CC=3)F)=CC=2)C(C)=CC=1\C=C\C(=O)N(CC1)CCN1CC(C=C1)=CC=C1CCOC1=CC=C(F)C=C1 QXXYCANPRRJOMM-LZMXEPDESA-N 0.000 claims 1
- NAPBEABVHQEZJI-PUBYZPQMSA-N (e)-3-[3-chloro-4-[5-[(2-fluorophenyl)methoxy]pyridin-2-yl]oxy-5-methylphenyl]-1-[4-[[4-[2-(4-methylphenoxy)ethyl]phenyl]methyl]piperazin-1-yl]prop-2-en-1-one;hydrochloride Chemical compound Cl.C1=CC(C)=CC=C1OCCC(C=C1)=CC=C1CN1CCN(C(=O)\C=C\C=2C=C(Cl)C(OC=3N=CC(OCC=4C(=CC=CC=4)F)=CC=3)=C(C)C=2)CC1 NAPBEABVHQEZJI-PUBYZPQMSA-N 0.000 claims 1
- OMJZHCBMWKWYOO-NNTHFVATSA-N (e)-3-[3-chloro-4-[5-[(2-fluorophenyl)methoxy]pyridin-2-yl]oxy-5-methylphenyl]-1-[4-[[4-[2-(4-propan-2-ylphenoxy)ethyl]phenyl]methyl]piperazin-1-yl]prop-2-en-1-one;hydrochloride Chemical compound Cl.C1=CC(C(C)C)=CC=C1OCCC(C=C1)=CC=C1CN1CCN(C(=O)\C=C\C=2C=C(Cl)C(OC=3N=CC(OCC=4C(=CC=CC=4)F)=CC=3)=C(C)C=2)CC1 OMJZHCBMWKWYOO-NNTHFVATSA-N 0.000 claims 1
- CSVBCSZIMQWRJG-CXUHLZMHSA-N (e)-3-[3-chloro-4-[5-[(3-chloro-2-fluorophenyl)methoxy]pyridin-2-yl]oxy-5-methylphenyl]-1-[4-[[4-[2-(4-fluorophenoxy)ethyl]phenyl]methyl]piperazin-1-yl]prop-2-en-1-one Chemical compound C=1C(Cl)=C(OC=2N=CC(OCC=3C(=C(Cl)C=CC=3)F)=CC=2)C(C)=CC=1\C=C\C(=O)N(CC1)CCN1CC(C=C1)=CC=C1CCOC1=CC=C(F)C=C1 CSVBCSZIMQWRJG-CXUHLZMHSA-N 0.000 claims 1
- NTWNPAMWVVRGIR-QOVZSLTQSA-N (e)-3-[3-chloro-4-[5-[(3-chloro-2-fluorophenyl)methoxy]pyridin-2-yl]oxy-5-methylphenyl]-1-[4-[[4-[2-(4-fluorophenoxy)ethyl]phenyl]methyl]piperazin-1-yl]prop-2-en-1-one;hydrochloride Chemical compound Cl.C=1C(Cl)=C(OC=2N=CC(OCC=3C(=C(Cl)C=CC=3)F)=CC=2)C(C)=CC=1\C=C\C(=O)N(CC1)CCN1CC(C=C1)=CC=C1CCOC1=CC=C(F)C=C1 NTWNPAMWVVRGIR-QOVZSLTQSA-N 0.000 claims 1
- YJQAOTYRHHYESZ-QOVZSLTQSA-N (e)-3-[3-chloro-4-[5-[(3-fluoro-4-methylphenyl)methoxy]pyridin-2-yl]oxy-5-methylphenyl]-1-[4-[[4-[2-(4-chlorophenoxy)ethyl]phenyl]methyl]piperazin-1-yl]prop-2-en-1-one;hydrochloride Chemical compound Cl.C1=C(F)C(C)=CC=C1COC(C=N1)=CC=C1OC(C(=C1)Cl)=C(C)C=C1\C=C\C(=O)N1CCN(CC=2C=CC(CCOC=3C=CC(Cl)=CC=3)=CC=2)CC1 YJQAOTYRHHYESZ-QOVZSLTQSA-N 0.000 claims 1
- RFEPIGZVHQJTRQ-LZMXEPDESA-N (e)-3-[3-chloro-4-[5-[(3-fluoro-4-methylphenyl)methoxy]pyridin-2-yl]oxy-5-methylphenyl]-1-[4-[[4-[2-(4-methoxyphenoxy)ethyl]phenyl]methyl]piperazin-1-yl]prop-2-en-1-one;hydrochloride Chemical compound Cl.C1=CC(OC)=CC=C1OCCC(C=C1)=CC=C1CN1CCN(C(=O)\C=C\C=2C=C(Cl)C(OC=3N=CC(OCC=4C=C(F)C(C)=CC=4)=CC=3)=C(C)C=2)CC1 RFEPIGZVHQJTRQ-LZMXEPDESA-N 0.000 claims 1
- RLBSEUQDRIMOLJ-NTEUORMPSA-N (e)-3-[3-chloro-4-[5-[(4-chlorophenyl)methoxy]pyridin-2-yl]oxy-5-methylphenyl]-1-[4-[(4-methylphenyl)methyl]piperazin-1-yl]prop-2-en-1-one Chemical compound C1=CC(C)=CC=C1CN1CCN(C(=O)\C=C\C=2C=C(Cl)C(OC=3N=CC(OCC=4C=CC(Cl)=CC=4)=CC=3)=C(C)C=2)CC1 RLBSEUQDRIMOLJ-NTEUORMPSA-N 0.000 claims 1
- RZBSHVUWYAUBDS-KYIGKLDSSA-N (e)-3-[3-chloro-4-[5-[(4-chlorophenyl)methoxy]pyridin-2-yl]oxy-5-methylphenyl]-1-[4-[(4-methylphenyl)methyl]piperazin-1-yl]prop-2-en-1-one;hydrochloride Chemical compound Cl.C1=CC(C)=CC=C1CN1CCN(C(=O)\C=C\C=2C=C(Cl)C(OC=3N=CC(OCC=4C=CC(Cl)=CC=4)=CC=3)=C(C)C=2)CC1 RZBSHVUWYAUBDS-KYIGKLDSSA-N 0.000 claims 1
- LRFAWESMYGQJQL-XIDBHWPPSA-N (e)-3-[3-chloro-4-[5-[(4-chlorophenyl)methoxy]pyridin-2-yl]oxy-5-methylphenyl]-1-[4-[[4-[2-(4-fluorophenoxy)ethyl]phenyl]methyl]piperazin-1-yl]prop-2-en-1-one;hydrochloride Chemical compound Cl.C=1C(Cl)=C(OC=2N=CC(OCC=3C=CC(Cl)=CC=3)=CC=2)C(C)=CC=1\C=C\C(=O)N(CC1)CCN1CC(C=C1)=CC=C1CCOC1=CC=C(F)C=C1 LRFAWESMYGQJQL-XIDBHWPPSA-N 0.000 claims 1
- USLNDVBAKDVQCY-WOJGMQOQSA-N (e)-3-[3-chloro-4-[5-[(4-chlorophenyl)methoxy]pyridin-2-yl]oxy-5-methylphenyl]-1-[4-[[4-[2-(4-methylphenoxy)ethyl]phenyl]methyl]piperazin-1-yl]prop-2-en-1-one Chemical compound C1=CC(C)=CC=C1OCCC(C=C1)=CC=C1CN1CCN(C(=O)\C=C\C=2C=C(Cl)C(OC=3N=CC(OCC=4C=CC(Cl)=CC=4)=CC=3)=C(C)C=2)CC1 USLNDVBAKDVQCY-WOJGMQOQSA-N 0.000 claims 1
- JDOWZNJEKGMUJA-NWBUNABESA-N (e)-3-[3-chloro-4-[5-[(4-chlorophenyl)methoxy]pyridin-2-yl]oxy-5-methylphenyl]-1-[4-[[4-[2-(4-methylphenoxy)ethyl]phenyl]methyl]piperazin-1-yl]prop-2-en-1-one;hydrochloride Chemical compound Cl.C1=CC(C)=CC=C1OCCC(C=C1)=CC=C1CN1CCN(C(=O)\C=C\C=2C=C(Cl)C(OC=3N=CC(OCC=4C=CC(Cl)=CC=4)=CC=3)=C(C)C=2)CC1 JDOWZNJEKGMUJA-NWBUNABESA-N 0.000 claims 1
- JURGSUHZTRDLGP-NTEUORMPSA-N (e)-3-[3-chloro-4-[5-[(4-fluorophenyl)methoxy]pyridin-2-yl]oxy-5-methylphenyl]-1-[4-[(4-methylphenyl)methyl]piperazin-1-yl]prop-2-en-1-one Chemical compound C1=CC(C)=CC=C1CN1CCN(C(=O)\C=C\C=2C=C(Cl)C(OC=3N=CC(OCC=4C=CC(F)=CC=4)=CC=3)=C(C)C=2)CC1 JURGSUHZTRDLGP-NTEUORMPSA-N 0.000 claims 1
- GDWRWCSVTPRPCC-KYIGKLDSSA-N (e)-3-[3-chloro-4-[5-[(4-fluorophenyl)methoxy]pyridin-2-yl]oxy-5-methylphenyl]-1-[4-[(4-methylphenyl)methyl]piperazin-1-yl]prop-2-en-1-one;hydrochloride Chemical compound Cl.C1=CC(C)=CC=C1CN1CCN(C(=O)\C=C\C=2C=C(Cl)C(OC=3N=CC(OCC=4C=CC(F)=CC=4)=CC=3)=C(C)C=2)CC1 GDWRWCSVTPRPCC-KYIGKLDSSA-N 0.000 claims 1
- XJBQFKRBXCBILT-XIDBHWPPSA-N (e)-3-[3-chloro-4-[5-[(4-fluorophenyl)methoxy]pyridin-2-yl]oxy-5-methylphenyl]-1-[4-[[4-[2-(4-fluorophenoxy)ethyl]phenyl]methyl]piperazin-1-yl]prop-2-en-1-one;hydrochloride Chemical compound Cl.C=1C(Cl)=C(OC=2N=CC(OCC=3C=CC(F)=CC=3)=CC=2)C(C)=CC=1\C=C\C(=O)N(CC1)CCN1CC(C=C1)=CC=C1CCOC1=CC=C(F)C=C1 XJBQFKRBXCBILT-XIDBHWPPSA-N 0.000 claims 1
- SYIVUCWVBVCVJL-VXLYETTFSA-N (e)-3-[3-chloro-4-[5-[(4-fluorophenyl)methoxy]pyridin-2-yl]oxy-5-methylphenyl]-1-[4-[[4-[2-(4-propan-2-ylphenoxy)ethyl]phenyl]methyl]piperazin-1-yl]prop-2-en-1-one Chemical compound C1=CC(C(C)C)=CC=C1OCCC(C=C1)=CC=C1CN1CCN(C(=O)\C=C\C=2C=C(Cl)C(OC=3N=CC(OCC=4C=CC(F)=CC=4)=CC=3)=C(C)C=2)CC1 SYIVUCWVBVCVJL-VXLYETTFSA-N 0.000 claims 1
- PONGHLXGXHDAPE-ZIOFAICLSA-N (e)-3-[3-chloro-4-[5-[(4-fluorophenyl)methoxy]pyridin-2-yl]oxy-5-methylphenyl]-1-[4-[[4-[2-(4-propan-2-ylphenoxy)ethyl]phenyl]methyl]piperazin-1-yl]prop-2-en-1-one;hydrochloride Chemical compound Cl.C1=CC(C(C)C)=CC=C1OCCC(C=C1)=CC=C1CN1CCN(C(=O)\C=C\C=2C=C(Cl)C(OC=3N=CC(OCC=4C=CC(F)=CC=4)=CC=3)=C(C)C=2)CC1 PONGHLXGXHDAPE-ZIOFAICLSA-N 0.000 claims 1
- XXIMFRAQSUTURA-LDADJPATSA-N (e)-3-[3-chloro-4-[5-[(4-fluorophenyl)methoxy]pyridin-2-yl]oxyphenyl]-1-[4-[[4-[2-(3-methoxyphenoxy)ethyl]phenyl]methyl]piperazin-1-yl]prop-2-en-1-one Chemical compound COC1=CC=CC(OCCC=2C=CC(CN3CCN(CC3)C(=O)\C=C\C=3C=C(Cl)C(OC=4N=CC(OCC=5C=CC(F)=CC=5)=CC=4)=CC=3)=CC=2)=C1 XXIMFRAQSUTURA-LDADJPATSA-N 0.000 claims 1
