JP2009516743A5 - - Google Patents
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- Publication number
- JP2009516743A5 JP2009516743A5 JP2008542379A JP2008542379A JP2009516743A5 JP 2009516743 A5 JP2009516743 A5 JP 2009516743A5 JP 2008542379 A JP2008542379 A JP 2008542379A JP 2008542379 A JP2008542379 A JP 2008542379A JP 2009516743 A5 JP2009516743 A5 JP 2009516743A5
- Authority
- JP
- Japan
- Prior art keywords
- diazaspiro
- amino
- nicotinamide
- phenyl
- aminobiphenyl
- 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 deca-8-yl Chemical group 0.000 claims 78
- DFPAKSUCGFBDDF-UHFFFAOYSA-N Nicotinamide Chemical compound NC(=O)C1=CC=CN=C1 DFPAKSUCGFBDDF-UHFFFAOYSA-N 0.000 claims 46
- ZYHQGITXIJDDKC-UHFFFAOYSA-N 2-[2-(2-aminophenyl)ethyl]aniline Chemical group NC1=CC=CC=C1CCC1=CC=CC=C1N ZYHQGITXIJDDKC-UHFFFAOYSA-N 0.000 claims 32
- 229960003966 nicotinamide Drugs 0.000 claims 25
- 235000005152 nicotinamide Nutrition 0.000 claims 25
- 239000011570 nicotinamide Substances 0.000 claims 25
- 125000003118 aryl group Chemical group 0.000 claims 22
- KXDAEFPNCMNJSK-UHFFFAOYSA-N Benzamide Chemical compound NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 claims 17
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 17
- 125000001072 heteroaryl group Chemical group 0.000 claims 12
- 229910052739 hydrogen Inorganic materials 0.000 claims 12
- 239000001257 hydrogen Substances 0.000 claims 12
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 12
- 150000001875 compounds Chemical class 0.000 claims 11
- 125000001475 halogen functional group Chemical group 0.000 claims 11
- 150000003839 salts Chemical class 0.000 claims 11
- 125000000175 2-thienyl group Chemical group S1C([*])=C([H])C([H])=C1[H] 0.000 claims 10
- 125000000217 alkyl group Chemical group 0.000 claims 10
- 125000003282 alkyl amino group Chemical group 0.000 claims 8
- 125000000623 heterocyclic group Chemical group 0.000 claims 8
- 125000001424 substituent group Chemical group 0.000 claims 7
- OQHQOOLVQDEIGL-UHFFFAOYSA-N 2-methyl-2,7-diazaspiro[4.4]nonane Chemical compound C1N(C)CCC11CNCC1 OQHQOOLVQDEIGL-UHFFFAOYSA-N 0.000 claims 5
- 125000001541 3-thienyl group Chemical group S1C([H])=C([*])C([H])=C1[H] 0.000 claims 5
- 125000003342 alkenyl group Chemical group 0.000 claims 4
- 125000003545 alkoxy group Chemical group 0.000 claims 4
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims 4
- 125000000304 alkynyl group Chemical group 0.000 claims 4
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 4
