JP2019537571A5 - - Google Patents
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- JP2019537571A5 JP2019537571A5 JP2019520588A JP2019520588A JP2019537571A5 JP 2019537571 A5 JP2019537571 A5 JP 2019537571A5 JP 2019520588 A JP2019520588 A JP 2019520588A JP 2019520588 A JP2019520588 A JP 2019520588A JP 2019537571 A5 JP2019537571 A5 JP 2019537571A5
- Authority
- JP
- Japan
- Prior art keywords
- dimethylisoxazole
- pyrrolidine
- benzo
- imidazol
- difluorophenyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
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- -1 3,5-dimethylisoxazole-4-yl Chemical group 0.000 claims 215
- 125000003037 imidazol-2-yl group Chemical group [H]N1C([*])=NC([H])=C1[H] 0.000 claims 83
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical group O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 claims 73
- XUWHAWMETYGRKB-UHFFFAOYSA-N piperidin-2-one Chemical group O=C1CCCCN1 XUWHAWMETYGRKB-UHFFFAOYSA-N 0.000 claims 25
- 150000001875 compounds Chemical class 0.000 claims 20
- 125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 claims 15
- 125000004189 3,4-dichlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(Cl)C([H])=C1* 0.000 claims 12
- 206010028980 Neoplasm Diseases 0.000 claims 9
- 125000002962 imidazol-1-yl group Chemical group [*]N1C([H])=NC([H])=C1[H] 0.000 claims 8
- 238000000034 method Methods 0.000 claims 8
- 201000011510 cancer Diseases 0.000 claims 7
- YPWFISCTZQNZAU-UHFFFAOYSA-N Thiane Chemical compound C1CCSCC1 YPWFISCTZQNZAU-UHFFFAOYSA-N 0.000 claims 5
- 125000003118 aryl group Chemical group 0.000 claims 5
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims 5
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims 4
- 239000003814 drug Substances 0.000 claims 4
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 3
- 125000001072 heteroaryl group Chemical group 0.000 claims 3
- 239000003112 inhibitor Substances 0.000 claims 3
- CTAPFRYPJLPFDF-UHFFFAOYSA-N isoxazole Chemical compound C=1C=NOC=1 CTAPFRYPJLPFDF-UHFFFAOYSA-N 0.000 claims 3
- 150000003839 salts Chemical class 0.000 claims 3
- 229940124597 therapeutic agent Drugs 0.000 claims 3
- JXEHOLBKBUDBMX-OGDGHAERSA-N (5S)-1-(3,4-difluorophenyl)-5-[5-(3,5-dimethyl-1,2-oxazol-4-yl)-1-(2-hydroxypropyl)benzimidazol-2-yl]pyrrolidin-2-one Chemical compound CC(O)Cn1c(nc2cc(ccc12)-c1c(C)noc1C)[C@@H]1CCC(=O)N1c1ccc(F)c(F)c1 JXEHOLBKBUDBMX-OGDGHAERSA-N 0.000 claims 2