- PTRLZUUZVHLXOV-XMMWENQYSA-N (e)-3-[3-chloro-4-[5-[(4-fluorophenyl)methoxy]pyridin-2-yl]oxyphenyl]-1-[4-[[4-[2-(3-methoxyphenoxy)ethyl]phenyl]methyl]piperazin-1-yl]prop-2-en-1-one;hydrochloride Chemical compound Cl.COC1=CC=CC(OCCC=2C=CC(CN3CCN(CC3)C(=O)\C=C\C=3C=C(Cl)C(OC=4N=CC(OCC=5C=CC(F)=CC=5)=CC=4)=CC=3)=CC=2)=C1 PTRLZUUZVHLXOV-XMMWENQYSA-N 0.000 claims 1
- NLBYCCLAVUPUPR-RQZCQDPDSA-N (e)-3-[3-chloro-4-[5-[(6-chloropyridin-3-yl)methoxy]pyridin-2-yl]oxy-5-methylphenyl]-1-[4-[[4-[2-(4-propan-2-ylphenoxy)ethyl]phenyl]methyl]piperazin-1-yl]prop-2-en-1-one Chemical compound C1=CC(C(C)C)=CC=C1OCCC(C=C1)=CC=C1CN1CCN(C(=O)\C=C\C=2C=C(Cl)C(OC=3N=CC(OCC=4C=NC(Cl)=CC=4)=CC=3)=C(C)C=2)CC1 NLBYCCLAVUPUPR-RQZCQDPDSA-N 0.000 claims 1
- PITPDHOLGNVAMS-WWIHJBQESA-N (e)-3-[3-chloro-4-[5-[(6-chloropyridin-3-yl)methoxy]pyridin-2-yl]oxy-5-methylphenyl]-1-[4-[[4-[2-(4-propan-2-ylphenoxy)ethyl]phenyl]methyl]piperazin-1-yl]prop-2-en-1-one;hydrochloride Chemical compound Cl.C1=CC(C(C)C)=CC=C1OCCC(C=C1)=CC=C1CN1CCN(C(=O)\C=C\C=2C=C(Cl)C(OC=3N=CC(OCC=4C=NC(Cl)=CC=4)=CC=3)=C(C)C=2)CC1 PITPDHOLGNVAMS-WWIHJBQESA-N 0.000 claims 1
- OGVCKTGNTUNMTA-AWNIVKPZSA-N (e)-3-[3-chloro-4-[5-[2-(4-chlorophenyl)ethoxy]pyridin-2-yl]oxy-5-methylphenyl]-1-[4-[(4-chlorophenyl)methyl]piperazin-1-yl]prop-2-en-1-one Chemical compound C=1C(Cl)=C(OC=2N=CC(OCCC=3C=CC(Cl)=CC=3)=CC=2)C(C)=CC=1\C=C\C(=O)N(CC1)CCN1CC1=CC=C(Cl)C=C1 OGVCKTGNTUNMTA-AWNIVKPZSA-N 0.000 claims 1
- STDQXONYUYJQNO-AWFSDRIXSA-N (e)-3-[3-chloro-4-[5-[2-(4-chlorophenyl)ethoxy]pyridin-2-yl]oxy-5-methylphenyl]-1-[4-[(4-chlorophenyl)methyl]piperazin-1-yl]prop-2-en-1-one;hydrochloride Chemical compound Cl.C=1C(Cl)=C(OC=2N=CC(OCCC=3C=CC(Cl)=CC=3)=CC=2)C(C)=CC=1\C=C\C(=O)N(CC1)CCN1CC1=CC=C(Cl)C=C1 STDQXONYUYJQNO-AWFSDRIXSA-N 0.000 claims 1
- LGZFYXLKDHCLBH-LZMXEPDESA-N (e)-3-[3-chloro-5-methyl-4-[5-(pyridin-3-ylmethoxy)pyridin-2-yl]oxyphenyl]-1-[4-[[4-[2-(4-propan-2-ylphenoxy)ethyl]phenyl]methyl]piperazin-1-yl]prop-2-en-1-one;hydrochloride Chemical compound Cl.C1=CC(C(C)C)=CC=C1OCCC(C=C1)=CC=C1CN1CCN(C(=O)\C=C\C=2C=C(Cl)C(OC=3N=CC(OCC=4C=NC=CC=4)=CC=3)=C(C)C=2)CC1 LGZFYXLKDHCLBH-LZMXEPDESA-N 0.000 claims 1
- SGEFUPZOJPOCLQ-WOJGMQOQSA-N (e)-3-[3-chloro-5-methyl-4-[5-[(2-methylphenyl)methoxy]pyridin-2-yl]oxyphenyl]-1-[4-[[4-[2-(4-fluorophenoxy)ethyl]phenyl]methyl]piperazin-1-yl]prop-2-en-1-one Chemical compound CC1=CC=CC=C1COC(C=N1)=CC=C1OC(C(=C1)Cl)=C(C)C=C1\C=C\C(=O)N1CCN(CC=2C=CC(CCOC=3C=CC(F)=CC=3)=CC=2)CC1 SGEFUPZOJPOCLQ-WOJGMQOQSA-N 0.000 claims 1
- ZHYNFTCXOYACFZ-NWBUNABESA-N (e)-3-[3-chloro-5-methyl-4-[5-[(2-methylphenyl)methoxy]pyridin-2-yl]oxyphenyl]-1-[4-[[4-[2-(4-fluorophenoxy)ethyl]phenyl]methyl]piperazin-1-yl]prop-2-en-1-one;hydrochloride Chemical compound Cl.CC1=CC=CC=C1COC(C=N1)=CC=C1OC(C(=C1)Cl)=C(C)C=C1\C=C\C(=O)N1CCN(CC=2C=CC(CCOC=3C=CC(F)=CC=3)=CC=2)CC1 ZHYNFTCXOYACFZ-NWBUNABESA-N 0.000 claims 1
- UROSYSOYDWQHTK-NTCAYCPXSA-N (e)-3-[3-chloro-5-methyl-4-[5-[(4-methylphenyl)methoxy]pyridin-2-yl]oxyphenyl]-1-[4-[(4-methylphenyl)methyl]piperazin-1-yl]prop-2-en-1-one Chemical compound C1=CC(C)=CC=C1COC(C=N1)=CC=C1OC(C(=C1)Cl)=C(C)C=C1\C=C\C(=O)N1CCN(CC=2C=CC(C)=CC=2)CC1 UROSYSOYDWQHTK-NTCAYCPXSA-N 0.000 claims 1
- YTMDZXQUXDZWDV-NWBUNABESA-N (e)-3-[3-chloro-5-methyl-4-[5-[(4-methylphenyl)methoxy]pyridin-2-yl]oxyphenyl]-1-[4-[[4-[2-(4-chlorophenoxy)ethyl]phenyl]methyl]piperazin-1-yl]prop-2-en-1-one;hydrochloride Chemical compound Cl.C1=CC(C)=CC=C1COC(C=N1)=CC=C1OC(C(=C1)Cl)=C(C)C=C1\C=C\C(=O)N1CCN(CC=2C=CC(CCOC=3C=CC(Cl)=CC=3)=CC=2)CC1 YTMDZXQUXDZWDV-NWBUNABESA-N 0.000 claims 1
- YMHMGKFMBWDDDQ-ULIFNZDWSA-N (e)-3-[3-chloro-5-methyl-4-[5-[(4-methylphenyl)methoxy]pyridin-2-yl]oxyphenyl]-1-[4-[[4-[2-(4-fluorophenoxy)ethyl]phenyl]methyl]piperazin-1-yl]-2-methylbut-2-en-1-one Chemical compound C1CN(CC=2C=CC(CCOC=3C=CC(F)=CC=3)=CC=2)CCN1C(=O)C(/C)=C(\C)C(C=C1Cl)=CC(C)=C1OC(N=C1)=CC=C1OCC1=CC=C(C)C=C1 YMHMGKFMBWDDDQ-ULIFNZDWSA-N 0.000 claims 1
- ZROOTZAKOWRNKO-QCKNELIISA-N (e)-3-[3-chloro-5-methyl-4-[5-[(4-methylphenyl)methoxy]pyridin-2-yl]oxyphenyl]-1-[4-[[4-[2-(4-fluorophenoxy)ethyl]phenyl]methyl]piperazin-1-yl]but-2-en-1-one Chemical compound C=1C(C)=C(OC=2N=CC(OCC=3C=CC(C)=CC=3)=CC=2)C(Cl)=CC=1C(/C)=C/C(=O)N(CC1)CCN1CC(C=C1)=CC=C1CCOC1=CC=C(F)C=C1 ZROOTZAKOWRNKO-QCKNELIISA-N 0.000 claims 1
- LFYXSPXGZCSHDY-WOJGMQOQSA-N (e)-3-[3-chloro-5-methyl-4-[5-[(4-methylphenyl)methoxy]pyridin-2-yl]oxyphenyl]-1-[4-[[4-[2-(4-fluorophenoxy)ethyl]phenyl]methyl]piperazin-1-yl]prop-2-en-1-one Chemical compound C1=CC(C)=CC=C1COC(C=N1)=CC=C1OC(C(=C1)Cl)=C(C)C=C1\C=C\C(=O)N1CCN(CC=2C=CC(CCOC=3C=CC(F)=CC=3)=CC=2)CC1 LFYXSPXGZCSHDY-WOJGMQOQSA-N 0.000 claims 1
- XRRWDAZLNNCDGU-NWBUNABESA-N (e)-3-[3-chloro-5-methyl-4-[5-[(4-methylphenyl)methoxy]pyridin-2-yl]oxyphenyl]-1-[4-[[4-[2-(4-fluorophenoxy)ethyl]phenyl]methyl]piperazin-1-yl]prop-2-en-1-one;hydrochloride Chemical compound Cl.C1=CC(C)=CC=C1COC(C=N1)=CC=C1OC(C(=C1)Cl)=C(C)C=C1\C=C\C(=O)N1CCN(CC=2C=CC(CCOC=3C=CC(F)=CC=3)=CC=2)CC1 XRRWDAZLNNCDGU-NWBUNABESA-N 0.000 claims 1
- LPICMGRQSSSDHY-NNTHFVATSA-N (e)-3-[3-chloro-5-methyl-4-[5-[(4-methylphenyl)methoxy]pyridin-2-yl]oxyphenyl]-1-[4-[[4-[2-(4-methoxyphenoxy)ethyl]phenyl]methyl]piperazin-1-yl]prop-2-en-1-one;hydrochloride Chemical compound Cl.C1=CC(OC)=CC=C1OCCC(C=C1)=CC=C1CN1CCN(C(=O)\C=C\C=2C=C(Cl)C(OC=3N=CC(OCC=4C=CC(C)=CC=4)=CC=3)=C(C)C=2)CC1 LPICMGRQSSSDHY-NNTHFVATSA-N 0.000 claims 1
- ILFICFAPIFVKFP-MHTZHOPKSA-N (e)-3-[3-chloro-5-methyl-4-[5-[(4-methylphenyl)methoxy]pyridin-2-yl]oxyphenyl]-1-[4-[[4-[2-(4-methylphenoxy)ethyl]phenyl]methyl]piperazin-1-yl]but-2-en-1-one Chemical compound C=1C(C)=C(OC=2N=CC(OCC=3C=CC(C)=CC=3)=CC=2)C(Cl)=CC=1C(/C)=C/C(=O)N(CC1)CCN1CC(C=C1)=CC=C1CCOC1=CC=C(C)C=C1 ILFICFAPIFVKFP-MHTZHOPKSA-N 0.000 claims 1
- NTBYSEQSTQNVJB-DAIADOJHSA-N (e)-3-[3-chloro-5-methyl-4-[5-[(4-methylphenyl)methoxy]pyridin-2-yl]oxyphenyl]-1-[4-[[4-[2-(4-methylphenoxy)ethyl]phenyl]methyl]piperazin-1-yl]but-2-en-1-one;hydrobromide Chemical compound Br.C=1C(C)=C(OC=2N=CC(OCC=3C=CC(C)=CC=3)=CC=2)C(Cl)=CC=1C(/C)=C/C(=O)N(CC1)CCN1CC(C=C1)=CC=C1CCOC1=CC=C(C)C=C1 NTBYSEQSTQNVJB-DAIADOJHSA-N 0.000 claims 1
- XQJORBMZWUCLND-XMHGGMMESA-N (e)-3-[3-chloro-5-methyl-4-[5-[(4-methylphenyl)methoxy]pyridin-2-yl]oxyphenyl]-1-[4-[[4-[2-(4-methylphenoxy)ethyl]phenyl]methyl]piperazin-1-yl]prop-2-en-1-one Chemical compound C1=CC(C)=CC=C1COC(C=N1)=CC=C1OC(C(=C1)Cl)=C(C)C=C1\C=C\C(=O)N1CCN(CC=2C=CC(CCOC=3C=CC(C)=CC=3)=CC=2)CC1 XQJORBMZWUCLND-XMHGGMMESA-N 0.000 claims 1