- 125000004438 haloalkoxy group Chemical group 0.000 claims 4
- 125000001188 haloalkyl group Chemical group 0.000 claims 4
- 125000005113 hydroxyalkoxy group Chemical group 0.000 claims 4
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims 4
- 125000003107 substituted aryl group Chemical group 0.000 claims 4
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 3
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims 2
- KCVKVMKMXZXHEN-UHFFFAOYSA-N 2-methylnonanamide Chemical compound CCCCCCCC(C)C(N)=O KCVKVMKMXZXHEN-UHFFFAOYSA-N 0.000 claims 2
- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 claims 2
- SCKUXNLDFNKXJM-UHFFFAOYSA-N 8-[5-[(2-amino-5-phenylphenyl)carbamoyl]pyridin-2-yl]-n-ethyl-2,8-diazaspiro[4.5]decane-2-carboxamide Chemical compound C1N(C(=O)NCC)CCC21CCN(C=1N=CC(=CC=1)C(=O)NC=1C(=CC=C(C=1)C=1C=CC=CC=1)N)CC2 SCKUXNLDFNKXJM-UHFFFAOYSA-N 0.000 claims 2
- BUXXYBLYEWLFJW-UHFFFAOYSA-N 8-[5-[(2-amino-5-thiophen-2-ylphenyl)carbamoyl]pyridin-2-yl]-n-ethyl-1,8-diazaspiro[4.5]decane-1-carboxamide Chemical compound CCNC(=O)N1CCCC11CCN(C=2N=CC(=CC=2)C(=O)NC=2C(=CC=C(C=2)C=2SC=CC=2)N)CC1 BUXXYBLYEWLFJW-UHFFFAOYSA-N 0.000 claims 2
- 125000004399 C1-C4 alkenyl group Chemical group 0.000 claims 2
- 125000003368 amide group Chemical group 0.000 claims 2
- 150000001408 amides Chemical class 0.000 claims 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 2
- 125000001544 thienyl group Chemical group 0.000 claims 2
- WIKLSXGLYLTRJL-UHFFFAOYSA-N 2-ethylideneoctanamide Chemical compound CC=C(C(=O)N)CCCCCC WIKLSXGLYLTRJL-UHFFFAOYSA-N 0.000 claims 1
- 125000004179 3-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(Cl)=C1[H] 0.000 claims 1
- 125000001255 4-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1F 0.000 claims 1
- RSSAPDUETMNSKF-UHFFFAOYSA-N 6-(2-acetyl-2,8-diazaspiro[4.5]decan-8-yl)-n-(2-amino-5-thiophen-2-ylphenyl)pyridine-3-carboxamide Chemical compound C1N(C(=O)C)CCC21CCN(C=1N=CC(=CC=1)C(=O)NC=1C(=CC=C(C=1)C=1SC=CC=1)N)CC2 RSSAPDUETMNSKF-UHFFFAOYSA-N 0.000 claims 1
- XEFVDOQLJDPHEO-UHFFFAOYSA-N 6-(2-acetyl-2,9-diazaspiro[4.5]decan-9-yl)-n-(2-amino-5-thiophen-2-ylphenyl)pyridine-3-carboxamide Chemical compound C1N(C(=O)C)CCC21CN(C=1N=CC(=CC=1)C(=O)NC=1C(=CC=C(C=1)C=1SC=CC=1)N)CCC2 XEFVDOQLJDPHEO-UHFFFAOYSA-N 0.000 claims 1
- WBUFDASXTDIJGA-UHFFFAOYSA-N 7-[5-[(2-amino-5-phenylphenyl)carbamoyl]pyridin-2-yl]-n-(2-phenylethyl)-2,7-diazaspiro[4.4]nonane-2-carboxamide Chemical class NC1=CC=C(C=2C=CC=CC=2)C=C1NC(=O)C(C=N1)=CC=C1N(C1)CCC1(C1)CCN1C(=O)NCCC1=CC=CC=C1 WBUFDASXTDIJGA-UHFFFAOYSA-N 0.000 claims 1
