JP2013537210A5 - - Google Patents
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- JP2013537210A5 JP2013537210A5 JP2013528663A JP2013528663A JP2013537210A5 JP 2013537210 A5 JP2013537210 A5 JP 2013537210A5 JP 2013528663 A JP2013528663 A JP 2013528663A JP 2013528663 A JP2013528663 A JP 2013528663A JP 2013537210 A5 JP2013537210 A5 JP 2013537210A5
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- pyridin
- methyl
- substituted
- dihydro
- 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.)
- Pending
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- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 79
- 150000001875 compounds Chemical class 0.000 claims description 30
- 125000005843 halogen group Chemical group 0.000 claims description 30
- 150000003839 salts Chemical class 0.000 claims description 28
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 20
- 125000006570 (C5-C6) heteroaryl group Chemical group 0.000 claims description 16
- 125000005842 heteroatom Chemical group 0.000 claims description 16
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 14
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 12
- 239000000203 mixture Substances 0.000 claims description 12
- 125000001424 substituent group Chemical group 0.000 claims description 12
- -1 —OH Chemical group 0.000 claims description 11
- 125000000217 alkyl group Chemical group 0.000 claims description 10
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 10
- 239000003795 chemical substances by application Substances 0.000 claims description 9
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 9
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 9
- 239000002246 antineoplastic agent Substances 0.000 claims description 8
- 201000010099 disease Diseases 0.000 claims description 7
- 208000035475 disorder Diseases 0.000 claims description 7
- 230000001404 mediated effect Effects 0.000 claims description 7
- 239000008194 pharmaceutical composition Substances 0.000 claims description 7
- 208000011580 syndromic disease Diseases 0.000 claims description 7
- 239000000654 additive Substances 0.000 claims description 6
- 230000000996 additive effect Effects 0.000 claims description 6
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 6
- 239000003937 drug carrier Substances 0.000 claims description 6
- 125000001624 naphthyl group Chemical group 0.000 claims description 6
- 101150051357 CYP17A1 gene Proteins 0.000 claims description 5
- 230000005764 inhibitory process Effects 0.000 claims description 5
- KJNWSJSISDSMFY-UHFFFAOYSA-N 2-(4-methylpyridin-3-yl)-3,4-dihydro-[1]benzothiolo[3,2-c]pyridin-1-one Chemical compound CC1=CC=NC=C1N1C(=O)C(C2=CC=CC=C2S2)=C2CC1 KJNWSJSISDSMFY-UHFFFAOYSA-N 0.000 claims description 4