- XSUPUKUDECRHBM-UGAWPWHASA-N (e)-3-[3-chloro-5-methyl-4-[5-[(4-methylphenyl)methoxy]pyridin-2-yl]oxyphenyl]-1-[4-[[4-[2-(4-methylphenoxy)ethyl]phenyl]methyl]piperazin-1-yl]prop-2-en-1-one;hydrochloride Chemical compound Cl.C1=CC(C)=CC=C1COC(C=N1)=CC=C1OC(C(=C1)Cl)=C(C)C=C1\C=C\C(=O)N1CCN(CC=2C=CC(CCOC=3C=CC(C)=CC=3)=CC=2)CC1 XSUPUKUDECRHBM-UGAWPWHASA-N 0.000 claims 1
- UOBBQYMIVMZXMX-HMMYKYKNSA-N (e)-3-[3-chloro-5-methyl-4-[5-[(4-methylphenyl)methoxy]pyridin-2-yl]oxyphenyl]-1-[4-[[4-[2-(4-methylphenoxy)propyl]phenyl]methyl]piperazin-1-yl]prop-2-en-1-one Chemical compound C=1C=C(C)C=CC=1OC(C)CC(C=C1)=CC=C1CN(CC1)CCN1C(=O)\C=C\C(C=C1Cl)=CC(C)=C1OC(N=C1)=CC=C1OCC1=CC=C(C)C=C1 UOBBQYMIVMZXMX-HMMYKYKNSA-N 0.000 claims 1
- WNIGIYGSHJIJRQ-QMGGKDRNSA-N (e)-3-[3-chloro-5-methyl-4-[5-[(4-methylphenyl)methoxy]pyridin-2-yl]oxyphenyl]-1-[4-[[4-[2-(4-methylphenoxy)propyl]phenyl]methyl]piperazin-1-yl]prop-2-en-1-one;hydrochloride Chemical compound Cl.C=1C=C(C)C=CC=1OC(C)CC(C=C1)=CC=C1CN(CC1)CCN1C(=O)\C=C\C(C=C1Cl)=CC(C)=C1OC(N=C1)=CC=C1OCC1=CC=C(C)C=C1 WNIGIYGSHJIJRQ-QMGGKDRNSA-N 0.000 claims 1
- UOYYIRCCAYRXOM-DEDYPNTBSA-N (e)-3-[3-chloro-5-methyl-4-[5-[(4-methylphenyl)methoxy]pyridin-2-yl]oxyphenyl]-1-[4-[[4-[2-[4-(dimethylamino)phenoxy]ethyl]phenyl]methyl]piperazin-1-yl]prop-2-en-1-one Chemical compound C1=CC(N(C)C)=CC=C1OCCC(C=C1)=CC=C1CN1CCN(C(=O)\C=C\C=2C=C(Cl)C(OC=3N=CC(OCC=4C=CC(C)=CC=4)=CC=3)=C(C)C=2)CC1 UOYYIRCCAYRXOM-DEDYPNTBSA-N 0.000 claims 1
- PGVGXJQHCRKWPO-JJNGWGCYSA-N (e)-3-[3-chloro-5-methyl-4-[5-[(4-methylphenyl)methoxy]pyridin-2-yl]oxyphenyl]-2-methyl-1-[4-[[4-[2-(4-methylphenoxy)ethyl]phenyl]methyl]piperazin-1-yl]prop-2-en-1-one Chemical compound C1CN(CC=2C=CC(CCOC=3C=CC(C)=CC=3)=CC=2)CCN1C(=O)C(/C)=C/C(C=C1Cl)=CC(C)=C1OC(N=C1)=CC=C1OCC1=CC=C(C)C=C1 PGVGXJQHCRKWPO-JJNGWGCYSA-N 0.000 claims 1
- WNYBKADTQGJAAI-WNRKZQPVSA-N (e)-3-[3-chloro-5-methyl-4-[5-[(4-methylphenyl)methoxy]pyridin-2-yl]oxyphenyl]-2-methyl-1-[4-[[4-[2-(4-methylphenoxy)ethyl]phenyl]methyl]piperazin-1-yl]prop-2-en-1-one;hydrochloride Chemical compound Cl.C1CN(CC=2C=CC(CCOC=3C=CC(C)=CC=3)=CC=2)CCN1C(=O)C(/C)=C/C(C=C1Cl)=CC(C)=C1OC(N=C1)=CC=C1OCC1=CC=C(C)C=C1 WNYBKADTQGJAAI-WNRKZQPVSA-N 0.000 claims 1
- AQOKLAZBUYKJEA-LFIBNONCSA-N (e)-3-[3-chloro-5-methyl-4-[5-[(4-propan-2-ylphenyl)methoxy]pyridin-2-yl]oxyphenyl]-1-[4-[(4-methylphenyl)methyl]piperazin-1-yl]prop-2-en-1-one Chemical compound C1=CC(C(C)C)=CC=C1COC(C=N1)=CC=C1OC(C(=C1)Cl)=C(C)C=C1\C=C\C(=O)N1CCN(CC=2C=CC(C)=CC=2)CC1 AQOKLAZBUYKJEA-LFIBNONCSA-N 0.000 claims 1
- LMFZZHKLNUGCAN-GIJQJNRQSA-N (e)-3-[3-chloro-5-methyl-4-[5-[[4-(trifluoromethyl)phenyl]methoxy]pyridin-2-yl]oxyphenyl]-1-[4-[[4-[2-(4-methoxyphenyl)ethoxy]phenyl]methyl]piperazin-1-yl]prop-2-en-1-one Chemical compound C1=CC(OC)=CC=C1CCOC(C=C1)=CC=C1CN1CCN(C(=O)\C=C\C=2C=C(Cl)C(OC=3N=CC(OCC=4C=CC(=CC=4)C(F)(F)F)=CC=3)=C(C)C=2)CC1 LMFZZHKLNUGCAN-GIJQJNRQSA-N 0.000 claims 1
- GMOROCZKJREOJA-WUBZALIBSA-N (e)-3-[3-chloro-5-methyl-4-[5-[[4-(trifluoromethyl)phenyl]methoxy]pyridin-2-yl]oxyphenyl]-1-[4-[[4-[2-(4-methoxyphenyl)ethoxy]phenyl]methyl]piperazin-1-yl]prop-2-en-1-one;hydrochloride Chemical compound Cl.C1=CC(OC)=CC=C1CCOC(C=C1)=CC=C1CN1CCN(C(=O)\C=C\C=2C=C(Cl)C(OC=3N=CC(OCC=4C=CC(=CC=4)C(F)(F)F)=CC=3)=C(C)C=2)CC1 GMOROCZKJREOJA-WUBZALIBSA-N 0.000 claims 1
- DQAPLWXYGDFSTR-FYJGNVAPSA-N (e)-3-[4-[5-[(2-chlorophenyl)methoxy]pyridin-2-yl]oxy-3-methylphenyl]-1-[4-[[4-[2-(4-propan-2-ylphenoxy)ethyl]phenyl]methyl]piperazin-1-yl]prop-2-en-1-one Chemical compound C1=CC(C(C)C)=CC=C1OCCC(C=C1)=CC=C1CN1CCN(C(=O)\C=C\C=2C=C(C)C(OC=3N=CC(OCC=4C(=CC=CC=4)Cl)=CC=3)=CC=2)CC1 DQAPLWXYGDFSTR-FYJGNVAPSA-N 0.000 claims 1
- FXCMDDRUSNROPD-PGCULMPHSA-N (e)-3-[4-[5-[(2-chlorophenyl)methoxy]pyridin-2-yl]oxy-3-methylphenyl]-1-[4-[[4-[2-(4-propan-2-ylphenoxy)ethyl]phenyl]methyl]piperazin-1-yl]prop-2-en-1-one;hydrochloride Chemical compound Cl.C1=CC(C(C)C)=CC=C1OCCC(C=C1)=CC=C1CN1CCN(C(=O)\C=C\C=2C=C(C)C(OC=3N=CC(OCC=4C(=CC=CC=4)Cl)=CC=3)=CC=2)CC1 FXCMDDRUSNROPD-PGCULMPHSA-N 0.000 claims 1
- ILUMXXALOSZHIQ-YBFXNURJSA-N (e)-3-[4-[5-[(4-methoxyphenyl)methoxy]pyridin-2-yl]oxy-3,5-dimethylphenyl]-1-[4-[[2-methyl-4-[2-(4-methylphenoxy)ethyl]phenyl]methyl]piperazin-1-yl]prop-2-en-1-one Chemical compound C1=CC(OC)=CC=C1COC(C=N1)=CC=C1OC(C(=C1)C)=C(C)C=C1\C=C\C(=O)N1CCN(CC=2C(=CC(CCOC=3C=CC(C)=CC=3)=CC=2)C)CC1 ILUMXXALOSZHIQ-YBFXNURJSA-N 0.000 claims 1
- FKCFINMTNRWABL-YLFUTEQJSA-N (e)-3-[4-[5-[(4-methoxyphenyl)methoxy]pyridin-2-yl]oxy-3,5-dimethylphenyl]-1-[4-[[2-methyl-4-[2-(4-methylphenoxy)ethyl]phenyl]methyl]piperazin-1-yl]prop-2-en-1-one;hydrochloride Chemical compound Cl.C1=CC(OC)=CC=C1COC(C=N1)=CC=C1OC(C(=C1)C)=C(C)C=C1\C=C\C(=O)N1CCN(CC=2C(=CC(CCOC=3C=CC(C)=CC=3)=CC=2)C)CC1 FKCFINMTNRWABL-YLFUTEQJSA-N 0.000 claims 1
- QDKWLJJOYIFEBS-UHFFFAOYSA-N 1-fluoro-4-$l^{1}-oxidanylbenzene Chemical group [O]C1=CC=C(F)C=C1 QDKWLJJOYIFEBS-UHFFFAOYSA-N 0.000 claims 1
- 125000006282 2-chlorobenzyl group Chemical group [H]C1=C([H])C(Cl)=C(C([H])=C1[H])C([H])([H])* 0.000 claims 1
- ZGXCZRHZLVQOOM-LICLKQGHSA-N 4-[2-[4-[[4-[(e)-3-[3-chloro-5-methyl-4-[5-[[4-(trifluoromethyl)phenyl]methoxy]pyridin-2-yl]oxyphenyl]prop-2-enoyl]piperazin-1-yl]methyl]phenyl]ethoxy]benzonitrile Chemical compound C=1C(Cl)=C(OC=2N=CC(OCC=3C=CC(=CC=3)C(F)(F)F)=CC=2)C(C)=CC=1\C=C\C(=O)N(CC1)CCN1CC(C=C1)=CC=C1CCOC1=CC=C(C#N)C=C1 ZGXCZRHZLVQOOM-LICLKQGHSA-N 0.000 claims 1
- IAXTWXCKLOQGBB-RQZCQDPDSA-N 4-[[6-[2-chloro-4-[(e)-3-[4-[[3-fluoro-4-[(4-propan-2-yloxyphenoxy)methyl]phenyl]methyl]piperazin-1-yl]-3-oxoprop-1-enyl]-6-methylphenoxy]pyridin-3-yl]oxymethyl]benzonitrile Chemical compound C1=CC(OC(C)C)=CC=C1OCC(C(=C1)F)=CC=C1CN1CCN(C(=O)\C=C\C=2C=C(Cl)C(OC=3N=CC(OCC=4C=CC(=CC=4)C#N)=CC=3)=C(C)C=2)CC1 IAXTWXCKLOQGBB-RQZCQDPDSA-N 0.000 claims 1
- LAVPAHSHAYPRQT-WWIHJBQESA-N 4-[[6-[2-chloro-4-[(e)-3-[4-[[3-fluoro-4-[(4-propan-2-yloxyphenoxy)methyl]phenyl]methyl]piperazin-1-yl]-3-oxoprop-1-enyl]-6-methylphenoxy]pyridin-3-yl]oxymethyl]benzonitrile;hydrochloride Chemical compound Cl.C1=CC(OC(C)C)=CC=C1OCC(C(=C1)F)=CC=C1CN1CCN(C(=O)\C=C\C=2C=C(Cl)C(OC=3N=CC(OCC=4C=CC(=CC=4)C#N)=CC=3)=C(C)C=2)CC1 LAVPAHSHAYPRQT-WWIHJBQESA-N 0.000 claims 1
- BQEUURWMGWDEJQ-YBFXNURJSA-N 4-[[6-[2-chloro-4-[(e)-3-[4-[[4-[2-(4-methoxyanilino)ethyl]phenyl]methyl]piperazin-1-yl]-3-oxoprop-1-enyl]phenoxy]pyridin-3-yl]oxymethyl]benzonitrile Chemical compound C1=CC(OC)=CC=C1NCCC(C=C1)=CC=C1CN1CCN(C(=O)\C=C\C=2C=C(Cl)C(OC=3N=CC(OCC=4C=CC(=CC=4)C#N)=CC=3)=CC=2)CC1 BQEUURWMGWDEJQ-YBFXNURJSA-N 0.000 claims 1
