JP2009528354A5 - - Google Patents
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- Publication number
- JP2009528354A5 JP2009528354A5 JP2008557304A JP2008557304A JP2009528354A5 JP 2009528354 A5 JP2009528354 A5 JP 2009528354A5 JP 2008557304 A JP2008557304 A JP 2008557304A JP 2008557304 A JP2008557304 A JP 2008557304A JP 2009528354 A5 JP2009528354 A5 JP 2009528354A5
- Authority
- JP
- Japan
- Prior art keywords
- amino
- phenyl
- benzamide
- oxoethyl
- thienyl
- 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.)
- Withdrawn
Links
- -1 amino [4-({[2-amino-5- (2-thienyl) phenyl] amino} carbonyl) phenyl] acetate Chemical class 0.000 claims 55
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 26
- ZYHQGITXIJDDKC-UHFFFAOYSA-N 2-[2-(2-aminophenyl)ethyl]aniline Chemical group NC1=CC=CC=C1CCC1=CC=CC=C1N ZYHQGITXIJDDKC-UHFFFAOYSA-N 0.000 claims 24
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 22
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 20
- KXDAEFPNCMNJSK-UHFFFAOYSA-N Benzamide Chemical compound NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 claims 16
- 125000000738 acetamido group Chemical group [H]C([H])([H])C(=O)N([H])[*] 0.000 claims 16
- 125000000175 2-thienyl group Chemical group S1C([*])=C([H])C([H])=C1[H] 0.000 claims 14
- 125000003118 aryl group Chemical group 0.000 claims 8
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 7
- 125000000623 heterocyclic group Chemical group 0.000 claims 7
- 125000001541 3-thienyl group Chemical group S1C([H])=C([*])C([H])=C1[H] 0.000 claims 6
- 125000000031 ethylamino group Chemical group [H]C([H])([H])C([H])([H])N([H])[*] 0.000 claims 6
- 125000000250 methylamino group Chemical group [H]N(*)C([H])([H])[H] 0.000 claims 6
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 claims 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 4
- 125000001424 substituent group Chemical group 0.000 claims 4
- 125000004195 4-methylpiperazin-1-yl group Chemical group [H]C([H])([H])N1C([H])([H])C([H])([H])N(*)C([H])([H])C1([H])[H] 0.000 claims 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 3
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 claims 3
- 125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 claims 3
- 125000004200 2-methoxyethyl group Chemical group [H]C([H])([H])OC([H])([H])C([H])([H])* 0.000 claims 2
- GDQOCCLEHYWPRC-UHFFFAOYSA-N 4-(3-acetamido-1-anilino-1-oxopropan-2-yl)-n-(2-amino-5-thiophen-3-ylphenyl)benzamide Chemical compound C=1C=C(C(=O)NC=2C(=CC=C(C=2)C2=CSC=C2)N)C=CC=1C(CNC(=O)C)C(=O)NC1=CC=CC=C1 GDQOCCLEHYWPRC-UHFFFAOYSA-N 0.000 claims 2
- GWRSATNRNFYMDI-UHFFFAOYSA-N 4-[(9-cyclopentyl-7,7-difluoro-5-methyl-6-oxo-8h-pyrimido[4,5-b][1,4]diazepin-2-yl)amino]-2-fluoro-5-methoxy-n-(1-methylpiperidin-4-yl)benzamide Chemical compound FC=1C=C(NC=2N=C3N(C4CCCC4)CC(F)(F)C(=O)N(C)C3=CN=2)C(OC)=CC=1C(=O)NC1CCN(C)CC1 GWRSATNRNFYMDI-UHFFFAOYSA-N 0.000 claims 2
- 125000000217 alkyl group Chemical group 0.000 claims 2
- 125000000440 benzylamino group Chemical group [H]N(*)C([H])([H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims 2