- YZCKVEUIGOORGS-OUBTZVSYSA-N Deuterium Chemical group [2H] YZCKVEUIGOORGS-OUBTZVSYSA-N 0.000 claims description 4
- 230000001028 anti-proliverative effect Effects 0.000 claims description 4
- 229940127089 cytotoxic agent Drugs 0.000 claims description 4
- 229910052805 deuterium Inorganic materials 0.000 claims description 4
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 4
- NYWDCPLDDJAWEB-UHFFFAOYSA-N 1-ethyl-6-(4-methylpyridin-3-yl)-4,5-dihydropyrrolo[2,3-c]pyridin-7-one Chemical compound O=C1C=2N(CC)C=CC=2CCN1C1=CN=CC=C1C NYWDCPLDDJAWEB-UHFFFAOYSA-N 0.000 claims description 2
- 125000004066 1-hydroxyethyl group Chemical group [H]OC([H])([*])C([H])([H])[H] 0.000 claims description 2
- CHTFAUNNEPNVAA-UHFFFAOYSA-N 2-(3-methylimidazol-4-yl)-7-(trifluoromethyl)-3,4-dihydroisoquinolin-1-one Chemical compound CN1C=NC=C1N1C(=O)C2=CC(C(F)(F)F)=CC=C2CC1 CHTFAUNNEPNVAA-UHFFFAOYSA-N 0.000 claims description 2
- YFPFUFGVIVAGMH-UHFFFAOYSA-N 2-(4-cyclopropylpyridin-3-yl)-3,4-dihydro-[1]benzothiolo[3,2-c]pyridin-1-one Chemical compound C1CC=2SC3=CC=CC=C3C=2C(=O)N1C1=CN=CC=C1C1CC1 YFPFUFGVIVAGMH-UHFFFAOYSA-N 0.000 claims description 2
- FUWKIUPNPQWCIJ-UHFFFAOYSA-N 2-(4-cyclopropylpyridin-3-yl)-7-(trifluoromethyl)-3,4-dihydroisoquinolin-1-one Chemical compound O=C1C2=CC(C(F)(F)F)=CC=C2CCN1C1=CN=CC=C1C1CC1 FUWKIUPNPQWCIJ-UHFFFAOYSA-N 0.000 claims description 2
- KJVKJNONSDJBLU-UHFFFAOYSA-N 2-(4-methylpyridin-3-yl)-3,4-dihydrobenzo[h]isoquinolin-1-one Chemical compound CC1=CC=NC=C1N1C(=O)C2=C3C=CC=CC3=CC=C2CC1 KJVKJNONSDJBLU-UHFFFAOYSA-N 0.000 claims description 2
- MMRQPEMIYFAXGI-UHFFFAOYSA-N 2-(4-methylpyridin-3-yl)-5h-pyrido[4,3-b]indol-1-one Chemical compound CC1=CC=NC=C1N1C(=O)C(C2=CC=CC=C2N2)=C2C=C1 MMRQPEMIYFAXGI-UHFFFAOYSA-N 0.000 claims description 2
- XRDVWMVOUCOYDZ-UHFFFAOYSA-N 2-(4-methylpyridin-3-yl)-6-(trifluoromethyl)-3,4-dihydroisoquinolin-1-one Chemical compound CC1=CC=NC=C1N1C(=O)C2=CC=C(C(F)(F)F)C=C2CC1 XRDVWMVOUCOYDZ-UHFFFAOYSA-N 0.000 claims description 2
- RBAAUSWTBLZKKC-UHFFFAOYSA-N 2-(4-methylpyridin-3-yl)-7-(trifluoromethoxy)-3,4-dihydroisoquinolin-1-one Chemical compound CC1=CC=NC=C1N1C(=O)C2=CC(OC(F)(F)F)=CC=C2CC1 RBAAUSWTBLZKKC-UHFFFAOYSA-N 0.000 claims description 2
- WCWOFALHWCXBJZ-UHFFFAOYSA-N 2-(4-methylpyridin-3-yl)-7-(trifluoromethyl)-3,4-dihydroisoquinolin-1-one Chemical compound CC1=CC=NC=C1N1C(=O)C2=CC(C(F)(F)F)=CC=C2CC1 WCWOFALHWCXBJZ-UHFFFAOYSA-N 0.000 claims description 2
- LIZWBPASXMNTKX-UHFFFAOYSA-N 2-[4-[(cyclopropylamino)methyl]pyridin-3-yl]-7-(trifluoromethyl)-3,4-dihydroisoquinolin-1-one Chemical compound O=C1C2=CC(C(F)(F)F)=CC=C2CCN1C1=CN=CC=C1CNC1CC1 LIZWBPASXMNTKX-UHFFFAOYSA-N 0.000 claims description 2
- CBVWKRQTHAPCNI-UHFFFAOYSA-N 2-isoquinolin-4-yl-7-(trifluoromethyl)-3,4-dihydroisoquinolin-1-one Chemical compound C1=CC=C2C(N3CCC4=CC=C(C=C4C3=O)C(F)(F)F)=CN=CC2=C1 CBVWKRQTHAPCNI-UHFFFAOYSA-N 0.000 claims description 2