- UESUYRVPYIMEEZ-KRYQRJNDSA-N 4-[[6-[2-chloro-4-[(e)-3-[4-[[4-[2-(4-methoxyanilino)ethyl]phenyl]methyl]piperazin-1-yl]-3-oxoprop-1-enyl]phenoxy]pyridin-3-yl]oxymethyl]benzonitrile;dihydrochloride Chemical compound Cl.Cl.C1=CC(OC)=CC=C1NCCC(C=C1)=CC=C1CN1CCN(C(=O)\C=C\C=2C=C(Cl)C(OC=3N=CC(OCC=4C=CC(=CC=4)C#N)=CC=3)=CC=2)CC1 UESUYRVPYIMEEZ-KRYQRJNDSA-N 0.000 claims 1
- ABBYEWDLNZNTCC-BGDWDFROSA-N 4-[[6-[2-fluoro-4-[(e)-3-oxo-3-[4-[[4-[2-(4-propan-2-ylphenoxy)ethyl]phenyl]methyl]piperazin-1-yl]prop-1-enyl]phenoxy]pyridin-3-yl]oxymethyl]benzonitrile;hydrochloride Chemical compound Cl.C1=CC(C(C)C)=CC=C1OCCC(C=C1)=CC=C1CN1CCN(C(=O)\C=C\C=2C=C(F)C(OC=3N=CC(OCC=4C=CC(=CC=4)C#N)=CC=3)=CC=2)CC1 ABBYEWDLNZNTCC-BGDWDFROSA-N 0.000 claims 1
- ZYWOJGCDDZGUCW-LZYBPNLTSA-N 4-[[6-[4-[(e)-3-[4-[[2-fluoro-4-[2-[4-(trifluoromethyl)phenoxy]ethyl]phenyl]methyl]piperazin-1-yl]-3-oxoprop-1-enyl]-2,6-dimethylphenoxy]pyridin-3-yl]oxymethyl]benzonitrile Chemical compound C=1C(C)=C(OC=2N=CC(OCC=3C=CC(=CC=3)C#N)=CC=2)C(C)=CC=1\C=C\C(=O)N(CC1)CCN1CC(C(=C1)F)=CC=C1CCOC1=CC=C(C(F)(F)F)C=C1 ZYWOJGCDDZGUCW-LZYBPNLTSA-N 0.000 claims 1
- WBYQDKCHNWBDEW-OHGISNTKSA-N 4-[[6-[4-[(e)-3-[4-[[2-fluoro-4-[2-[4-(trifluoromethyl)phenoxy]ethyl]phenyl]methyl]piperazin-1-yl]-3-oxoprop-1-enyl]-2,6-dimethylphenoxy]pyridin-3-yl]oxymethyl]benzonitrile;hydrochloride Chemical compound Cl.C=1C(C)=C(OC=2N=CC(OCC=3C=CC(=CC=3)C#N)=CC=2)C(C)=CC=1\C=C\C(=O)N(CC1)CCN1CC(C(=C1)F)=CC=C1CCOC1=CC=C(C(F)(F)F)C=C1 WBYQDKCHNWBDEW-OHGISNTKSA-N 0.000 claims 1
- QHLDCNQPRWMUQE-FJRPBXJISA-N 4-[[6-[4-[(e)-3-[4-[[4-[(e)-3-(5-bromopyridin-2-yl)oxyprop-1-enyl]phenyl]methyl]piperazin-1-yl]-3-oxoprop-1-enyl]-2-chloro-6-methylphenoxy]pyridin-3-yl]oxymethyl]benzonitrile Chemical compound C=1C(Cl)=C(OC=2N=CC(OCC=3C=CC(=CC=3)C#N)=CC=2)C(C)=CC=1\C=C\C(=O)N(CC1)CCN1CC(C=C1)=CC=C1\C=C\COC1=CC=C(Br)C=N1 QHLDCNQPRWMUQE-FJRPBXJISA-N 0.000 claims 1
- NMRCRVVHCCTGLF-CROKYBPOSA-N 4-[[6-[4-[(e)-3-[4-[[4-[(e)-3-(5-bromopyridin-2-yl)oxyprop-1-enyl]phenyl]methyl]piperazin-1-yl]-3-oxoprop-1-enyl]-2-chloro-6-methylphenoxy]pyridin-3-yl]oxymethyl]benzonitrile;hydrochloride Chemical compound Cl.C=1C(Cl)=C(OC=2N=CC(OCC=3C=CC(=CC=3)C#N)=CC=2)C(C)=CC=1\C=C\C(=O)N(CC1)CCN1CC(C=C1)=CC=C1\C=C\COC1=CC=C(Br)C=N1 NMRCRVVHCCTGLF-CROKYBPOSA-N 0.000 claims 1
- AHSCBWVUCXZOML-UNUAAEKOSA-N Cl.C1=CC(OC(C)C)=CC=C1OCC(C=C1)=CC=C1CN1CCN(C(=O)\C=C\C=2C=C(C)C(OC=3N=CC(OCC=4C=CC(=CC=4)C#N)=CC=3)=C(C)C=2)CC1 Chemical compound Cl.C1=CC(OC(C)C)=CC=C1OCC(C=C1)=CC=C1CN1CCN(C(=O)\C=C\C=2C=C(C)C(OC=3N=CC(OCC=4C=CC(=CC=4)C#N)=CC=3)=C(C)C=2)CC1 AHSCBWVUCXZOML-UNUAAEKOSA-N 0.000 claims 1
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 claims 1
- 206010028980 Neoplasm Diseases 0.000 claims 1
- RGEYVPHQFIGVCK-UHFFFAOYSA-N [6-[5-[(2,3-difluorophenyl)methoxy]pyridin-2-yl]oxynaphthalen-2-yl]-[4-[[4-[2-(4-propan-2-ylphenoxy)ethyl]phenyl]methyl]piperazin-1-yl]methanone Chemical compound C1=CC(C(C)C)=CC=C1OCCC(C=C1)=CC=C1CN1CCN(C(=O)C=2C=C3C=CC(OC=4N=CC(OCC=5C(=C(F)C=CC=5)F)=CC=4)=CC3=CC=2)CC1 RGEYVPHQFIGVCK-UHFFFAOYSA-N 0.000 claims 1
- XFRBAZAGRJAYBT-UHFFFAOYSA-N [6-[5-[(2,3-difluorophenyl)methoxy]pyridin-2-yl]oxynaphthalen-2-yl]-[4-[[4-[2-(4-propan-2-ylphenoxy)ethyl]phenyl]methyl]piperazin-1-yl]methanone;hydrochloride Chemical compound Cl.C1=CC(C(C)C)=CC=C1OCCC(C=C1)=CC=C1CN1CCN(C(=O)C=2C=C3C=CC(OC=4N=CC(OCC=5C(=C(F)C=CC=5)F)=CC=4)=CC3=CC=2)CC1 XFRBAZAGRJAYBT-UHFFFAOYSA-N 0.000 claims 1
- 125000000732 arylene group Chemical group 0.000 claims 1
- 125000004541 benzoxazolyl group Chemical group O1C(=NC2=C1C=CC=C2)* 0.000 claims 1
- 201000011510 cancer Diseases 0.000 claims 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 1
- 125000004093 cyano group Chemical group *C#N 0.000 claims 1
- 125000005112 cycloalkylalkoxy group Chemical group 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims 1
- 125000006588 heterocycloalkylene group Chemical group 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 claims 1
- 125000001624 naphthyl group Chemical group 0.000 claims 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 1
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 1
- 230000002265 prevention Effects 0.000 claims 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- 125000005493 quinolyl group Chemical group 0.000 claims 1
- 125000000335 thiazolyl group Chemical group 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
- C07D213/62—Oxygen or sulfur atoms
- C07D213/69—Two or more oxygen atoms
-
- 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
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- 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
- C07D413/12—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 chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
Claims (13)
1. Spoj predstavljen sljedećom općom formulom (1) ili njegove soli;
[image]
naznačen time da
R1 i R2 su svaki neovisno aril ili nezasićeni heterociklički prsten, od kojih je svaki prema potrebi supstituiran s jednim ili više supstituenata,
A je niži alkilen,
Prsten X je opcijski supstituirani arilen,
E je veza ili niži alkenilen, djelomična strukturna formula:
[image]
je prema potrebi supstituirani heterocikloalkilen koji sadrži jedan ili više atoma dušika, od kojih je jedan vezan za susjednu karbonilnu skupinu,
G je-NH-G2-, -N(niži alkil)-G2-,-NH-CH2-G2-, -N(niži alkil)-CH2-G2- ili -CH2-G2-, gdje se G2 spomenutog G veže na R2,
G2-R2 je veza-R2, fenilen-O3-R2, fenilen-G4-O-R2, fenilen-G5-NH-R2, fenilen-G6-N (niži alkil)- R2 ili kvinolinediil-O-R2, pri čemu fenilen navedenog fenilen-G3-R2, fenilen-G4-O-R2, fenilen- G5-NH-R2 i fenilen-G6-N (niži alkil R2 je po izboru supstituiran sa jednim ili više supstituenata odabranih iz skupine koja se sastoji od halogena i nižeg alkila,
G3-R2 je veza-R2, O-niži-alkilen -R2, niži alkilen-O-niži-alkilen-R2 ili - O-niži alkilen-CO-R2, G4-O je -O-veza, niži alkilen-O-, niži alkenilen-O-, -O-niži-alkilen-O ili-CO- niži alkilen-O-, i G5 i G6 su svaki niži alkilen,
pri čemu: "niži alkil" obuhvaća linearne ili razgranate alkilne skupine s 1 do 6 atoma ugljika; "niži alkilen" uključuje linearnu ili razgranatu alkilensku skupinu koja ima 1 do 6 ugljikovih atoma, i "niži alkenilen" uključuju ravni ili razgranati alkenilen skupina koja ima 1 do 3 dvostrukih veza i 2 do 6 ugljikovih atoma.