- YMYORIYJYDBHEH-UHFFFAOYSA-N 7-[5-[(2-amino-5-phenylphenyl)carbamoyl]pyridin-2-yl]-n-ethyl-2,7-diazaspiro[4.4]nonane-2-carboxamide Chemical compound C1N(C(=O)NCC)CCC11CN(C=2N=CC(=CC=2)C(=O)NC=2C(=CC=C(C=2)C=2C=CC=CC=2)N)CC1 YMYORIYJYDBHEH-UHFFFAOYSA-N 0.000 claims 1
- LDZYCIKMVWPTNR-UHFFFAOYSA-N 8-[5-[(2-amino-5-phenylphenyl)carbamoyl]pyridin-2-yl]-3-n-phenyl-2-n-(2-phenylethyl)-2,8-diazaspiro[4.5]decane-2,3-dicarboxamide Chemical compound NC1=CC=C(C=2C=CC=CC=2)C=C1NC(=O)C(C=N1)=CC=C1N(CC1)CCC1(C1)CC(C(=O)NC=2C=CC=CC=2)N1C(=O)NCCC1=CC=CC=C1 LDZYCIKMVWPTNR-UHFFFAOYSA-N 0.000 claims 1
- YOTIBYSEUSTUKI-UHFFFAOYSA-N 8-[5-[(2-amino-5-phenylphenyl)carbamoyl]pyridin-2-yl]-n-(2-phenylethyl)-1-oxa-2,8-diazaspiro[4.5]dec-2-ene-3-carboxamide Chemical compound NC1=CC=C(C=2C=CC=CC=2)C=C1NC(=O)C(C=N1)=CC=C1N(CC1)CCC1(ON=1)CC=1C(=O)NCCC1=CC=CC=C1 YOTIBYSEUSTUKI-UHFFFAOYSA-N 0.000 claims 1
- ZHPDQJXNSWYWIU-UHFFFAOYSA-N 8-[5-[(2-amino-5-phenylphenyl)carbamoyl]pyridin-2-yl]-n-(2-phenylethyl)-2,8-diazaspiro[4.5]decane-2-carboxamide Chemical class NC1=CC=C(C=2C=CC=CC=2)C=C1NC(=O)C(C=N1)=CC=C1N(CC1)CCC1(C1)CCN1C(=O)NCCC1=CC=CC=C1 ZHPDQJXNSWYWIU-UHFFFAOYSA-N 0.000 claims 1
- BOOJROBDHLHIAJ-UHFFFAOYSA-N 8-[5-[(2-amino-5-thiophen-2-ylphenyl)carbamoyl]pyridin-2-yl]-n-(2-phenylethyl)-2,8-diazaspiro[4.5]decane-2-carboxamide Chemical compound NC1=CC=C(C=2SC=CC=2)C=C1NC(=O)C(C=N1)=CC=C1N(CC1)CCC1(C1)CCN1C(=O)NCCC1=CC=CC=C1 BOOJROBDHLHIAJ-UHFFFAOYSA-N 0.000 claims 1
- UZFJLATVXCCZGS-UHFFFAOYSA-N 8-[5-[(2-amino-5-thiophen-2-ylphenyl)carbamoyl]pyridin-2-yl]-n-ethyl-2,8-diazaspiro[4.5]decane-2-carboxamide Chemical compound C1N(C(=O)NCC)CCC21CCN(C=1N=CC(=CC=1)C(=O)NC=1C(=CC=C(C=1)C=1SC=CC=1)N)CC2 UZFJLATVXCCZGS-UHFFFAOYSA-N 0.000 claims 1
- GCRJWLZIBGPZEP-UHFFFAOYSA-N 8-[5-[(2-amino-5-thiophen-3-ylphenyl)carbamoyl]pyridin-2-yl]-n-ethyl-2,8-diazaspiro[4.5]decane-2-carboxamide Chemical compound C1N(C(=O)NCC)CCC21CCN(C=1N=CC(=CC=1)C(=O)NC=1C(=CC=C(C=1)C1=CSC=C1)N)CC2 GCRJWLZIBGPZEP-UHFFFAOYSA-N 0.000 claims 1
- DNLHZAITKLDHFW-UHFFFAOYSA-N 8-[5-[(2-aminophenyl)carbamoyl]pyridin-2-yl]-n-(4-fluorophenyl)-2,8-diazaspiro[4.5]decane-2-carboxamide Chemical compound NC1=CC=CC=C1NC(=O)C1=CC=C(N2CCC3(CN(CC3)C(=O)NC=3C=CC(F)=CC=3)CC2)N=C1 DNLHZAITKLDHFW-UHFFFAOYSA-N 0.000 claims 1