- INVBCRJJXNQCCI-UHFFFAOYSA-N 2-pyridin-3-yl-7-(trifluoromethyl)-3,4-dihydroisoquinolin-1-one Chemical compound O=C1C2=CC(C(F)(F)F)=CC=C2CCN1C1=CC=CN=C1 INVBCRJJXNQCCI-UHFFFAOYSA-N 0.000 claims description 2
- NMJVMBXBELEMDN-UHFFFAOYSA-N 2-pyridin-3-yl-7-(trifluoromethyl)isoquinolin-1-one Chemical compound O=C1C2=CC(C(F)(F)F)=CC=C2C=CN1C1=CC=CN=C1 NMJVMBXBELEMDN-UHFFFAOYSA-N 0.000 claims description 2
- GILUZPYWTVJOIY-UHFFFAOYSA-N 3-methyl-2-(4-methylpyridin-3-yl)-7-(trifluoromethyl)-3,4-dihydroisoquinolin-1-one Chemical compound CC1CC2=CC=C(C(F)(F)F)C=C2C(=O)N1C1=CN=CC=C1C GILUZPYWTVJOIY-UHFFFAOYSA-N 0.000 claims description 2
- YNSUWACVMIEBJI-UHFFFAOYSA-N 3-methyl-2-pyridin-3-yl-7-(trifluoromethyl)-3,4-dihydroisoquinolin-1-one Chemical compound CC1CC2=CC=C(C(F)(F)F)C=C2C(=O)N1C1=CC=CN=C1 YNSUWACVMIEBJI-UHFFFAOYSA-N 0.000 claims description 2
- WLDDLIXKUQGYSJ-UHFFFAOYSA-N 5-ethyl-8-fluoro-2-(4-methylpyridin-3-yl)-3,4-dihydropyrido[4,3-b]indol-1-one Chemical compound O=C1C=2C3=CC(F)=CC=C3N(CC)C=2CCN1C1=CN=CC=C1C WLDDLIXKUQGYSJ-UHFFFAOYSA-N 0.000 claims description 2
- PPWMEEVSDCDXLR-UHFFFAOYSA-N 6,7-dichloro-2-[4-(trifluoromethyl)pyridin-3-yl]-3,4-dihydroisoquinolin-1-one Chemical compound FC(F)(F)C1=CC=NC=C1N1C(=O)C2=CC(Cl)=C(Cl)C=C2CC1 PPWMEEVSDCDXLR-UHFFFAOYSA-N 0.000 claims description 2
- AGMUWKFIQCKPFM-UHFFFAOYSA-N 6,7-difluoro-2-(4-methylpyridin-3-yl)-3,4-dihydroisoquinolin-1-one Chemical compound CC1=CC=NC=C1N1C(=O)C2=CC(F)=C(F)C=C2CC1 AGMUWKFIQCKPFM-UHFFFAOYSA-N 0.000 claims description 2
- GKYWPUPAVWIAFH-UHFFFAOYSA-N 6-chloro-7-(trifluoromethyl)-2-[4-(trifluoromethyl)pyridin-3-yl]-3,4-dihydroisoquinolin-1-one Chemical compound FC(F)(F)C1=CC=NC=C1N1C(=O)C2=CC(C(F)(F)F)=C(Cl)C=C2CC1 GKYWPUPAVWIAFH-UHFFFAOYSA-N 0.000 claims description 2
- PHVQVPMJINTFAW-UHFFFAOYSA-N 6-fluoro-7-iodo-2-[4-(trifluoromethyl)pyridin-3-yl]-3,4-dihydroisoquinolin-1-one Chemical compound O=C1C=2C=C(I)C(F)=CC=2CCN1C1=CN=CC=C1C(F)(F)F PHVQVPMJINTFAW-UHFFFAOYSA-N 0.000 claims description 2
- NPGTWYOGFSOHCA-UHFFFAOYSA-N 6-hydroxy-2-(4-methylpyridin-3-yl)-3,4-dihydroisoquinolin-1-one Chemical compound CC1=CC=NC=C1N1C(=O)C2=CC=C(O)C=C2CC1 NPGTWYOGFSOHCA-UHFFFAOYSA-N 0.000 claims description 2
- INRNWAMACSZKBL-UHFFFAOYSA-N 6-methoxy-2-(4-methylpyridin-3-yl)-3,4-dihydroisoquinolin-1-one Chemical compound C1CC2=CC(OC)=CC=C2C(=O)N1C1=CN=CC=C1C INRNWAMACSZKBL-UHFFFAOYSA-N 0.000 claims description 2
- KYWSKIFIWGWSHI-UHFFFAOYSA-N 7-(4-methylpyridin-3-yl)-5,6-dihydro-1h-pyrazolo[4,3-g]isoquinolin-8-one Chemical compound CC1=CC=NC=C1N1C(=O)C2=CC(NN=C3)=C3C=C2CC1 KYWSKIFIWGWSHI-UHFFFAOYSA-N 0.000 claims description 2