2. Spoj prema zahtjevu 1, ili njegove soli; naznačen time da je
R1 fenil, piridil, benzotiazolil ili tiazolil, od kojih je svaki prema potrebi supstituiran s jednim ili više supstituenata, djelomična strukturna formula:
[image]
je sljedeća formula:
[image]
pri čemu su R3 i R4 isti ili različiti, a svaki je neovisno vodik, halogen, niži alkil ili niži alkoksi,
djelomična strukturna formula:
[image]
je piperazindiil, piperidindiil, pirolidinediil, diazepanediil ili oksadiazepanediil, od kojih je svaki prema potrebi supstituiran s jednim ili više supstituenata, i R2 je:
(i) aril koji može biti supstituiran s jednim ili više supstituenata odabranih iz skupine koju čine halogen, cijano, nitro, metilendioksi, trimetilen, tetrametilen, pirolil, niži alkil karbonil, niži alkil sulfonil, niži alkil koji može biti supstituiran s jednim ili više halogena, alkoksi koji može biti supstituiran s jednim ili više halogena, ciklo-niži alkil, niži alkoksi niži alkil, niži alkenil, hidroksi niži alkenil, niži alkoksi niži alkenil, hidroksi niži alkil, amino koji može biti supstituiran s jednim ili više nižih alkil, hidroksi i niži alkoksi,
(ii) nezasićeni heterociklički prsten koji može biti supstituiran s jednim ili više supstituenata odabranih iz skupine koju čine halogen, niži alkil koji može biti supstituiran s jednim ili više halogena, i nižeg alkoksi,
pri čemu: "niži alkoksi" uključuju ravne ili razgranate alkoksi skupine koje imaju od 1 do 6 atoma ugljika i cikloalkilalkoksi skupine sa 4 do 7 atoma ugljika.
3. Spoj prema zahtjevu 2, ili njegove soli; naznačen time da je
R je sljedeća formula:
[image]
pri čemu su R5 i R6 isti ili različiti, a svaki je neovisno vodik, halogen, cijano, nitro, alkoksi koji može biti supstituiran s jednim ili više halogena, ili nižim alkilom koji se može supstituirati s jednim ili više halogena,
djelomična strukturna formula:
[image]
je sljedeća formula:
[image]
i
djelomična strukturna formula:
[image]
je sljedeća formula:
[image]
Pri čemu je R7 vodik ili niži alkil.
4. Spoj prema zahtjevu 3, ili njegove soli; naznačen time da je R2 je:
(i) fenil koji može biti supstituiran s jednim ili više supstituenata odabranih iz skupine koju čine halogen, cijano, nitro, metilendioksi, trimetilen, tetrametilen, pirolil, niži alkil karbonil, niži alkil sulfonil, niži alkil koji može biti supstituiran s jednim ili više halogena, alkoksi koji može biti supstituiran s jednim ili više halogena, ciklo-niži alkil, niži alkoksi niži alkil, niži alkenil, hidroksi niži alkenil, niži alkoksi niži alkenil, hidroksi niži alkil, amino koji može biti supstituiran s jednim ili više nižih alkil, hidroksi i niži alkoksi,
(ii) naftil,
(iii) piridil koji može biti supstituiran s jednim ili više supstituenata odabranih iz skupine koju čine halogen, niži alkil koji može biti supstituiran s jednim ili više halogena, i nižeg alkoksi,
(iv) benzoksazolil, koji može biti supstituiran s jednim ili više halogena,
(v) benzotiazolil, koji može biti supstituiran s jednim ili više nižih alkila, i
(vi) kvinolil.
5. Spoj u skladu s patentnim zahtjevom 4, ili njegova sol; naznačen time da
G je-NH-O2-, -N (niži alkil)-CH2-G2-ili -CH2-G2-, pri čemu se G2 spomenutog G veže na R2,
G2-R2 je fenilen-G3-R2, fenilen-G4-O-R2, fenilen-G5-NH-R2, fenilen-G6-N (niži alkil)-R2 ili kinolinediil-O-R2, pri čemu je fenilen navedenog fenilen-G3-R2, fenilen-G4-O-R2, fenilen-G5- NH-R2 i fenilen-G6-N(niži alkil)-R2 izborno supstituiran s jednim ili više supstituenata odabranih iz skupine koja se sastoji od halogena i nižeg alkila.
6. Spoj u skladu s patentnim zahtjevom 4, ili njegova sol, naznačen time, da je G u općoj formuli (1) metilen.
7. Spoj u skladu s patentnim zahtjevom 1, ili njegove soli, naznačen time da se bira iz skupine koju čine
(2E)-3-[4-({5-[(4-metoksibenzil)oksi]piridin-2-il}oksi)-3,5-dimetilfenil]-1-(4-{4-[(1E)-3-(4-metilfenoksi)prop-1-en-1-il]benzil)piperazin-1-il)prop-2-en-1-on,
(E)-3-[3-kloro-5-metil-4-({5-[(4-metilbenzil)oksi]piridin-2-il}oksi)fenil]-1-[4-(4-{2-[4-(propan-2-il)fenoksi]etil}benzil)-1,4-diazepan-1-il]prop-2-en-1-on,
4-{2-[4-({4-[(E)-{3-{3-kloro-5-metil-4-[(5-{[4-(trifluorometil)benzil]oksi}piridin-2-ii)oksi]fenil}prop-2-enoil]piperazin-1-il}metil)fenil]etoksi}benzonitril,
(E)-3-[3-kloro-5-metil-4-({5-[(4-metilbenzil)oksi]piridin-2-il}oksi)fenil]-1-(4-{4-[2-(4-etoksifenoksi)etoksi]benzil}piperazin-1-il)prop-2-en-1-on,
(E)-3-[3-kloro-5-metil-4-({5-[(4-metilbenziloksi]-piridin-2-il}oksi)fenil]-1-[4-(4-{2-[4-(dimetilamino)fenoksi]etil}benzil)piperazin-1-il]prop-2-en-1-on,
(E)-3-{3-kloro-5-metil-4-[(4-{[4-(propan-2-il)benzil]oksi}piridin-2-il)oksi]fenil}-1-[4-(4-metilbenzil)piperazil]piperazin-il]prop-2-en-1-on,
(f)-3-[3-kloro-5-metil-4-({5-[(4-metilbenzil)oksi]piridin-2-il}oksi)fenil]-1-[4-(4-metilbenzil)piperazin-1-il]prop-2-en-1-on,
(E)-1-[4-(4-{2-[(4-klorobenzil)oksi]etil}benzil)pipenizin-1-il]-3-(3,5-dimetil-4-{[5-(piridin-4-ilmetoksi)piridin-2-il]oksi}fenil)prop-2-en-1-on,
(E)-3-[3-kloro-4-({5-[(2-klorobenzil)oksi]piridin-2-il}oksi)-5-metilfenil]-1-[4-(4-ethenilbenzil)piperazin-1-il]prop-2-en-1-on,
(E)-3-[3-kloro-5-metil-4-({5-[(4-metilbenzil)oksi]piridin-2-il}oksi)fenil]-1-[(3S)-4-{4-[2-(4-fluorofenoksi)etil]-benzil}-3-metilpiperazin-1-il]prop-2-en-1-on,
4-{[((6-{4-[(E)-3-(2-{4-[2-(4-metoksifenoksi)etil]benzil}-1,2,5-oxadiazepan-5-il)-3-oksoprop-1-en-1-il]-2,6-dimetilfenoksi}piridin-3-il)oksi]metil}benzonitril,
(2E)-3-[4-({5-[(4-fluorobenril)oksi]piridin-2-il}oksi)-3,5-dimetilfenil]-1-(4-{3-metil-4-[(1E)-3-{4-metilfenoksi)prop-1-en-1-il]benzil}piperazin-1-il)prop-2-en-1-on,
(E)-3-[3-kloro-5-metil-4-({5-[(4-metilbenril)oksi]piridin-2-il}oksi)fenil}-1-(4-{4-[2-(4-klorofenoksi)etil]benzil}piperazin-1-il)prop-2-en-1-on,
(E)-3-[3-kloro-5-metil-4-({5-[(4-metilbenzil)oksi]piridin-2-il}oksi)fenil]-2-metil-1-(4-{4-[2-(4-metilfenoksi)etil]benzil}piperazin-1-il)prop-2-en-1-on,
(f)-3-[3-kloro-({5-[(3-fluoro-4-metilbenzil)oksi]piridin-2-il}oksi}-5-metilfenil]-1-(4-{4-[2-(4-klorofenoksi)etil]benzil}piperazin-1-il)prop-2-en-1-on.
(f)-3-[3-kloro-4-({5-[(3-fluoro-4-metilbenril)oksi]piridin-2-il}oksi)-5-metilfenil]-1-(4-{4-[2-(4-metoksifenoksi)etil]benzil}piperazin-1-il)prop-2-en-1-on.