- REIBXPXUCPDXOM-XXBNENTESA-N (5S)-5-[1-[(1R)-3,3-difluorocyclopentyl]-5-(3,5-dimethyl-1,2-oxazol-4-yl)benzimidazol-2-yl]-1-(3-fluoro-4-methoxyphenyl)pyrrolidin-2-one Chemical compound FC1(C[C@@H](CC1)N1C(=NC2=C1C=CC(=C2)C=1C(=NOC=1C)C)[C@@H]1CCC(N1C1=CC(=C(C=C1)OC)F)=O)F REIBXPXUCPDXOM-XXBNENTESA-N 0.000 claims 2
- OIJFMBYWYMOYGI-QPPBQGQZSA-N (5S)-5-[5-(3,5-dimethyl-1,2-oxazol-4-yl)-1-[(3R)-1-methylsulfonylpyrrolidin-3-yl]benzimidazol-2-yl]-1-[4-(trifluoromethyl)phenyl]pyrrolidin-2-one Chemical compound Cc1noc(C)c1-c1ccc2n([C@@H]3CCN(C3)S(C)(=O)=O)c(nc2c1)[C@@H]1CCC(=O)N1c1ccc(cc1)C(F)(F)F OIJFMBYWYMOYGI-QPPBQGQZSA-N 0.000 claims 2
- 125000004211 3,5-difluorophenyl group Chemical group [H]C1=C(F)C([H])=C(*)C([H])=C1F 0.000 claims 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 2
- 102000012338 Poly(ADP-ribose) Polymerases Human genes 0.000 claims 2
- 108010061844 Poly(ADP-ribose) Polymerases Proteins 0.000 claims 2
- 229920000776 Poly(Adenosine diphosphate-ribose) polymerase Polymers 0.000 claims 2
- NZNMSOFKMUBTKW-UHFFFAOYSA-N cyclohexanecarboxylic acid Chemical compound OC(=O)C1CCCCC1 NZNMSOFKMUBTKW-UHFFFAOYSA-N 0.000 claims 2
- YFPCLQKFNXUAAK-UHFFFAOYSA-N cyclopentyl acetate Chemical compound CC(=O)OC1CCCC1 YFPCLQKFNXUAAK-UHFFFAOYSA-N 0.000 claims 2
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 2
- 230000000694 effects Effects 0.000 claims 2
- 125000000623 heterocyclic group Chemical group 0.000 claims 2
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 claims 2
- NYCVCXMSZNOGDH-UHFFFAOYSA-N pyrrolidine-1-carboxylic acid Chemical compound OC(=O)N1CCCC1 NYCVCXMSZNOGDH-UHFFFAOYSA-N 0.000 claims 2
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 2
- ZBIORFWTWOHVLU-ZJSXRUAMSA-N (5R)-5-[5-(3,5-dimethyl-1,2-oxazol-4-yl)-1-[(3R)-1-methylsulfonylpyrrolidin-3-yl]benzimidazol-2-yl]-1-(3-fluorophenyl)pyrrolidin-2-one Chemical compound CC1=NOC(=C1C1=CC2=C(N(C(=N2)[C@H]2CCC(N2C2=CC(=CC=C2)F)=O)[C@H]2CN(CC2)S(=O)(=O)C)C=C1)C ZBIORFWTWOHVLU-ZJSXRUAMSA-N 0.000 claims 1
- BXMMBJZCICOLJZ-ZJSXRUAMSA-N (5R)-5-[5-(3,5-dimethyl-1,2-oxazol-4-yl)-1-[(3R)-1-methylsulfonylpyrrolidin-3-yl]benzimidazol-2-yl]-1-phenylpyrrolidin-2-one Chemical compound CC1=NOC(=C1C1=CC2=C(N(C(=N2)[C@H]2CCC(N2C2=CC=CC=C2)=O)[C@H]2CN(CC2)S(=O)(=O)C)C=C1)C BXMMBJZCICOLJZ-ZJSXRUAMSA-N 0.000 claims 1