- ZZXDILUZKNPOER-UHFFFAOYSA-N 7-(trifluoromethyl)-2-[4-(trifluoromethyl)pyridin-3-yl]-3,4-dihydroisoquinolin-1-one Chemical compound O=C1C2=CC(C(F)(F)F)=CC=C2CCN1C1=CN=CC=C1C(F)(F)F ZZXDILUZKNPOER-UHFFFAOYSA-N 0.000 claims description 2
- HARSQVGPUSTXEX-UHFFFAOYSA-N 7-chloro-2-(4-cyclopropylpyridin-3-yl)-1-oxo-3,4-dihydroisoquinoline-6-carbonitrile Chemical compound C1CC=2C=C(C#N)C(Cl)=CC=2C(=O)N1C1=CN=CC=C1C1CC1 HARSQVGPUSTXEX-UHFFFAOYSA-N 0.000 claims description 2
- FYGAMINWRVCJJS-UHFFFAOYSA-N 7-chloro-2-(4-cyclopropylpyridin-3-yl)-3,4-dihydroisoquinolin-1-one Chemical compound O=C1C2=CC(Cl)=CC=C2CCN1C1=CN=CC=C1C1CC1 FYGAMINWRVCJJS-UHFFFAOYSA-N 0.000 claims description 2
- OWZDDFPXTKKNFD-UHFFFAOYSA-N 7-chloro-2-(4-cyclopropylpyridin-3-yl)-6-fluoro-3,4-dihydroisoquinolin-1-one Chemical compound O=C1C=2C=C(Cl)C(F)=CC=2CCN1C1=CN=CC=C1C1CC1 OWZDDFPXTKKNFD-UHFFFAOYSA-N 0.000 claims description 2
- GVJXKVRIPWVUKI-UHFFFAOYSA-N 7-chloro-2-(4-cyclopropylpyridin-3-yl)-6-methoxy-3,4-dihydroisoquinolin-1-one Chemical compound O=C1C=2C=C(Cl)C(OC)=CC=2CCN1C1=CN=CC=C1C1CC1 GVJXKVRIPWVUKI-UHFFFAOYSA-N 0.000 claims description 2
- YGPCTKLCAYLNMW-UHFFFAOYSA-N 7-chloro-2-(4-ethylpyridin-3-yl)-3,4-dihydroisoquinolin-1-one Chemical compound CCC1=CC=NC=C1N1C(=O)C2=CC(Cl)=CC=C2CC1 YGPCTKLCAYLNMW-UHFFFAOYSA-N 0.000 claims description 2
- GKDSIVWNGIXYRF-UHFFFAOYSA-N 7-chloro-2-(4-methylpyridin-3-yl)-1-oxo-3,4-dihydroisoquinoline-6-carbonitrile Chemical compound CC1=CC=NC=C1N1C(=O)C2=CC(Cl)=C(C#N)C=C2CC1 GKDSIVWNGIXYRF-UHFFFAOYSA-N 0.000 claims description 2
- KKIAGMGEWHTJPO-UHFFFAOYSA-N 7-chloro-2-(4-methylpyridin-3-yl)-3,4-dihydroisoquinolin-1-one Chemical compound CC1=CC=NC=C1N1C(=O)C2=CC(Cl)=CC=C2CC1 KKIAGMGEWHTJPO-UHFFFAOYSA-N 0.000 claims description 2
- DWOQLJMJDQSCNW-UHFFFAOYSA-N 7-chloro-2-pyridin-3-yl-3,4-dihydroisoquinolin-1-one Chemical compound O=C1C2=CC(Cl)=CC=C2CCN1C1=CC=CN=C1 DWOQLJMJDQSCNW-UHFFFAOYSA-N 0.000 claims description 2
- BOZRJLNRFSPCQB-UHFFFAOYSA-N 7-chloro-6-fluoro-2-(4-methylpyridin-3-yl)-3,4-dihydroisoquinolin-1-one Chemical compound CC1=CC=NC=C1N1C(=O)C2=CC(Cl)=C(F)C=C2CC1 BOZRJLNRFSPCQB-UHFFFAOYSA-N 0.000 claims description 2
- HFVYCXGEFVOVGP-UHFFFAOYSA-N 7-chloro-6-methoxy-2-(4-methylpyridin-3-yl)-3,4-dihydroisoquinolin-1-one Chemical compound O=C1C=2C=C(Cl)C(OC)=CC=2CCN1C1=CN=CC=C1C HFVYCXGEFVOVGP-UHFFFAOYSA-N 0.000 claims description 2
- BTGCCXAPOLNLIU-UHFFFAOYSA-N 7-chloro-8-fluoro-2-(4-methylpyridin-3-yl)-3,4-dihydroisoquinolin-1-one Chemical compound CC1=CC=NC=C1N1C(=O)C2=C(F)C(Cl)=CC=C2CC1 BTGCCXAPOLNLIU-UHFFFAOYSA-N 0.000 claims description 2
- LUYRWOIXJQEQJJ-UHFFFAOYSA-N 7-hydroxy-2-(4-methylpyridin-3-yl)-3,4-dihydroisoquinolin-1-one Chemical compound CC1=CC=NC=C1N1C(=O)C2=CC(O)=CC=C2CC1 LUYRWOIXJQEQJJ-UHFFFAOYSA-N 0.000 claims description 2