- MGQMJDVGQLAXCI-OAQYLSRUSA-N 8-[5-[(2-aminophenyl)carbamoyl]pyridin-2-yl]-n-[(1r)-1-phenylethyl]-2,8-diazaspiro[4.5]decane-2-carboxamide Chemical class N([C@H](C)C=1C=CC=CC=1)C(=O)N(C1)CCC1(CC1)CCN1C(N=C1)=CC=C1C(=O)NC1=CC=CC=C1N MGQMJDVGQLAXCI-OAQYLSRUSA-N 0.000 claims 1
- MGQMJDVGQLAXCI-NRFANRHFSA-N 8-[5-[(2-aminophenyl)carbamoyl]pyridin-2-yl]-n-[(1s)-1-phenylethyl]-2,8-diazaspiro[4.5]decane-2-carboxamide Chemical class N([C@@H](C)C=1C=CC=CC=1)C(=O)N(C1)CCC1(CC1)CCN1C(N=C1)=CC=C1C(=O)NC1=CC=CC=C1N MGQMJDVGQLAXCI-NRFANRHFSA-N 0.000 claims 1
- VFLXUEFJURLETQ-UHFFFAOYSA-N 9-[5-[(2-amino-5-phenylphenyl)carbamoyl]pyridin-2-yl]-n-ethyl-2,9-diazaspiro[4.5]decane-2-carboxamide Chemical compound C1N(C(=O)NCC)CCC21CN(C=1N=CC(=CC=1)C(=O)NC=1C(=CC=C(C=1)C=1C=CC=CC=1)N)CCC2 VFLXUEFJURLETQ-UHFFFAOYSA-N 0.000 claims 1
- DDLQCLUIQYDUKE-UHFFFAOYSA-N 9-[5-[(2-amino-5-thiophen-2-ylphenyl)carbamoyl]pyridin-2-yl]-n-ethyl-2,9-diazaspiro[4.5]decane-2-carboxamide Chemical compound C1N(C(=O)NCC)CCC21CN(C=1N=CC(=CC=1)C(=O)NC=1C(=CC=C(C=1)C=1SC=CC=1)N)CCC2 DDLQCLUIQYDUKE-UHFFFAOYSA-N 0.000 claims 1
- 241000124008 Mammalia Species 0.000 claims 1
- 206010028980 Neoplasm Diseases 0.000 claims 1
- GBQBEFPJYQATFY-UHFFFAOYSA-N benzyl 2-[5-[(2-aminophenyl)carbamoyl]pyridin-2-yl]-2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound NC1=CC=CC=C1NC(=O)C1=CC=C(N2CC3(CC2)CN(CCC3)C(=O)OCC=2C=CC=CC=2)N=C1 GBQBEFPJYQATFY-UHFFFAOYSA-N 0.000 claims 1
- 201000011510 cancer Diseases 0.000 claims 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 1
- 150000003857 carboxamides Chemical class 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- HFFUKCKNIXPBOV-UHFFFAOYSA-N ethyl 2-methylnonanoate Chemical compound CCCCCCCC(C)C(=O)OCC HFFUKCKNIXPBOV-UHFFFAOYSA-N 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 125000000040 m-tolyl group Chemical group [H]C1=C([H])C(*)=C([H])C(=C1[H])C([H])([H])[H] 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 125000000250 methylamino group Chemical group [H]N(*)C([H])([H])[H] 0.000 claims 1
- PWRHENYVJGZKCT-UHFFFAOYSA-N n-(2-amino-5-phenylphenyl)-4-(1,8-diazaspiro[4.5]decane-8-carbonyl)benzamide Chemical compound NC1=CC=C(C=2C=CC=CC=2)C=C1NC(=O)C(C=C1)=CC=C1C(=O)N(CC1)CCC21CCCN2 PWRHENYVJGZKCT-UHFFFAOYSA-N 0.000 claims 1
- DUGZUVNXKIXMGW-UHFFFAOYSA-N n-(2-amino-5-phenylphenyl)-4-(2,8-diazaspiro[4.5]decane-2-carbonyl)benzamide Chemical compound NC1=CC=C(C=2C=CC=CC=2)C=C1NC(=O)C(C=C1)=CC=C1C(=O)N(C1)CCC21CCNCC2 DUGZUVNXKIXMGW-UHFFFAOYSA-N 0.000 claims 1