- LSYSNZWPNDLMJT-VWLOTQADSA-N (5S)-1-(3,4-dichlorophenyl)-5-[5-(3,5-dimethyl-1,2-oxazol-4-yl)-1-(1-methylsulfonylpiperidin-4-yl)benzimidazol-2-yl]pyrrolidin-2-one Chemical compound ClC=1C=C(C=CC=1Cl)N1C(CC[C@H]1C1=NC2=C(N1C1CCN(CC1)S(=O)(=O)C)C=CC(=C2)C=1C(=NOC=1C)C)=O LSYSNZWPNDLMJT-VWLOTQADSA-N 0.000 claims 1
- JOSVVJCONODIKB-WNEJPSKBSA-N (5S)-1-(3,4-dichlorophenyl)-5-[5-(3,5-dimethyl-1,2-oxazol-4-yl)-1-(4-hydroxycyclohexyl)benzimidazol-2-yl]pyrrolidin-2-one Chemical compound Cc1noc(C)c1-c1ccc2n(C3CCC(O)CC3)c(nc2c1)[C@@H]1CCC(=O)N1c1ccc(Cl)c(Cl)c1 JOSVVJCONODIKB-WNEJPSKBSA-N 0.000 claims 1
- QQABZVCPNWWMAA-YJLYGGOZSA-N (5S)-1-(3,4-dichlorophenyl)-5-[5-(3,5-dimethyl-1,2-oxazol-4-yl)-1-[(1R,3R)-3-hydroxycyclopentyl]benzimidazol-2-yl]pyrrolidin-2-one Chemical compound ClC=1C=C(C=CC=1Cl)N1C(CC[C@H]1C1=NC2=C(N1[C@H]1C[C@@H](CC1)O)C=CC(=C2)C=1C(=NOC=1C)C)=O QQABZVCPNWWMAA-YJLYGGOZSA-N 0.000 claims 1
- MIVMMBNMIRJOBR-QHCPKHFHSA-N (5S)-1-(3,4-difluorophenyl)-5-[5-(3,5-dimethyl-1,2-oxazol-4-yl)-1-(1,3-thiazol-4-ylmethyl)benzimidazol-2-yl]pyrrolidin-2-one Chemical compound Cc1noc(C)c1-c1ccc2n(Cc3cscn3)c(nc2c1)[C@@H]1CCC(=O)N1c1ccc(F)c(F)c1 MIVMMBNMIRJOBR-QHCPKHFHSA-N 0.000 claims 1
- BLJLQCZVQABBHU-WIIYFNMSSA-N (5S)-1-(3,4-difluorophenyl)-5-[5-(3,5-dimethyl-1,2-oxazol-4-yl)-1-(1-methylpyrrolidin-3-yl)benzimidazol-2-yl]pyrrolidin-2-one Chemical compound FC=1C=C(C=CC=1F)N1C(CC[C@H]1C1=NC2=C(N1C1CN(CC1)C)C=CC(=C2)C=1C(=NOC=1C)C)=O BLJLQCZVQABBHU-WIIYFNMSSA-N 0.000 claims 1
- STOMFPNBLULCGG-WFCDKWQMSA-N (5S)-1-(3,4-difluorophenyl)-5-[5-(3,5-dimethyl-1,2-oxazol-4-yl)-1-(2-methyloxan-4-yl)benzimidazol-2-yl]pyrrolidin-2-one Chemical compound FC=1C=C(C=CC=1F)N1C(CC[C@H]1C1=NC2=C(N1C1CC(OCC1)C)C=CC(=C2)C=1C(=NOC=1C)C)=O STOMFPNBLULCGG-WFCDKWQMSA-N 0.000 claims 1
- MGEBXIDSZOPBPD-QHCPKHFHSA-N (5S)-1-(3,4-difluorophenyl)-5-[5-(3,5-dimethyl-1,2-oxazol-4-yl)-1-(2-methylpropyl)benzimidazol-2-yl]pyrrolidin-2-one Chemical compound FC=1C=C(C=CC=1F)N1C(CC[C@H]1C1=NC2=C(N1CC(C)C)C=CC(=C2)C=1C(=NOC=1C)C)=O MGEBXIDSZOPBPD-QHCPKHFHSA-N 0.000 claims 1
- XDIXTBJESCLKOS-QHCPKHFHSA-N (5S)-1-(3,4-difluorophenyl)-5-[5-(3,5-dimethyl-1,2-oxazol-4-yl)-1-(3-methoxypropyl)benzimidazol-2-yl]pyrrolidin-2-one Chemical compound FC=1C=C(C=CC=1F)N1C(CC[C@H]1C1=NC2=C(N1CCCOC)C=CC(=C2)C=1C(=NOC=1C)C)=O XDIXTBJESCLKOS-QHCPKHFHSA-N 0.000 claims 1
- FBRULYOLFNZEHJ-QFIPXVFZSA-N (5S)-1-(3,4-difluorophenyl)-5-[5-(3,5-dimethyl-1,2-oxazol-4-yl)-1-propylbenzimidazol-2-yl]pyrrolidin-2-one Chemical compound FC=1C=C(C=CC=1F)N1C(CC[C@H]1C1=NC2=C(N1CCC)C=CC(=C2)C=1C(=NOC=1C)C)=O FBRULYOLFNZEHJ-QFIPXVFZSA-N 0.000 claims 1