- FJJXPIINPAJETC-UHFFFAOYSA-N 7-methoxy-2-(4-methylpyridin-3-yl)-3,4-dihydroisoquinolin-1-one Chemical compound O=C1C2=CC(OC)=CC=C2CCN1C1=CN=CC=C1C FJJXPIINPAJETC-UHFFFAOYSA-N 0.000 claims description 2
- PIDQGQWVYWFYSG-UHFFFAOYSA-N 8-(4-methylpyridin-3-yl)-6,7-dihydro-[1,3]thiazolo[4,5-h]isoquinolin-9-one Chemical compound CC1=CC=NC=C1N1C(=O)C2=C3SC=NC3=CC=C2CC1 PIDQGQWVYWFYSG-UHFFFAOYSA-N 0.000 claims description 2
- WFOZMDWGNMXUQA-UHFFFAOYSA-N 8-chloro-7-fluoro-2-(4-methylpyridin-3-yl)-3,4-dihydroisoquinolin-1-one Chemical compound CC1=CC=NC=C1N1C(=O)C2=C(Cl)C(F)=CC=C2CC1 WFOZMDWGNMXUQA-UHFFFAOYSA-N 0.000 claims description 2
- KSEIXXIELGDOEJ-UHFFFAOYSA-N 8-fluoro-2-(4-methylpyridin-3-yl)-3,4-dihydro-[1]benzothiolo[3,2-c]pyridin-1-one Chemical compound CC1=CC=NC=C1N1C(=O)C(C2=CC(F)=CC=C2S2)=C2CC1 KSEIXXIELGDOEJ-UHFFFAOYSA-N 0.000 claims description 2
- ORCBHPRQSKOSRD-UHFFFAOYSA-N 8-fluoro-2-(4-methylpyridin-3-yl)-4,5-dihydro-3h-pyrido[4,3-b]indol-1-one Chemical compound CC1=CC=NC=C1N1C(=O)C(C2=CC(F)=CC=C2N2)=C2CC1 ORCBHPRQSKOSRD-UHFFFAOYSA-N 0.000 claims description 2
- HSUMPWPEBDDDQR-UHFFFAOYSA-N 8-fluoro-2-(4-methylpyridin-3-yl)-7-(trifluoromethyl)-3,4-dihydroisoquinolin-1-one Chemical compound CC1=CC=NC=C1N1C(=O)C2=C(F)C(C(F)(F)F)=CC=C2CC1 HSUMPWPEBDDDQR-UHFFFAOYSA-N 0.000 claims description 2
- VWGCTIGAUYFUSC-UHFFFAOYSA-N 9-ethyl-2-(4-methylpyridin-3-yl)-3,4-dihydropyrido[3,4-b]indol-1-one Chemical compound C12=CC=CC=C2N(CC)C(C2=O)=C1CCN2C1=CN=CC=C1C VWGCTIGAUYFUSC-UHFFFAOYSA-N 0.000 claims description 2
- SPLWRYXPNYNVAS-UHFFFAOYSA-N 9-ethyl-3-methyl-2-(4-methylpyridin-3-yl)-3,4-dihydropyrido[3,4-b]indol-1-one Chemical compound C12=CC=CC=C2N(CC)C(C2=O)=C1CC(C)N2C1=CN=CC=C1C SPLWRYXPNYNVAS-UHFFFAOYSA-N 0.000 claims description 2
- KYRLEWPUPDEOSS-UHFFFAOYSA-N 9-ethyl-3-methyl-2-pyridin-3-yl-3,4-dihydropyrido[3,4-b]indol-1-one Chemical compound C12=CC=CC=C2N(CC)C(C2=O)=C1CC(C)N2C1=CC=CN=C1 KYRLEWPUPDEOSS-UHFFFAOYSA-N 0.000 claims description 2
- 125000001028 difluoromethyl group Chemical group [H]C(F)(F)* 0.000 claims description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 2
- 125000000336 imidazol-5-yl group Chemical group [H]N1C([H])=NC([H])=C1[*] 0.000 claims description 2
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 2
- 239000003814 drug Substances 0.000 claims 4
- 229940124597 therapeutic agent Drugs 0.000 claims 3
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 2
- 229940124766 Cyp17 inhibitor Drugs 0.000 claims 2
- 125000004214 1-pyrrolidinyl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 claims 1
- 238000002648 combination therapy Methods 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
- 238000000034 method Methods 0.000 description 5
- 125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 description 2
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 description 1