- 125000001072 heteroaryl group Chemical group 0.000 claims 2
- JRIUJKFSDDKAQW-UHFFFAOYSA-N n-(2-amino-5-thiophen-3-ylphenyl)-4-[1-anilino-3-(dimethylamino)-1-oxopropan-2-yl]benzamide Chemical compound C=1C=C(C(=O)NC=2C(=CC=C(C=2)C2=CSC=C2)N)C=CC=1C(CN(C)C)C(=O)NC1=CC=CC=C1 JRIUJKFSDDKAQW-UHFFFAOYSA-N 0.000 claims 2
- MGGWOXNBRGLKIP-UHFFFAOYSA-N n-(2-amino-5-thiophen-3-ylphenyl)-4-[1-anilino-3-(methylcarbamoylamino)-1-oxopropan-2-yl]benzamide Chemical compound C=1C=C(C(=O)NC=2C(=CC=C(C=2)C2=CSC=C2)N)C=CC=1C(CNC(=O)NC)C(=O)NC1=CC=CC=C1 MGGWOXNBRGLKIP-UHFFFAOYSA-N 0.000 claims 2
- 150000003839 salts Chemical class 0.000 claims 2
- 125000003107 substituted aryl group Chemical group 0.000 claims 2
- OOMOREUICHWLFN-DEOSSOPVSA-N (2s)-3-[4-[(2-amino-5-thiophen-2-ylphenyl)carbamoyl]phenyl]-2-(phenylmethoxycarbonylamino)propanoic acid Chemical compound N([C@@H](CC1=CC=C(C=C1)C(=O)NC1=CC(=CC=C1N)C=1SC=CC=1)C(O)=O)C(=O)OCC1=CC=CC=C1 OOMOREUICHWLFN-DEOSSOPVSA-N 0.000 claims 1
- 125000004206 2,2,2-trifluoroethyl group Chemical group [H]C([H])(*)C(F)(F)F 0.000 claims 1
- PKMHPZXBTQFFAH-UHFFFAOYSA-N 2-[4-[(2-amino-5-thiophen-2-ylphenyl)carbamoyl]phenyl]-2-(pyridin-3-ylmethoxycarbonylamino)acetic acid Chemical compound NC1=CC=C(C=2SC=CC=2)C=C1NC(=O)C(C=C1)=CC=C1C(C(O)=O)NC(=O)OCC1=CC=CN=C1 PKMHPZXBTQFFAH-UHFFFAOYSA-N 0.000 claims 1
- HYHFPSOXKXMPHU-UHFFFAOYSA-N 2-[4-[(2-amino-5-thiophen-2-ylphenyl)carbamoyl]phenyl]-2-pyrrolidin-1-ylacetic acid Chemical compound NC1=CC=C(C=2SC=CC=2)C=C1NC(=O)C(C=C1)=CC=C1C(C(O)=O)N1CCCC1 HYHFPSOXKXMPHU-UHFFFAOYSA-N 0.000 claims 1
- XYEGMIQPBQWEEI-UHFFFAOYSA-N 2-[4-[[2-[(2-methylpropan-2-yl)oxycarbonylamino]-5-thiophen-2-ylphenyl]carbamoyl]phenyl]-2-pyrrolidin-1-ylacetic acid Chemical compound CC(C)(C)OC(=O)NC1=CC=C(C=2SC=CC=2)C=C1NC(=O)C(C=C1)=CC=C1C(C(O)=O)N1CCCC1 XYEGMIQPBQWEEI-UHFFFAOYSA-N 0.000 claims 1
- YSRFQQGEJZZECF-UHFFFAOYSA-N 2-acetamido-2-[4-[(2-amino-5-thiophen-2-ylphenyl)carbamoyl]phenyl]acetic acid Chemical compound C1=CC(C(C(O)=O)NC(=O)C)=CC=C1C(=O)NC1=CC(C=2SC=CC=2)=CC=C1N YSRFQQGEJZZECF-UHFFFAOYSA-N 0.000 claims 1
- KHIIAWLVFAXZHU-UHFFFAOYSA-N 2-amino-3-[4-[(2-amino-5-thiophen-3-ylphenyl)carbamoyl]phenyl]propanoic acid Chemical compound C1=CC(CC(N)C(O)=O)=CC=C1C(=O)NC1=CC(C2=CSC=C2)=CC=C1N KHIIAWLVFAXZHU-UHFFFAOYSA-N 0.000 claims 1
- 125000004204 2-methoxyphenyl group Chemical group [H]C1=C([H])C(*)=C(OC([H])([H])[H])C([H])=C1[H] 0.000 claims 1
- 125000004207 3-methoxyphenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(OC([H])([H])[H])=C1[H] 0.000 claims 1
- DOFHSOXUPFVBHF-UHFFFAOYSA-N 4-(1-acetamido-2-amino-2-oxoethyl)-n-(2-acetamido-5-thiophen-2-ylphenyl)benzamide Chemical compound C1=CC(C(C(N)=O)NC(=O)C)=CC=C1C(=O)NC1=CC(C=2SC=CC=2)=CC=C1NC(C)=O DOFHSOXUPFVBHF-UHFFFAOYSA-N 0.000 claims 1
- NJWVMMLBRNPHRG-IBGZPJMESA-N N-(2-aminophenyl)-4-[benzoyl-[(2S)-1-(4-chloroanilino)-1-oxopropan-2-yl]amino]benzamide Chemical compound C=1C=C(C(=O)NC=2C(=CC=CC=2)N)C=CC=1N([C@@H](C)C(=O)NC=1C=CC(Cl)=CC=1)C(=O)C1=CC=CC=C1 NJWVMMLBRNPHRG-IBGZPJMESA-N 0.000 claims 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 claims 1
- 125000004122 cyclic group Chemical group 0.000 claims 1