- ZXHMDXFSZLXPMZ-IBGZPJMESA-N (5S)-1-(3,4-difluorophenyl)-5-[6-(3,5-dimethyl-1,2-oxazol-4-yl)-1H-benzimidazol-2-yl]pyrrolidin-2-one Chemical compound FC=1C=C(C=CC=1F)N1C(CC[C@H]1C1=NC2=C(N1)C=CC(=C2)C=1C(=NOC=1C)C)=O ZXHMDXFSZLXPMZ-IBGZPJMESA-N 0.000 claims 1
- VUHJNIVODXDQQT-DEOSSOPVSA-N (5S)-1-(3-chloro-4-methoxyphenyl)-5-[1-(4,4-difluorocyclohexyl)-5-(3,5-dimethyl-1,2-oxazol-4-yl)benzimidazol-2-yl]pyrrolidin-2-one Chemical compound ClC=1C=C(C=CC=1OC)N1C(CC[C@H]1C1=NC2=C(N1C1CCC(CC1)(F)F)C=CC(=C2)C=1C(=NOC=1C)C)=O VUHJNIVODXDQQT-DEOSSOPVSA-N 0.000 claims 1
- FWMSYRJASDIZFN-FPGHNAPASA-N (5S)-1-(3-chloro-4-methoxyphenyl)-5-[5-(3,5-dimethyl-1,2-oxazol-4-yl)-1-[(1R,3R)-3-hydroxycyclopentyl]benzimidazol-2-yl]pyrrolidin-2-one Chemical compound ClC=1C=C(C=CC=1OC)N1C(CC[C@H]1C1=NC2=C(N1[C@H]1C[C@@H](CC1)O)C=CC(=C2)C=1C(=NOC=1C)C)=O FWMSYRJASDIZFN-FPGHNAPASA-N 0.000 claims 1
- WIOLKUXVELQOCK-YKSBVNFPSA-N (5S)-1-(3-chloro-4-methoxyphenyl)-5-[5-(3,5-dimethyl-1,2-oxazol-4-yl)-1-[(3R)-1-methylsulfonylpyrrolidin-3-yl]benzimidazol-2-yl]pyrrolidin-2-one Chemical compound ClC=1C=C(C=CC=1OC)N1C(CC[C@H]1C1=NC2=C(N1[C@H]1CN(CC1)S(=O)(=O)C)C=CC(=C2)C=1C(=NOC=1C)C)=O WIOLKUXVELQOCK-YKSBVNFPSA-N 0.000 claims 1
- STKUXGVVJSZLQW-WIIYFNMSSA-N (5S)-1-(4-chloro-3-fluorophenyl)-5-[5-(3,5-dimethyl-1,2-oxazol-4-yl)-1-(1-methylpyrrolidin-3-yl)benzimidazol-2-yl]pyrrolidin-2-one Chemical compound ClC1=C(C=C(C=C1)N1C(CC[C@H]1C1=NC2=C(N1C1CN(CC1)C)C=CC(=C2)C=1C(=NOC=1C)C)=O)F STKUXGVVJSZLQW-WIIYFNMSSA-N 0.000 claims 1
- JSLICXNQLYEHPA-YJLYGGOZSA-N (5S)-1-(4-chloro-3-fluorophenyl)-5-[5-(3,5-dimethyl-1,2-oxazol-4-yl)-1-[(1R,3R)-3-hydroxycyclopentyl]benzimidazol-2-yl]pyrrolidin-2-one Chemical compound Cc1noc(C)c1-c1ccc2n([C@@H]3CC[C@@H](O)C3)c(nc2c1)[C@@H]1CCC(=O)N1c1ccc(Cl)c(F)c1 JSLICXNQLYEHPA-YJLYGGOZSA-N 0.000 claims 1
- DBPNOZYOMBIZLU-QPPBQGQZSA-N (5S)-1-(4-chlorophenyl)-5-[5-(3,5-dimethyl-1,2-oxazol-4-yl)-1-[(3R)-1-methylsulfonylpyrrolidin-3-yl]benzimidazol-2-yl]pyrrolidin-2-one Chemical compound ClC1=CC=C(C=C1)N1C(CC[C@H]1C1=NC2=C(N1[C@H]1CN(CC1)S(=O)(=O)C)C=CC(=C2)C=1C(=NOC=1C)C)=O DBPNOZYOMBIZLU-QPPBQGQZSA-N 0.000 claims 1