(f)-3-[3-kloro-4-({5-[(4-klorobenzil)oksi]piridin-2-il}oksi)-5-metilfenil]-1-(4-{4-[2-(4-fluorofenoksi)etil]benzil}piperazin-1-il)prop-2-en-1-on,
(E)-3-[3-kloro-5-metil-4-({5-[(4-metilbenzil)oksi]piridin-2-il}oksi)fenil]-1-(4-{4-[2-(4-fluorofenoksi)etil]benzil}piperazin-1-il)prop-2-en-1-on,
(E)-3-[3-kloro-5-metil-4-({5-[(4-metilbenzil)oksi]piridin-2-il}oksi)fenil]-1-(4-{4-[2-(4-metilfenoksi)etil]benzil}piperazin-1-il)prop-2-en-1-on,
(E)-3-[3-kloro-4-({5-[(4-fluorobenil)oksi]piridin-2-il}oksi)-5-metilfenil]-1-(4-{4-[2-(4-fluorofenoksi)etil]benzil)piperazin-1-il)prop-2-en-1-on,
(E)-3-[3-kloro-4-({5-[(4-fluorobenzil)oksi]piridin-2-il}oksi)-5-metilfenil]-1-[4-(4-{2-[4-(propan-2-il)fenoksi]etil}benzil)piperazin-1-il]prop-2-en-1-on,
(E)-3-[3-kloro-5-metil-4-({5-[(4-metilbenril)oksi]piridin-2-il}oksi)fenil]-1-(4-{4-[2-(4-metoksifenoksi)etil]benzil)piperazin-1-il)prop-2-en-1-on,
(E)-3-[3-kloro-4-({5-[(6-kloropiridin-3-il)metoksi]piridin-2-il}oksi)-5-metilfenil]-1-[4-(4-{2-[4-(propan-2-il)fenoksi]etil}benzil)piperazin-1-il]prop-2-en-1-on,
(f)-3-(3-kloro-5-metil-4-{[5-(piridin-3-ilmetoksi)piridin-2-il]oksi}fenil)-1-[4-(4-{2-[4-(propan-2-il)fenoksi]etil}benzil)piperazin-1-il]prop-2-en-1-on,
(E)-3-[3-kloro-4-({5-[(2-fluorobenril)oksi]piridin-2-il}oksi)-5-metilfenil]-1-(4-{4-[2-(4-fluorofenoksi)etil]benzil}piperazin-1-il)prop-2-en-1-on,
(E)-3-[3-kloro-5-metil-4-({5-[(2-metilbenzil)oksi]piridin-2-il}oksi)fenil]-1-(4-{4-[2-(4-fluorofenoksi)etil]benzil}piperazin-1-il)prop-2-en-1-on,
(E)-3-[3-kloro-4-({5-[(2-klorobenzil)oksi]piridin-2-il}oksi)-5-metilfenil]-1-(4-{4-[2-(4-fluorofenoksi)etil]benzil}piperazin-1-il)prop-2-en-1-on,
(f)-3-[3-kloro-4-({5-[(2-fluorobenzil)oksi]piridin-2-il}oksi)-5-metilfenil]-1-(4-{4-[2-(4-metilfenoksi)etil]benzil}piperazin-1-il)prop-2-en-1-on,
(f)-3-[3-kloro-4-({5-[(2-klorobenzil)oksi]piridin-2-il}oksi)-5-metilfenil]-1-(4-{4-[2-(4-metilfenoksi)etil]benzil}piperazin-1-il)prop-2-en-1-on,
(f)-3-[3-kloro-4-({5-[(2-fluorobenril)oksi]piridin-2-il}oksi)-5-metilfenil]-1-[4-(4-{2-[4-(propan-2-il)fenoksi]etil}benzil)piperazin-1-il]prop-2-en-1-on,
(E)-3-[3-kloro-4-({5-[(2-klorobenzil)oksi]piridin-2-il}oksi}-5-metilfenil]-1-(4-{4-[2-(4-klorofenoksi)etil]benzil}piperazin-1-il)prop-2-en-1-on,
(E)-3-[4-({5-[(2-klorobenzil)oksi]piridin-2-il}oksi)-3-metoksifenil]-1-(4-{4-[2-(4-metilfenoksi)etil]benzil}piperazin-1-il)prop-2-en-1-on,
(E)-3-[3-kloro-4-({5-[(3-kloro-2-fluorobenzil)oksi]piridin-2-il}oksi)-5-metilfenil]-1-(4-{4-[2-(4-fluorofenoksi)etil]benzil}piperazin-1-il)prop-2-en-1-on,
(E)-3-[3-kloro-4-({5-[(2,3-difluorobenril)oksi]piridin-2-il}oksi)-5-metilfenil]-1-(4-{4-[2-(4-metilfenoksi)etil]benzil}piperazin-1-il)prop-2-en-1-on,
(E)-3-[4-({5-[(2-klorobenzil)oksi]piridin-2-il}oksi)-3-metilfenil]-1-[4-(4-{2-[4-(propan-2-il)fenoksi]etil}benzil)piperazin-1-il]prop-2-en-1-on,
(E)-3-[3-kloro-5-metil-4-({5-[(4-metilbenzil)oksi]piridin-2-il}oksi)fenil]-1-(4-{4-[2-(4-metilfenoksi)propil]benzil}piperazin-1-il)prop-2-en-1-on,
[6-({5-[(2,3-difluorobenzil)oksi]piridin-2-il}oksi)naphthalen-2-il][4-(4-{2-[4-(propan-2-il)fenoksi]etil}benzil)piperazin-1-il]methanone,
4-{[((6-{4-[(E)-3-(4-{4-[2-(4-klorofenoksi)etil]benzil}piperazin-1-il)-3-oksoprop-1-en-1-il]-2,6-dimetilfenoksi}piridin-3-il)oksi]metil}benzorutril,
4-({[6-2-fluoro-4-{(E)-3-xo-3-[4-(4-{2-[4-(propan-2-il)fenoksi]etil}benzil)piperazin-1-il]prop-1-en-1-il}fenoksi)piridin-3-il]oksi}metil)benzonitril,
(E)-3-(3,5-dimetil-4-{[5-(1,3-tiazol-5-ilmetoksi)piridin-2-il]oksi)fenil)-1-(4-{4-[2-(3-etoksifenoksi)etil]benzil}piperazin-1-il)prop-2-en-1-on,
(f)-3-(3,5-dimetil-4-{[5-(1,3-tiazol-5-ilmetoksi)piridin-2-il]oksi}fenil-1-[4-(4-{2-[4-(propan-2-il)fenoksi]etil}benzil)piperazin-1-il]prop-2-en-1-on,
(E)-3-(3,5-dimetil-4-{[5-(1,3-tiazol-5-ilmetoksi)piridin-2-il]oksi}fenil)-1-(4-{4-[2-(4-metilfenoksi)etil]benzil}piperazin-1-il)prop-2-en-1-on,
(E)-3-(3,5-dimetil-4-{[5-(1,3-tiazol-4-ilmetoksi)piridin-2-il]oksi}fenil)-1-[4-(4-{2-[4-(propan-2-il)fenoksi]etil}benzil)piperazin-1-il]prop-2-en-1-on,
(E)-3-(3,5-dimetil-4-{[5-(1,3-tiazol-4-ilmetoksi)piridin-2-il]oksi}fenil)-1-(4-{4-[2-(4-metilfenoksi)etil]benzil}piperazin-1-il)prop-2-en-1-on,
(E)-3-[3-kloro-4-({5-[(2-klorobenzil)oksi]piridin-2-il}oksi)-5-metilfenil]-1-[4-(4-{2-[4-(propan-2-il)fenoksi]etil}benzil)piperazin-1-il]prop-2-en-1-on,
(E)-3-[4-({5-[(4-metoksibenzil)oksi]piridin-2-il}oksi)-3,5-dimetilfenil]-1-(4-{2-metil-4-[2-(4-metilfenoksi)etil]benzil}piperazin-1-il)prop-2-en-1-on,
4-{[((6-{2-kloro-6-metil-4-[(E)-3-okso-3-{4-[4-(2-{[5-(trifluorometil)piridin-2-il]oksil}etil)benzil]piperazin-1-il}prop-1-en-1-il]fenoksi}pi ridin-3-il)oksi]metil}benzonitril,
4-{[((6-{4-[(E)-3-(4-{4-[2-(4-klorofenoksi)etil]-3-fluorobenzil}piperazin-1-il)-3-oksoprop-1-en-1-il]-2,6-dimetilfenoksi}piridin-3-il)oksi]metil}benzonitril,
4-({[6-(4-{(E)-3-[4-(2-fluoro-4-{2-[4-(trifluorometil)fenoksi]etil}benzil)piperazin-1-il]-3-oksoprop-1-en-1-il}-2,6-dimetilfenoksi)piridin-3-il]oksi}metil)benzonitril,
4-{[((6-{2-kloro-4-[(E)-3-(4-(4-[3-(4-fluorofenoksi)propil)benzil}piperazin-1-il)-3-oksoprop-1-en-1-il]-6-metilfenoksi}piridin-3-il)oksi]metil}benzonitril,
4-{[((6-{2-kloro-6-metil-4-[(E)-3-(4-{4-[3-(4-metilfenoksi)propil]benzil}piperazin-1-il)-3-oksoprop-1-en-1-il]fenoksi}piridin-3-il)oksi]metil}benzonitril,
4-({[6-(2-kloro-4-{(E)-3-[4-(3-fluoro-4-{[4-(propan-2-iloksi)fenoksi]metil}benzil)piperazin-1-il]-3-oksoprop-1-en-1-il}-6-metilfenoksi)piridin-3-il]oksi}metil)benzonitril,
4-{[((6-{2-kloro-4-[(E)-3-(4-{3-fluoro-4-[(4-fluorofenoksi)metil]benzil}piperazin-1-ii)-3-oksoprop-1-en-1-il]-6-metilfenoksi}piridin-3-il)oksi]metil}benzonitril
4-({[6-(2,6-dimetil-4-{(4)-3-okso-3-[4-(4-{[4-(propan-2-iloksi)fenoksi]metil}benzil)piperazin-1-il]prop-1-en-1-il}fenoksi)piridin-3-il]oksi}metil)benzonitril,
(E)-3-(3,5-dimetil-4-{[5-(1,3-tiazol-4-ilmetoksi)piridin-2-il]oksi}fenil-1-[4-(4-{[4-(propan-2-il)fenoksi]metil}benzil)piperazin-1-il]prop-2-en-1-on,
4-({[6-(4-{(1E)-3-[4-(4-{(1E)-3-[(5-bromopiridin-2-il)oksi]prop-1-en-1-il}benzil)piperazin-1-il]-3-oksoprop-1-en-1-il}-2-kloro-6-metilfenoksi)piridin-3-il]oksi}metil)benzonitril,
4-({[6-(2-kloro-4-{(E)-3-[4-(4-{2-[(4-metoksifenil)amino]etil}benzil)piperazin-1-il]-3-oksoprop-1-en-1-il}fenoksi)piridin-3-il]oksi} metil)benzonitril,
(E)-3-[3-kloro-4-({5-[(2-klorobenzil)oksi]piridin-2-il}oksi)-5-metilfenil]-1-(4-{[2-(4-metoksifenoksi)quinolin-6-il]metil}piperazin-1-il)prop-2-en-1-on,
(E)-3-{3-kloro-5-metil-4-[(5-{[4-(trifluorometil)benzil]oksi}piridin-2-il)oksi]fenil}-1-(4-{4-[2-(4-metoksifenil)etoksi]benzil}piperazin-1-il)prop-2-en-1-on,
4-{[((6-{4-[(E)-3-{4-[4-(4-klorofenoksi)benzil]piperazin-1-il}-3-oksoprop-1-en-1-il]-2,6-dimetilfenoksi}piridin-3-il)oksi]metil}benzonitril,
(E)-3-[3-kloro-5-metil-4-({5-[(4-metilbenzil)oksi]piridin-2-il}oksi)fenil]-2-metil-1-(4-{4-[2-(4-metilfenoksi)etil]benzil}piperazin-1-il)but-2-en-1-on,
(E)-3-[3-kloro-5-metil-4-({5-[(4-metilbenzil)oksi]piridin-2-il}oksi)fenil]-1-(4-{4-{2-(4-metilfenoksi)etil}benzil}piperazin-1-il)but-2-en-1-on,
(E)-1-(4-{4-[2-(4-fluorofenoksi)propil]benzil}piperazin-1-il)-3-[4-({5-[(4-metoksibenzil)oksi]piridin-2-il}oksi)-3,5-dimetilfenil]prop-2-en-1-on,
(E)-3-[3-kloro-5-metil-4-({5-[(4-metilbenzil)oksi]piridin-2-il}oksi)fenil]-1-(4-{4-[2-(4-fluorofenoksi)etil]benzil}piperazin-1-il)but-2-en-1-on,
(E)-3-[3-kloro-5-metil-4-({5-[(4-metilbenzil)oksi]piridin-2-il}oksi)fenil]-1-(4-{4-[2-(4-fluorofenoksi)etil]benzil}piperazin-1-il)-2-metilbut-2-en-1-on,
(E)-3-[3-kloro-4-({5-[(4-fluorobenzil)oksi]piridin-2-il}oksi)fenil]-1-(4-{4-[2-(3-metoksifenoksi)etil]benzil}piperazin-1-il)prop-2-en-1-on,
(E)-1-[4-(4-klorobenzil)piperazin-1-il]-3-[3-kloro-4-({5-[2-(4-klorofenil)etoksi]piridin-2-il}oksi)-5-metilfenil]prop-2-en-1-on,
(E)-3-[3-kloro-4-({5-[(4-klorobenzil)oksi]piridin-2-il}oksi)-5-metilfenil]-1-(4-{4-[2-(4-metilfenoksi)etil]benzil}piperazin-1-il)prop-2-en-1-on,
(E)-3-[3-kloro-4-({5-[(4-fluorobenzil)oksi]piridin-2-il}oksi)-5-metilfenil]-1-[4-(4-metilbenzil)piperazin-1-il]prop-2-en-1-on, and
(E)-3-[3-kloro-4-({5-[(4-klorobenzil)oksi]piridin-2-il}oksi)-5-metilfenil]-1-[4-(4-metilbenzil)piperazin-1-il]prop-2-en-1-on.