- LQRQDIIPLDMQEU-UHFFFAOYSA-N n-(2-amino-5-thiophen-2-ylphenyl)-4-(1,2-diamino-2-oxoethyl)benzamide Chemical compound C1=CC(C(C(N)=O)N)=CC=C1C(=O)NC1=CC(C=2SC=CC=2)=CC=C1N LQRQDIIPLDMQEU-UHFFFAOYSA-N 0.000 claims 1
- ZEYVZUYEGMMMBI-UHFFFAOYSA-N n-(2-aminophenyl)-4-[1,2-bis(benzylamino)-2-oxoethyl]benzamide Chemical compound NC1=CC=CC=C1NC(=O)C1=CC=C(C(NCC=2C=CC=CC=2)C(=O)NCC=2C=CC=CC=2)C=C1 ZEYVZUYEGMMMBI-UHFFFAOYSA-N 0.000 claims 1
- CPTCPJWETDOBEL-UHFFFAOYSA-N n-(2-aminophenyl)-4-[2-(benzylamino)-1-(4-methylpiperazin-1-yl)-2-oxoethyl]benzamide Chemical compound C1CN(C)CCN1C(C=1C=CC(=CC=1)C(=O)NC=1C(=CC=CC=1)N)C(=O)NCC1=CC=CC=C1 CPTCPJWETDOBEL-UHFFFAOYSA-N 0.000 claims 1
- YNGMLEDPCOLGGS-UHFFFAOYSA-N n-(2-aminophenyl)-6-[1-(4-methylpiperazin-1-yl)-2-(naphthalen-2-ylamino)-2-oxoethyl]pyridine-3-carboxamide Chemical compound C1CN(C)CCN1C(C=1N=CC(=CC=1)C(=O)NC=1C(=CC=CC=1)N)C(=O)NC1=CC=C(C=CC=C2)C2=C1 YNGMLEDPCOLGGS-UHFFFAOYSA-N 0.000 claims 1
- JGWKXDIGBIWMTF-DEOSSOPVSA-N n-[(2s)-3-[4-[(2-amino-5-thiophen-3-ylphenyl)carbamoyl]phenyl]-1-oxo-1-(propylamino)propan-2-yl]thiophene-2-carboxamide Chemical class C([C@@H](C(=O)NCCC)NC(=O)C=1SC=CC=1)C(C=C1)=CC=C1C(=O)NC(C(=CC=1)N)=CC=1C=1C=CSC=1 JGWKXDIGBIWMTF-DEOSSOPVSA-N 0.000 claims 1
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 claims 1
- 125000004076 pyridyl group Chemical group 0.000 claims 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 1
- 125000001544 thienyl group Chemical group 0.000 claims 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US77771406P | 2006-02-28 | 2006-02-28 | |
| PCT/US2007/004724 WO2007100657A2 (en) | 2006-02-28 | 2007-02-23 | Inhibitors of histone deacetylase |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2009528354A JP2009528354A (ja) | 2009-08-06 |
| JP2009528354A5 true JP2009528354A5 (enExample) | 2009-09-24 |
Family
ID=38459567
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2008557304A Withdrawn JP2009528354A (ja) | 2006-02-28 | 2007-02-23 | ヒストン脱アセチル化酵素のインヒビター |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US8168658B2 (enExample) |
| EP (1) | EP1991226B1 (enExample) |
| JP (1) | JP2009528354A (enExample) |
| AU (1) | AU2007221207A1 (enExample) |
| CA (1) | CA2642813A1 (enExample) |
| WO (1) | WO2007100657A2 (enExample) |
Families Citing this family (23)
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| WO2005070020A2 (en) | 2004-01-23 | 2005-08-04 | The Regents Of The University Of Colorado | Gefitinib sensitivity-related gene expression and products and methods related thereto |
| ES2537631T3 (es) | 2004-05-27 | 2015-06-10 | The Regents Of The University Of Colorado | Métodos para la predicción del resultado clínico para inhibidores del receptor del factor de crecimiento epidérmico para pacientes de cáncer |
| CN101808518A (zh) * | 2007-06-27 | 2010-08-18 | 默沙东公司 | 作为组蛋白脱乙酰酶抑制剂的吡啶基和嘧啶基衍生物 |
| EP3103791B1 (en) | 2007-06-27 | 2018-01-31 | Merck Sharp & Dohme Corp. | 4-carboxybenzylamino derivatives as histone deacetylase inhibitors |