- OCMWWEDOZWYQGM-JPYJTQIMSA-N (5S)-1-(5-chloro-6-methoxypyridin-3-yl)-5-[5-(3,5-dimethyl-1,2-oxazol-4-yl)-1-[(3R)-1-methylsulfonylpyrrolidin-3-yl]benzimidazol-2-yl]pyrrolidin-2-one Chemical compound ClC=1C=C(C=NC=1OC)N1C(CC[C@H]1C1=NC2=C(N1[C@H]1CN(CC1)S(=O)(=O)C)C=CC(=C2)C=1C(=NOC=1C)C)=O OCMWWEDOZWYQGM-JPYJTQIMSA-N 0.000 claims 1
- FXQOZZQJZSWVCH-DEOSSOPVSA-N (5S)-5-[1-(4,4-difluorocyclohexyl)-5-(3,5-dimethyl-1,2-oxazol-4-yl)benzimidazol-2-yl]-1-(3,4-difluorophenyl)pyrrolidin-2-one Chemical compound FC1(CCC(CC1)N1C(=NC2=C1C=CC(=C2)C=1C(=NOC=1C)C)[C@@H]1CCC(N1C1=CC(=C(C=C1)F)F)=O)F FXQOZZQJZSWVCH-DEOSSOPVSA-N 0.000 claims 1
- HRJALGCCGVUACN-DEOSSOPVSA-N (5S)-5-[1-(4,4-difluorocyclohexyl)-5-(3,5-dimethyl-1,2-oxazol-4-yl)benzimidazol-2-yl]-1-(3-fluoro-4-methoxyphenyl)pyrrolidin-2-one Chemical compound COc1ccc(cc1F)N1[C@@H](CCC1=O)c1nc2cc(ccc2n1C1CCC(F)(F)CC1)-c1c(C)noc1C HRJALGCCGVUACN-DEOSSOPVSA-N 0.000 claims 1
- OQXAIQCXLLFDQG-JPYJTQIMSA-N (5S)-5-[1-[(1R)-3,3-difluorocyclopentyl]-5-(3,5-dimethyl-1,2-oxazol-4-yl)benzimidazol-2-yl]-1-(3,4-difluorophenyl)pyrrolidin-2-one Chemical compound FC1(C[C@@H](CC1)N1C(=NC2=C1C=CC(=C2)C=1C(=NOC=1C)C)[C@@H]1CCC(N1C1=CC(=C(C=C1)F)F)=O)F OQXAIQCXLLFDQG-JPYJTQIMSA-N 0.000 claims 1
- NHAIOYZVZMAVEK-IBVKSMDESA-N (5S)-5-[1-[(3R)-1-cyclopropylsulfonylpyrrolidin-3-yl]-5-(3,5-dimethyl-1,2-oxazol-4-yl)benzimidazol-2-yl]-1-(3,4-difluorophenyl)pyrrolidin-2-one Chemical compound C1(CC1)S(=O)(=O)N1C[C@@H](CC1)N1C(=NC2=C1C=CC(=C2)C=1C(=NOC=1C)C)[C@@H]1CCC(N1C1=CC(=C(C=C1)F)F)=O NHAIOYZVZMAVEK-IBVKSMDESA-N 0.000 claims 1
- SMXKSNWAZBWQMF-VWLOTQADSA-N (5S)-5-[1-[(4,4-difluorocyclohexyl)methyl]-5-(3,5-dimethyl-1,2-oxazol-4-yl)benzimidazol-2-yl]-1-(3,4-difluorophenyl)pyrrolidin-2-one Chemical compound FC1(CCC(CC1)CN1C(=NC2=C1C=CC(=C2)C=1C(=NOC=1C)C)[C@@H]1CCC(N1C1=CC(=C(C=C1)F)F)=O)F SMXKSNWAZBWQMF-VWLOTQADSA-N 0.000 claims 1
- UOAIQKBWLVTYRU-SANMLTNESA-N (5S)-5-[1-benzyl-5-(3,5-dimethyl-1,2-oxazol-4-yl)benzimidazol-2-yl]-1-(3,4-difluorophenyl)pyrrolidin-2-one Chemical compound C(C1=CC=CC=C1)N1C(=NC2=C1C=CC(=C2)C=1C(=NOC=1C)C)[C@@H]1CCC(N1C1=CC(=C(C=C1)F)F)=O UOAIQKBWLVTYRU-SANMLTNESA-N 0.000 claims 1
- JWMDDGBGQPDRRZ-VWLOTQADSA-N (5S)-5-[5-(3,5-dimethyl-1,2-oxazol-4-yl)-1-(1-methylsulfonylpiperidin-4-yl)benzimidazol-2-yl]-1-(3-fluoro-4-methoxyphenyl)pyrrolidin-2-one Chemical compound CC1=NOC(=C1C1=CC2=C(N(C(=N2)[C@@H]2CCC(N2C2=CC(=C(C=C2)OC)F)=O)C2CCN(CC2)S(=O)(=O)C)C=C1)C JWMDDGBGQPDRRZ-VWLOTQADSA-N 0.000 claims 1