- 125000004548 quinolin-3-yl group Chemical group N1=CC(=CC2=CC=CC=C12)* 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IN2719/CHE/2010 | 2010-09-16 | ||
| IN2719CH2010 | 2010-09-16 | ||
| PCT/EP2011/065965 WO2012035078A1 (en) | 2010-09-16 | 2011-09-14 | 17α-HYDROXYLASE/C17,20-LYASE INHIBITORS |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2013537210A JP2013537210A (ja) | 2013-09-30 |
| JP2013537210A5 true JP2013537210A5 (OSRAM) | 2014-11-06 |
Family
ID=44719880
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2013528663A Pending JP2013537210A (ja) | 2010-09-16 | 2011-09-14 | １７α−ヒドロキシラーゼ／Ｃ１７，２０−リアーゼ阻害剤 |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US8946260B2 (OSRAM) |
| EP (1) | EP2627648A1 (OSRAM) |
| JP (1) | JP2013537210A (OSRAM) |
| CN (1) | CN103108871B (OSRAM) |
| WO (1) | WO2012035078A1 (OSRAM) |
Families Citing this family (34)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EA023064B1 (ru) | 2011-04-28 | 2016-04-29 | Новартис Аг | ИНГИБИТОРЫ 17α-ГИДРОКСИЛАЗЫ/C-ЛИАЗЫ |
| CN103958478B (zh) * | 2011-11-30 | 2017-08-01 | 霍夫曼-拉罗奇有限公司 | 双环二氢异喹啉‑1‑酮衍生物 |
| HUE050431T2 (hu) | 2011-11-30 | 2020-12-28 | Hoffmann La Roche | Új biciklusos dihidroizokinolin-1-on származékok |
| AR092742A1 (es) | 2012-10-02 | 2015-04-29 | Intermune Inc | Piridinonas antifibroticas |
| UA111305C2 (uk) | 2012-12-21 | 2016-04-11 | Пфайзер Інк. | Конденсовані лактами арилу та гетероарилу |
| CN104370938A (zh) * | 2013-01-24 | 2015-02-25 | 韩冰 | 一类降低眼压的化合物及其制备方法和用途 |
| CN103086945A (zh) * | 2013-01-24 | 2013-05-08 | 张家港威胜生物医药有限公司 | 一种重要医药化工中间体色胺合成工艺 |
| CN104370926A (zh) * | 2013-01-24 | 2015-02-25 | 韩冰 | 一类具有神经保护作用的化合物及其制备方法和用途 |
| CN104370925A (zh) * | 2013-01-24 | 2015-02-25 | 韩冰 | 一类蛋白酶抑制剂及其制备方法和用途 |
| ES2763338T3 (es) * | 2013-05-27 | 2020-05-28 | Hoffmann La Roche | Nuevos compuestos de 3,4-dihidro-2H-isoquinolin-1-ona y 2,3-dihidro-isoindol-1-ona |
| CN105308045B (zh) * | 2013-05-27 | 2017-05-17 | 豪夫迈·罗氏有限公司 | 新的3,4‑二氢‑2h‑异喹啉‑1‑酮和2,3‑二氢‑异吲哚‑1‑酮化合物 |
| WO2014191340A1 (en) * | 2013-05-27 | 2014-12-04 | F. Hoffmann-La Roche Ag | New 3,4-dihydro-2h-isoquinoline-1-one and 2,3-dihydro-isoindol-1-one compounds |
| JO3368B1 (ar) | 2013-06-04 | 2019-03-13 | Janssen Pharmaceutica Nv | مركبات 6، 7- ثاني هيدرو بيرازولو [5،1-a] بيرازين- 4 (5 يد)- اون واستخدامها بصفة منظمات تفارغية سلبية لمستقبلات ميجلور 2 |
| KR102373700B1 (ko) | 2014-04-02 | 2022-03-11 | 인터뮨, 인크. | 항섬유성 피리디논 |
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- 2011-09-14 EP EP11761540.1A patent/EP2627648A1/en not_active Withdrawn
- 2011-09-14 CN CN201180044494.8A patent/CN103108871B/zh not_active Expired - Fee Related
- 2011-09-14 US US13/823,792 patent/US8946260B2/en not_active Expired - Fee Related
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