8. Spoj u skladu s patentnim zahtjevom 1, naznačen time da se bira iz skupine koju čine
(2E)-3-[4-({5-[(4-metoksibenzil)oksi]piridin-2-il}oksi)-3,5-dimetilfenil]-1-(4-{4-[(1E)-3-(4-metilfenoksi)prop-1-en-1-il]benzil}piperazin-1-il)prop-2-en-1-on,
(E)-3-[3-kloro-5-metil-4-({5-[(4-metilbenzil)oksi]piridin-2-il}oksi)fenil]-1-[4-(4-{2-[4-(propan-2-il)fenoksi]etil}benzil)-1,4-diazepan-1-il]prop-2-en-1-on,
4-{2-[4-({4-[(E)-3-{3-kloro-5-metil-4-[(5-{[4-(trifluorometil)benzil]oksi}piridin-2-il)oksi]fenil}prop-2-enoil]piperazin-1-il}metil)fenil]etoksi}benzonitril,
(E)-3-[3-kloro-5-metil-4-({5-[(4-metilbenzil)oksi]piridin-2-il}oksi)fenil]-1-(4-{4-[2-(4-etoksifenoksi)etoksi]benzil}piperazin-1-il)prop-2-en-1-on,
(E)-3-[3-kloro-5-metil-4-({5-[(4-metilbenzil)oksi]-piridin-2-il}oksi)fenil]-1-[4-(4-{2-[4-(dimetilamino)fenoksi]etil}benzil)piperazin-1-il]prop-2-en-1-on,
(E)-3-{3-kloro-5-metil-4-[(5-{[4-(propan-2-il)benzil]oksi}piridin-2-il)oksi]fenil}-1-[4-(4-metilbenzil)piperazin-1-il]prop-2-en-1-on,
(E)-3-[3-kloro-5-metil-4-({5-[(4-metilbenzil)oksi]piridin-2-il}oksi)fenil]-1-[4-(4-metilbenzil)piperazin-1-il]prop-2-en-1-on,
(E)-1-[4-(4-{2-[(4-klorobenzil)oksi]etil}benzil)piperazin-1-il]-3-(3,5-dimetil-4-{[5-(piridin-4-ilmetoksi)piridin-2-il]oksi}fenil)prop-2-en-1-on,
(f)-3-[3-kloro-4-({5-[(2-klorobenril)oksi]piridin-2-il}oksi)-5-metilfenil]-1-[4-(4-ethenilbenzil)piperazin-1-il]prop-2-en-1-on,
(E)-3-[3-kloro-5-metil-4-({5-[(4-metilbenzil)oksi]piridin-2-il}oksi)fenil]-1-[(3S)-4-{4-[2-(4-fluorofenoksi)etil]-benzil}-3-metilpiperazin-1-il]prop-2-en-1-on,
4-{[((6-{4-[(E)-3-(2-{4-[2-(4-metoksifenoksi)etil]benzil}-1,2,5-oxadiazepan-5-il)-3-oksoprop-1-en-1-il]-2,6-dimetilfenoksi}piridin-3-il)oksi]metil}benzonitril,
(2E)-3-[4-({5-[(4-fluorobenzil)oksi]piridin-2-il}oksi)-3,5-dimetilfenil]-1-(4-{3-metil-4-[(1E)-3-(4-metilfenoksi)prop-1-en-1-il]benzil}piperazin-1-il)prop-2-en-1-on,
(E)-3-[3-kloro-5-metil-4-({5-[(4-metilbenzil)oksi]piridin-2-il}oksi)fenil]-1-(4-{4-[2-(4-klorofenoksi)etil]benzil}piperazin-1-il)prop-2-en-1-on hidroklorid,
(E)-3-[3-kloro-5-metil-4-({5-[(4-metilbenzil)oksi]piridin-2-il}oksi)fenil]-2-metil-1-(4-{4-[2-(4-metilfenoksi)etil]benzil}piperazin-1-il)prop-2-en-1-on hidroklorid,
(E)-3-[3-kloro-4-({5-[(3-fluoro-4-metilbenzil)oksi]piridin-2-il}oksi)-5-metilfenil]-1-(4-{4-[2-(4-klorofenoksi)etil]benzil}piperazin-1-il)prop-2-en-1-on hidroklorid,
(E)-3-[3-kloro-4-({5-[(3-fluoro-4-metilbenzil)oksi]piridin-2-il}oksi)-5-metilfenil]-1-(4-{4-[2-(4-metoksifenoksi)etil]benzil}piperazin-1-il)prop-2-en-1-on hidroklorid,
(E)-3-[3-kloro-4-({5-[(4klorobenril)oksi]piridin-2-il}oksi)-5-metilfenil]-1-(4-{4-[2-(4-fluorofenoksi)etil]benzil}piperazin-1-il)prop-2-en-1-on hidroklorid,
(E)-3-[3-kloro-5-metil-4-({5-[(4-metilbenzil)oksi]piridin-2-il}oksi)fenil]-1-(4-{4-[2-(4-fluorofenoksi)etil]benzil}piperazin-1-il)prop-2-en-1-on hidroklorid,
(E)-3-[3-kloro-5-metil-4-({5-[(4-metilbenzil)oksi]piridin-2-il}oksi)fenil]-1-(4-{4-[2-(4-metilfenoksi)etil]benzil}piperazin-1-il)prop-2-en-1-on hidroklorid,
(E)-3-[3-kloro-4-({5-[(4-fluorobenzil)oksi]piridin-2-il}oksi)-5-metilfenil]-1-(4-{4-[2-(4-fluorofenoksi)etil]benzil}piperazin-1-il)prop-2-en-1-on hidroklorid,
(E)-3-[3-kloro-4-({5-[(4-fluorobenzil)oksi]piridin-2-il}oksi)-5-metilfenil]-1-[4-(4-{2-[4-(propan-2-il)fenoksi]etil}benzil)piperazin-1-il]prop-2-en-1-on hidroklorid,
(E)-3-[3-kloro-5-metil-4-({5-[(4-metilbenzil)oksi]piridin-2-il}oksi)fenil]-1-(4-{4-[2-(4-metoksifenoksi)etil]benzil}piperazin-1-il)prop-2-en-1-on hidroklorid,
(E)-3-[3-kloro-4-({5-[(6-kloropiridin-3-il)metoksi]piridin-2-il}oksi)-5-metilfenil]-1-[4-(4-{2-[4-(propan-2-il)fenoksi]etil} benzil)piperazin-1-il]prop-2-en-1-on hidroklorid,
(E)-3-(3-kloro-5-metil-4-{[5-(piridin-3-ilmetoksi)piridin-2-il]oksi}fenil)-1-[4-(4-{2-[4-(propan-2-il)fenoksi]etil}benzil)piperazin-1-il]prop-2-en-1-on hidroklorid,
(E)-3-[3-kloro-4-({5-[(2-fluorobenzil)oksi]piridin-2-il}oksi)-5-metilfenil]-1-(4-{4-[2-(4-fluorofenoksi)etil]benzil}piperazin-1-il)prop-2-en-1-on-hidroklorid,
(E)-3-[3-kloro-5-metil-4-({5-[(2-metilbenzil)oksi]piridin-2-il}oksi)fenil]-1-(4-{4-[2-(4-fluorofenoksi)etil]benzil}piperazin-1-il)prop-2-en-1-on hidroklorid,
(E)-3-[3-kloro-4-({5-[(2-klorobenzil)oksi]piridin-2-il}oksi)-5-metilfenil]-1-(4-{4-[2-(4-fluorofenoksi)etil]benzil}piperazin-1-il)prop-2-en-1-on hidroklorid,
(E)-3-[3-kloro-4-({5-[(2-fluorobenzil)oksi]piridin-2-il}oksi)-5-metilfenil]-1-(4-{4-[2-(4-metilfenoksi)etil]benzil}piperazin-1-il)prop-2-en-1-on hidroklorid,
(E)-3-[3-kloro-4-({5-[(2-klorobenzil)oksi]piridin-2-il}oksi)-5-metilfenil]-1-(4-{4-[2-(4-metilfenoksi)etil]benzil}piperazin-1-il)prop-2-en-1-on hidroklorid,
(E)-3-[3-kloro-4-({5-[(2-fluorobenzil)oksi]piridin-2-il}oksi}-5-metilfenil]-1-[4-(4-{2-[4-(propan-2-il)fenoksi]etil}benzil)piperazin-1-il]prop-2-en-1-on hidroklorid,
(E)-3-[3-kloro-4-({5-[(2-klorobenzil)oksi]piridin-2-il}oksi)-5-metilfenil]-1-(4-{4-[2-(4-klorofenoksi)etil]benzil}piperazin-1-il)prop-2-en-1-on hidroklorid,
(E)-3-[4-({5-[(2-klorobenzil)oksi]piridin-2-il}oksi)-3-metoksifenil]-1-(4-{4-[2-(4-metilfenoksi)etil]benzil}piperazin-1-il)prop-2-en-1-on hidroklorid,
(E)-3-[3-kloro-4-({5-[(3-kloro-2-fluorobenzil)oksi]piridin-2-il}oksi)-5-metilfenil]-1-(4-{4-[2-(4-fluorofenoksi)etil]benzil}piperazin-1-il)prop-2-en-1-on hidroklorid,
(E)-3-[3-kloro-4-({5-[(2,3-difluorobenzil)oksi]piridin-2-il}oksi)-5-metilfenil]-1-(4-{4-[2-(4-metilfenoksi)etil]benzil} piperazin-1-il)prop-2-en-1-on hidroklorid,
(E)-3-[4-({5-[(2-klorobenzil)oksi]piridin-2-il}oksi)-3-metilfenil]-1-[4-(4-{2-[4-(propan-2-il)fenoksi]etil}benzil)piperazin-1-il]prop-2-en-1-on hidroklorid,
(E)-3-[3-kloro-5-metil-4-({5-[(4-metilbenzil)oksi]piridin-2-il}oksi)fenil]-1-(4-{4-[2-(4-metilfenoksi)propil]benzil}piperazin-1-il)prop-2-en-1-on hidroklorid,
[6-({5-[(2,3-difluorobenzil)oksi]piridin-2-il}oksi)naphthalen-2-il][4-(4-{2-[4-(propan-2-il)fenoksi]etil}benzil)piperazin-1-il]methanone hidroklorid,
4-{[((6-{4-[(E)-3-(4-{4-[2-(4-klorofenoksi)etil]benzil}piperazin-1-il)-3-oksoprop-1-en-1-il]-2,6-dimetilfenoksi}piridin-3-il)oksi]metil}benzonitril hidroklorid,