- FGLKKHAROSYDQM-DEOSSOPVSA-N (5S)-5-[5-(3,5-dimethyl-1,2-oxazol-4-yl)-1-(2-oxaspiro[3.3]heptan-6-yl)benzimidazol-2-yl]-1-(3-fluoro-4-methoxyphenyl)pyrrolidin-2-one Chemical compound CC1=NOC(=C1C1=CC2=C(N(C(=N2)[C@@H]2CCC(N2C2=CC(=C(C=C2)OC)F)=O)C2CC3(COC3)C2)C=C1)C FGLKKHAROSYDQM-DEOSSOPVSA-N 0.000 claims 1
- TVVBEZOVLLEEQW-BWKNWUBXSA-N (5S)-5-[5-(3,5-dimethyl-1,2-oxazol-4-yl)-1-[(3R)-1-methylsulfonylpyrrolidin-3-yl]benzimidazol-2-yl]-1-(2-methylphenyl)pyrrolidin-2-one Chemical compound Cc1noc(C)c1-c1ccc2n([C@@H]3CCN(C3)S(C)(=O)=O)c(nc2c1)[C@@H]1CCC(=O)N1c1ccccc1C TVVBEZOVLLEEQW-BWKNWUBXSA-N 0.000 claims 1
- XUXNRIMMAGAVHN-HXOBKFHXSA-N (5S)-5-[5-(3,5-dimethyl-1,2-oxazol-4-yl)-1-[(3R)-1-methylsulfonylpyrrolidin-3-yl]benzimidazol-2-yl]-1-(3,4,5-trifluorophenyl)pyrrolidin-2-one Chemical compound CC1=NOC(=C1C1=CC2=C(N(C(=N2)[C@@H]2CCC(N2C2=CC(=C(C(=C2)F)F)F)=O)[C@H]2CN(CC2)S(=O)(=O)C)C=C1)C XUXNRIMMAGAVHN-HXOBKFHXSA-N 0.000 claims 1
- DGGIXPDVUABBAR-RLWLMLJZSA-N (5S)-5-[5-(3,5-dimethyl-1,2-oxazol-4-yl)-1-[(3R)-1-methylsulfonylpyrrolidin-3-yl]benzimidazol-2-yl]-1-(3-ethoxy-5-fluorophenyl)pyrrolidin-2-one Chemical compound CCOc1cc(F)cc(c1)N1[C@@H](CCC1=O)c1nc2cc(ccc2n1[C@@H]1CCN(C1)S(C)(=O)=O)-c1c(C)noc1C DGGIXPDVUABBAR-RLWLMLJZSA-N 0.000 claims 1
- UROFXLADVMRGDG-YKSBVNFPSA-N (5S)-5-[5-(3,5-dimethyl-1,2-oxazol-4-yl)-1-[(3R)-1-methylsulfonylpyrrolidin-3-yl]benzimidazol-2-yl]-1-(3-fluoro-4-methoxyphenyl)pyrrolidin-2-one Chemical compound CC1=NOC(=C1C1=CC2=C(N(C(=N2)[C@@H]2CCC(N2C2=CC(=C(C=C2)OC)F)=O)[C@H]2CN(CC2)S(=O)(=O)C)C=C1)C UROFXLADVMRGDG-YKSBVNFPSA-N 0.000 claims 1
- RQNYVPBBMIRSAP-NLFFAJNJSA-N (5S)-5-[5-(3,5-dimethyl-1,2-oxazol-4-yl)-1-[(3R)-1-methylsulfonylpyrrolidin-3-yl]benzimidazol-2-yl]-1-(3-fluoro-5-methoxyphenyl)pyrrolidin-2-one Chemical compound COc1cc(F)cc(c1)N1[C@@H](CCC1=O)c1nc2cc(ccc2n1[C@@H]1CCN(C1)S(C)(=O)=O)-c1c(C)noc1C RQNYVPBBMIRSAP-NLFFAJNJSA-N 0.000 claims 1
- ZBIORFWTWOHVLU-QPPBQGQZSA-N (5S)-5-[5-(3,5-dimethyl-1,2-oxazol-4-yl)-1-[(3R)-1-methylsulfonylpyrrolidin-3-yl]benzimidazol-2-yl]-1-(3-fluorophenyl)pyrrolidin-2-one Chemical compound Cc1noc(C)c1-c1ccc2n([C@@H]3CCN(C3)S(C)(=O)=O)c(nc2c1)[C@@H]1CCC(=O)N1c1cccc(F)c1 ZBIORFWTWOHVLU-QPPBQGQZSA-N 0.000 claims 1
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| CN119684285A (zh) * | 2019-03-15 | 2025-03-25 | 福马治疗股份有限公司 | 抑制环amp-应答元件结合蛋白(creb) |
| CN112574178B (zh) * | 2019-09-27 | 2025-12-16 | 海创药业股份有限公司 | 一种氘代苯并咪唑类化合物及其作为ep300/cbp抑制剂的用途 |
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