- AJRPBZXERPBBOG-UHFFFAOYSA-N n-(2-amino-5-thiophen-2-ylphenyl)-2-(4-oxo-1-phenyl-1,3,8-triazaspiro[4.5]decan-8-yl)-1,3-thiazole-5-carboxamide Chemical compound NC1=CC=C(C=2SC=CC=2)C=C1NC(=O)C(S1)=CN=C1N(CC1)CCC1(C(NC1)=O)N1C1=CC=CC=C1 AJRPBZXERPBBOG-UHFFFAOYSA-N 0.000 claims 1
- XKVJKBMKABJPMI-UHFFFAOYSA-N n-(2-aminophenyl)-6-(3,9-diazaspiro[5.5]undecan-3-yl)pyridine-3-carboxamide Chemical compound NC1=CC=CC=C1NC(=O)C1=CC=C(N2CCC3(CCNCC3)CC2)N=C1 XKVJKBMKABJPMI-UHFFFAOYSA-N 0.000 claims 1
- AXSWYJQFCHALET-UHFFFAOYSA-N n-[4-[(2-amino-5-phenylphenyl)carbamoyl]phenyl]-2,7-diazaspiro[3.5]nonane-7-carboxamide Chemical compound NC1=CC=C(C=2C=CC=CC=2)C=C1NC(=O)C(C=C1)=CC=C1NC(=O)N(CC1)CCC21CNC2 AXSWYJQFCHALET-UHFFFAOYSA-N 0.000 claims 1
- PKNMNBDEUBXHJN-UHFFFAOYSA-N n-[4-[(2-amino-5-phenylphenyl)carbamoyl]phenyl]-2,8-diazaspiro[4.5]decane-2-carboxamide Chemical compound NC1=CC=C(C=2C=CC=CC=2)C=C1NC(=O)C(C=C1)=CC=C1NC(=O)N(C1)CCC21CCNCC2 PKNMNBDEUBXHJN-UHFFFAOYSA-N 0.000 claims 1
- PLPYJQKCRPQNFT-UHFFFAOYSA-N n-[4-[(2-amino-5-phenylphenyl)carbamoyl]phenyl]-2,9-diazaspiro[4.5]decane-2-carboxamide Chemical compound NC1=CC=C(C=2C=CC=CC=2)C=C1NC(=O)C(C=C1)=CC=C1NC(=O)N(C1)CCC21CCCNC2 PLPYJQKCRPQNFT-UHFFFAOYSA-N 0.000 claims 1
- CHJMMAYMOQZHKS-UHFFFAOYSA-N n-[4-[(2-amino-5-phenylphenyl)carbamoyl]phenyl]-7-benzyl-2,7-diazaspiro[4.4]nonane-2-carboxamide Chemical compound NC1=CC=C(C=2C=CC=CC=2)C=C1NC(=O)C(C=C1)=CC=C1NC(=O)N(C1)CCC1(C1)CCN1CC1=CC=CC=C1 CHJMMAYMOQZHKS-UHFFFAOYSA-N 0.000 claims 1
- MVLUOVVRPJGRKU-UHFFFAOYSA-N n-[4-[(2-amino-5-phenylphenyl)carbamoyl]phenyl]-9-benzyl-2,9-diazaspiro[5.5]undecane-2-carboxamide Chemical compound NC1=CC=C(C=2C=CC=CC=2)C=C1NC(=O)C(C=C1)=CC=C1NC(=O)N(C1)CCCC1(CC1)CCN1CC1=CC=CC=C1 MVLUOVVRPJGRKU-UHFFFAOYSA-N 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 230000002265 prevention Effects 0.000 claims 1
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 1
- 0 CC(CCC1)CCCC1C(NC(CC(*)CCCC1)CC1N)=O Chemical compound CC(CCC1)CCCC1C(NC(CC(*)CCCC1)CC1N)=O 0.000 description 5
- DWSQPIRSAAYBCZ-UHFFFAOYSA-N CN(CC(CC1)(CCN1c(nc1)ccc1C(Nc(cc(cc1)-c2ccc[s]2)c1N)=O)O1)C1=O Chemical compound CN(CC(CC1)(CCN1c(nc1)ccc1C(Nc(cc(cc1)-c2ccc[s]2)c1N)=O)O1)C1=O DWSQPIRSAAYBCZ-UHFFFAOYSA-N 0.000 description 1
- CZBWGHKLVDVZHV-UHFFFAOYSA-N Nc(ccc(-c1c[s]cc1)c1)c1NC(c1ccc(N(CC2)CCC2(CN2)OC2=O)nc1)=O Chemical compound Nc(ccc(-c1c[s]cc1)c1)c1NC(c1ccc(N(CC2)CCC2(CN2)OC2=O)nc1)=O CZBWGHKLVDVZHV-UHFFFAOYSA-N 0.000 description 1