4-({[6-(2-fluoro-4-{(E)-3-okso-3-[4-(4-{2-[4-(propan-2-il)fenoksi]etil}benzil)piperazin-1-il]prop-1-en-1-il}fenoksi)piridin-3-il]oksi}metil)benzonitril hidroklorid,
(E)-3-(3,5-dimetil-4-{[5-(1,3-tiazol-5-ilmetoksi)piridin-2-il]oksi}fenil)-1-(4-{4-[2-(3-etoksifenoksi)etil]benzil}piperazin-1-il)prop-2-en-1-on hidroklorid,
(E)-3-(3,5-dimetil-4-{[5-(1,3-tiazol-5-ilmetoksi)piridin-2-il]oksi}fenil)-1-[4-(4-{2-[4-(propan-2-il)fenoksi]etil}benzil)piperazin-1-il]prop-2-en-1-on hidroklorid,
(E)-3-(3,5-dimetil-4-{[5-(1,3-tiazol-5-ilmetoksi)piridin-2-il]oksi}fenil)-1-(4-{4-[2-(4-metilfenoksi)etil]benzil}piperazin-1-il)prop-2-en-1-on hidroklorid,
(E)-3-{3,5-dimetil-4-{[5-(1,3-tiazol-4-ilmetoksi)piridin-2-il]oksi}fenil)-1-[4-(4-{2-[4-(propan-2-il)fenoksi]etil}benzil)piperazin-1-il]prop-2-en-1-on hidroklorid,
(E)-3-(3,5-dimetil-4-{[5-(1,3-tiazol-4-ilmetoksi)piridin-2-il]oksi}fenil)-1-(4-{4-[2-(4-metilfenoksi)etil]benzil}piperazin-1-il)prop-2-en-1-on hidroklorid,
(E)-3-[3-kloro-4-({S-[(2-klorobenzil)oksi]piridin-2-il}oksi)-5-metilfenil]-1-[4-(4-{2-[4-(propan-2-il)fenoksi]etil}benzil)piperazin-1-il]prop-2-en-1-on hidroklorid,
(E)-3-[4-({5-[(4-metoksibenzil)oksi]piridin-2-il}oksi)-3,5-dimetilfenil]-1-(4-{2-metil-4-[2-(4-metilfenoksi)etil]benzil}piperazin-1-il)prop-2-en-1-on hidroklorid,
4-{[((6-{2-kloro-6-metil-4-[(E)-3-okso-3-{4-[4-(2-{[5-(trifluorometil)piridin-2-il]oksi}etil)benzil]piperazin-1-il}prop-1-en-1-il]fenoksi}piridin-3- il)oksi]metil}benzonitril hidroklorid,
4-{[((6-{4-[(E)-3-(4-{4-[2-(4-klorofenoksi)etil]-3-fluorobenzil}piperazin-1-il)-3-oksoprop-1-en-1-il]-2,6-dimetilfenoksi}piridin-3-il)oksi]metil}benzonitril hidroklorid,
4-({[6-(4-{(E)-3-[4-(2-fluoro-4-{2-[4-(trifluorometil)fenoksi]etil}benzil)piperazin-1-il]-3-oksoprop-1-en-1-il}-2,6-dimetilfenoksi)piridin-3-il]oksi}metil)benzonitril hidroklorid,
4-{[((6-{2-kloro-4-[(E)-3-(4-{4-[3-(4-fluorofenoksi)propil]benzil}piperazin-1-il)-3-oksoprop-1-en-1-il]-6-metilfenoksi}piridin-3-il)oksi]metil}benzonitril hidroklorid,
4-{[((6-{2-kloro-6-metil-4-[(E)-3-(4-{4-[3-(4-metilfenoksi)propil]benzil}piperazin-1-il)-3-oksoprop-1-en-1-il]fenoksi}piridin-3-il)oksi]metil}benzonitril hidroklorid,
4-({[6-(2-kloro-4-{(E)-3-[4-(3-fluoro-4-{[4-(propan-2- iloksi)fenoksi]metil}benzil)piperazin-1-il]-3-oksoprop-1-en-1-il}-6-metilfenoksi)piridin-3-il]oksi}metil)benzonitril hidroklorid,
4-{[((6-{2-kloro-4-[(E)-3-(4-{3-fluoro-4-[(4-fluorofenoksi)metil]benzil}piperazin-1-il)-3-oksoprop-1-en-1-il]-6-metilfenoksi}piridin-3-il)oksi]metil}benzonitril hidroklorid,
4-({[6-(2,6-dimetil-4-{(E)-3-okso-3-[4-(4-{[4-(propan-2- iloksi)fenoksi]metil}benzil)piperazin-1-il]prop-1-en-1-il}fenoksi)piridin-3- il]oksi}metil)benzonitril hidroklorid,
(E)-3-(3,5-dimetil-4-{[5-(1,3-tiazol-4-ilmetoksi)piridin-2-il]oksi}fenil)-1-[4-(4-{[4-(propan-2-il)fenoksi]metil}benzil)piperazin-1-il]prop-2-en-1-on hidroklorid,
4-({[6-(4-{(1E)-3-[4-(4-{(1E)-3-[(5-bromopiridin-2-il)oksi]prop-1-en-1- il}benzil)piperazin-1-il]-3-oksoprop-1-en-1-il}-2-kloro-6-metilfenoksi)piridin-3- il]oksi}metil)benzonitril hidroklorid,
4-({[6-(2-kloro-4-{(E)-3-[4-(4-{2-[(4-metoksifenil)amino]etil}benzil)piperazin-1-il]-3-oksoprop-1-en-1-il}fenoksi)piridin-3-il]oksi}metil)benzonitril dihidroklorid,
(E)-3-[3-kloro-4-({5-[(2-klorobenzil)oksi]piridin-2-il}oksi)-5-metilfenil]-1-(4-{[2-(4-metoksifenoksi)quinolin-6-il]metil}piperazin-1-il)prop-2-en-1-on hidroklorid,
(E)-3-{3-kloro-5-metil-4-[(5-{[4-(trifluorometil)benzil]oksi}piridin-2-il)oksi]fenil}-1-(4-{4-[2-(4-metoksifenil)etoksi]benzil}piperazin-1-il)prop-2-en-1-on hidroklorid,
4-{[((6-{4-[(E)-3-{4-[4-(4-klorofenoksi)benzil]piperazin-1-il}-3-oksoprop-1-en-1- il]-2,6-dimetilfenoksi}piridin-3-il)oksi]metil}benzonitril hidroklorid,
(E)-3-[3-kloro-5-metil-4-({5-[(4-metilbenzil)oksi]piridin-2-il}oksi)fenil]-2-metil-1-(4-{4-[2-(4-metilfenoksi)etil]benzil}piperazin-1-il)but-2-en-1-on hidrobromid,
(E)-3-[3-kloro-5-metil-4-({5-[(4-metilbenzil)oksi]piridin-2-il}oksi)fenil]-1-(4-{4-[2-(4-metilfenoksi)etil]benzil}piperazin-1-il)but-2-en-1-on hidrobromid,
(E)-1-(4-{4-[2-(4-fluorofenoksi)propil]benzil}piperazin-1-il)-3-[4-({5-[(4- metoksibenzil)oksi]piridin-2-il}oksi)-3,5-dimetilfenil]prop-2-en-1-on hidrobromid,
(E)-3-[3-kloro-5-metil-4-({5-[(4-metilbenzil)oksi]piridin-2-il}oksi)fenil]-1-(4-{4-[2-(4-fluorofenoksi)etil]benzil}piperazin-1-il)but-2-en-1-on ethanedioate,
(E)-3-[3-kloro-5-metil-4-({5-[(4-metilbenzil)oksi]piridin-2-il}oksi)fenil]-1-(4-{4-[2-(4-fluorofenoksi)etil]benzil}piperazin-1-il)-2-metilbut-2-en-1-on ethanedioate,
(E)-3-[3-kloro-4-({5-[(4-fluorobenzil)oksi]piridin-2-il}oksi)fenil]-1-(4-{4-[2-(3-metoksifenoksi)etil]benzil}piperazin-1-il)prop-2-en-1-on hidroklorid,
(E)-1-[4-(4-klorobenzil)piperazin-1-il]-3-[3-kloro-4-({5-[2-(4-klorofenil)etoksi]piridin-2-il}oksi)-5-metilfenil]prop-2-en-1-on hidroklorid,
(E)-3-[3-kloro-4-({5-[(4-klorobenzil)oksi]piridin-2-il}oksi)-5-metilfenil]-1-(4-{4-[2-(4-metilfenoksi)etil]benzil}piperazin-1-il)prop-2-en-1-on hidroklorid,
(E)-3-[3-kloro-4-({5-[(4-fluorobenzil)oksi]piridin-2-il}oksi)-5-metilfenil]-1-[4-(4-metilbenzil)piperazin-1-il]prop-2-en-1-on hidroklorid, i
(E)-3-[3-kloro-4-({5-[(4-klorobenzil)oksi]piridin-2-il}oksi)-5-metilfenil]-1-[4-(4- metilbenzil)piperazin-1-il]prop-2-en-1-on hidroklorid.
9. Farmaceutski pripravak, naznačen time da sadrži spoj predstavljen općom formulom (1) ili njegove soli prema zahtjevu 1 i farmaceutski prihvatljiv nosač.
10. Farmaceutski pripravak prema zahtjevu 9, naznačen time da je namijenjen prevenciji i/ili liječenju raka.
11. Spoj predstavljen općom formulom (1) ili njegove soli prema zahtjevu 1, naznačen time da je namijenjen za upotrebu u farmaceutskom pripravku.
12. Spoj predstavljen općom formulom (1) ili njegova sol prema zahtjevu 1, naznačen time da se rabi kao farmaceutski pripravak.
13. Upotreba spoja predstavljenog općom formulom (1) ili njegova sol prema zahtjevu 1, naznačena time da se rabi za proizvodnju farmaceutskog pripravka.
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