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| AU2009228931B2 (en) | 2008-03-27 | 2013-05-23 | Janssen Pharmaceutica Nv | Aza-bicyclohexyl substituted indolyl alkyl amino derivatives as novel inhibitors of histone deacetylase |
| MX2010012297A (es) | 2008-05-16 | 2010-12-06 | Hoffmann La Roche | Nuevas n-(2-amino-fenil)-acrilamidas. |
| PL2292611T3 (pl) | 2008-05-23 | 2012-11-30 | Santen Pharmaceutical Co Ltd | Nowa pochodna tiofenodiaminy mająca strukturę mocznikową |
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| NZ599757A (en) | 2009-10-30 | 2014-08-29 | Massachusetts Inst Technology | The use of ci-994 and dinaline for the treatment of memory/cognition and anxiety disorders |
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| CN103880842B (zh) * | 2014-02-20 | 2016-04-13 | 南通大学 | 具HDAC抑制活性的β-咔啉类衍生物及制备方法和用途 |
| CN103880841B (zh) * | 2014-02-20 | 2016-04-13 | 南通大学 | 含有β-咔啉-3-酰亚肼基的HDAC抑制剂及其制备方法和用途 |
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| EP3856174A4 (en) * | 2018-09-25 | 2022-09-28 | Regenacy Pharmaceuticals, Inc. | HDAC1, 2 INHIBITORS |
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| EP1663953A1 (en) | 2003-09-24 | 2006-06-07 | Methylgene, Inc. | Inhibitors of histone deacetylase |
| WO2005053609A2 (en) | 2003-11-26 | 2005-06-16 | Guilford Pharmaceuticals Inc. | Methods of nad+-dependent deacetylase inhibitors |
| MXPA06010900A (es) | 2004-03-26 | 2007-02-21 | Methylgene Inc | Inhibidores de histona desacetilasa. |
| AU2005257859A1 (en) | 2004-05-21 | 2006-01-05 | Merck & Co., Inc. | Amino cyclopentyl heterocyclic and carbocyclic modulators of chemokine receptor activity |
| US20080234254A1 (en) | 2004-06-10 | 2008-09-25 | University Of Leeds | Inhibitors of Histone Deacetylase |
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| JP2008536926A (ja) * | 2005-04-20 | 2008-09-11 | メルク エンド カムパニー インコーポレーテッド | ベンゾチオフェン誘導体 |
| US8158825B2 (en) * | 2005-06-24 | 2012-04-17 | Merck Sharp & Dohme Corp. | Modified malonate derivatives |
| EP1945028A4 (en) * | 2005-11-03 | 2011-01-19 | Merck Sharp & Dohme | SUBSTITUTED NICOTINAMIDE COMPOUNDS |
| WO2007087130A2 (en) * | 2006-01-12 | 2007-08-02 | Merck & Co., Inc. | Hydroxyalkylarylamide derivatives |
| US20090012075A1 (en) | 2006-01-12 | 2009-01-08 | Miller Thomas A | Fluorinated Arylamide Derivatives |
| 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 |
| AU2007243519A1 (en) * | 2006-04-26 | 2007-11-08 | Merck Sharp & Dohme Corp. | Disubstituted aniline compounds |
| EP2049124A4 (en) | 2006-07-20 | 2010-02-10 | Merck & Co Inc | PHOSPHOR DERIVATIVES AS HISTONDEACETYLASE HEMMER |
| CN101808518A (zh) * | 2007-06-27 | 2010-08-18 | 默沙东公司 | 作为组蛋白脱乙酰酶抑制剂的吡啶基和嘧啶基衍生物 |
-
2007
- 2007-02-23 JP JP2008557304A patent/JP2009528354A/ja not_active Withdrawn
- 2007-02-23 EP EP07751483A patent/EP1991226B1/en active Active
- 2007-02-23 AU AU2007221207A patent/AU2007221207A1/en not_active Abandoned
- 2007-02-23 CA CA002642813A patent/CA2642813A1/en not_active Abandoned
- 2007-02-23 US US12/224,466 patent/US8168658B2/en active Active
- 2007-02-23 WO PCT/US2007/004724 patent/WO2007100657A2/en not_active Ceased
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