- MUTPWJCHZIMJSP-UHFFFAOYSA-N Nc(ccc(-c1ccc[s]1)c1)c1NC(c(cc1)cnc1N(CC1)CCC1(CN1)OC1=O)=O Chemical compound Nc(ccc(-c1ccc[s]1)c1)c1NC(c(cc1)cnc1N(CC1)CCC1(CN1)OC1=O)=O MUTPWJCHZIMJSP-UHFFFAOYSA-N 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US73932405P | 2005-11-23 | 2005-11-23 | |
| US60/739,324 | 2005-11-23 | ||
| PCT/US2006/044754 WO2007061880A1 (en) | 2005-11-23 | 2006-11-17 | Spirocyclic compounds as hdac inhibitors |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2009516743A JP2009516743A (ja) | 2009-04-23 |
| JP2009516743A5 true JP2009516743A5 (enExample) | 2010-12-09 |
| JP4921485B2 JP4921485B2 (ja) | 2012-04-25 |
Family
ID=37811669
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2008542379A Active JP4921485B2 (ja) | 2005-11-23 | 2006-11-17 | スピロ環状化合物 |
Country Status (17)
| Country | Link |
|---|---|
| US (4) | US7544695B2 (enExample) |
| EP (1) | EP1954698B1 (enExample) |
| JP (1) | JP4921485B2 (enExample) |
| KR (1) | KR20080069630A (enExample) |
| CN (1) | CN101312976A (enExample) |
| AR (1) | AR057579A1 (enExample) |
| AT (1) | ATE434618T1 (enExample) |
| AU (1) | AU2006318773B2 (enExample) |
| BR (1) | BRPI0618904A2 (enExample) |
| CA (1) | CA2629777C (enExample) |
| DE (1) | DE602006007482D1 (enExample) |
| DO (1) | DOP2006000260A (enExample) |
| NO (1) | NO20082823L (enExample) |
| PE (1) | PE20071084A1 (enExample) |
| RU (1) | RU2008125068A (enExample) |
| TW (1) | TW200804381A (enExample) |
| WO (2) | WO2007061880A1 (enExample) |
Families Citing this family (85)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7763609B2 (en) | 2003-12-15 | 2010-07-27 | Schering Corporation | Heterocyclic aspartyl protease inhibitors |
| AU2006240246A1 (en) | 2005-04-20 | 2006-11-02 | Merck Sharp & Dohme Corp. | Benzothiophene hydroxamic acid derivatives with carbamate, urea, amide and sulfonamide substitutions |
| AU2006240248A1 (en) | 2005-04-20 | 2006-11-02 | Merck Sharp & Dohme Corp. | Benzothiophene hydroxamic acid derivatives |
| JP2008546793A (ja) | 2005-06-24 | 2008-12-25 | メルク エンド カムパニー インコーポレーテッド | 修飾マロン酸誘導体 |
| AR057579A1 (es) | 2005-11-23 | 2007-12-05 | Merck & Co Inc | Compuestos espirociclicos como inhibidores de histona de acetilasa (hdac) |
| WO2007101270A1 (en) * | 2006-03-02 | 2007-09-07 | Incyte Corporation | MODULATORS OF 11-β HYDROXYL STEROID DEHYDROGENASE TYPE 1, PHARMACEUTICAL COMPOSITIONS THEREOF, AND METHODS OF USING THE SAME |
| US20070208001A1 (en) * | 2006-03-03 | 2007-09-06 | Jincong Zhuo | Modulators of 11- beta hydroxyl steroid dehydrogenase type 1, pharmaceutical compositions thereof, and methods of using the same |
| CN101466670B (zh) * | 2006-04-07 | 2013-04-17 | 梅特希尔基因公司 | 组蛋白脱乙酰酶抑制剂 |
| US20080247964A1 (en) * | 2006-05-08 | 2008-10-09 | Yuelian Xu | Substituted azaspiro derivatives |
| CA2651681A1 (en) * | 2006-05-18 | 2007-11-29 | Merck & Co., Inc. | Aryl-fused spirocyclic compounds |
| US8030344B2 (en) | 2007-03-13 | 2011-10-04 | Methylgene Inc. | Inhibitors of histone deacetylase |
| CL2008001839A1 (es) | 2007-06-21 | 2009-01-16 | Incyte Holdings Corp | Compuestos derivados de 2,7-diazaespirociclos, inhibidores de 11-beta hidroxil esteroide deshidrogenasa tipo 1; composicion farmaceutica que comprende a dichos compuestos; utiles para tratar la obesidad, diabetes, intolerancia a la glucosa, diabetes tipo ii, entre otras enfermedades. |
| FR2920774B1 (fr) | 2007-09-06 | 2009-10-30 | Galderma Res & Dev | Nouveaux derives de n-phenul acatamide, inhibiteurs de l'enzyme soat-1, compositions pharmaceutiques et cosmetiques les contentant |
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- 2006-11-15 TW TW095142295A patent/TW200804381A/zh unknown
- 2006-11-16 US US11/600,426 patent/US7544695B2/en active Active
- 2006-11-17 WO PCT/US2006/044754 patent/WO2007061880A1/en not_active Ceased
- 2006-11-17 CN CNA2006800439455A patent/CN101312976A/zh active Pending
- 2006-11-17 DE DE602006007482T patent/DE602006007482D1/de active Active
- 2006-11-17 EP EP06837965A patent/EP1954698B1/en active Active
- 2006-11-17 WO PCT/US2006/044948 patent/WO2007061978A1/en not_active Ceased
- 2006-11-17 JP JP2008542379A patent/JP4921485B2/ja active Active
- 2006-11-17 CA CA2629777A patent/CA2629777C/en active Active
- 2006-11-17 RU RU2008125068/04A patent/RU2008125068A/ru unknown
- 2006-11-17 US US12/085,396 patent/US7834026B2/en active Active
- 2006-11-17 AU AU2006318773A patent/AU2006318773B2/en active Active
- 2006-11-17 BR BRPI0618904A patent/BRPI0618904A2/pt not_active IP Right Cessation
- 2006-11-17 AT AT06837965T patent/ATE434618T1/de not_active IP Right Cessation
- 2006-11-17 KR KR1020087012410A patent/KR20080069630A/ko not_active Withdrawn
- 2006-11-21 PE PE2006001482A patent/PE20071084A1/es not_active Application Discontinuation
- 2006-11-22 DO DO2006000260A patent/DOP2006000260A/es unknown
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2008
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2010
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- 2012-12-19 US US13/719,999 patent/US8686020B2/en active Active
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