JP2005521651A5 - - Google Patents
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- Publication number
- JP2005521651A5 JP2005521651A5 JP2003560008A JP2003560008A JP2005521651A5 JP 2005521651 A5 JP2005521651 A5 JP 2005521651A5 JP 2003560008 A JP2003560008 A JP 2003560008A JP 2003560008 A JP2003560008 A JP 2003560008A JP 2005521651 A5 JP2005521651 A5 JP 2005521651A5
- Authority
- JP
- Japan
- Prior art keywords
- ethyl
- carbazol
- carboxamide
- oxopyrrolidine
- rac
- 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
Links
- -1 α-hydroxyphenylethyl Chemical group 0.000 claims description 25
- 125000000217 alkyl group Chemical group 0.000 claims description 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 5
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Chemical group C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 4
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 4
- 125000003545 alkoxy group Chemical group 0.000 claims description 3
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 3
- 125000004663 dialkyl amino group Chemical group 0.000 claims description 2
- 125000002541 furyl group Chemical group 0.000 claims description 2
- 229910052736 halogen Inorganic materials 0.000 claims description 2
- 150000002367 halogens Chemical class 0.000 claims description 2
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 claims description 2
- 125000004998 naphthylethyl group Chemical group C1(=CC=CC2=CC=CC=C12)CC* 0.000 claims description 2
- 125000004923 naphthylmethyl group Chemical group C1(=CC=CC2=CC=CC=C12)C* 0.000 claims description 2
- 125000000286 phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 claims description 2
- 125000004076 pyridyl group Chemical group 0.000 claims description 2
- 125000002112 pyrrolidino group Chemical group [*]N1C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 claims description 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims 14
- 239000003814 drug Substances 0.000 claims 3
- 239000002253 acid Substances 0.000 claims 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 2
- 229910052739 hydrogen Inorganic materials 0.000 claims 2
- 239000001257 hydrogen Substances 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- 150000003839 salts Chemical class 0.000 claims 2
- 239000011780 sodium chloride Substances 0.000 claims 2
- LNBJEVSBTXABJJ-UHFFFAOYSA-N 1-(2,3-dihydro-1H-inden-2-yl)-N-(9-ethylcarbazol-3-yl)-5-oxopyrrolidine-3-carboxamide Chemical compound C1C2=CC=CC=C2CC1N(C(=O)C1)CC1C(=O)NC1=CC=C2N(CC)C3=CC=CC=C3C2=C1 LNBJEVSBTXABJJ-UHFFFAOYSA-N 0.000 claims 1
- JCFURRFIHPXTAX-UHFFFAOYSA-N 1-[(2,4-dimethoxyphenyl)methyl]-N-(9-ethylcarbazol-3-yl)-5-oxopyrrolidine-3-carboxamide Chemical compound C=1C=C2N(CC)C3=CC=CC=C3C2=CC=1NC(=O)C(CC1=O)CN1CC1=CC=C(OC)C=C1OC JCFURRFIHPXTAX-UHFFFAOYSA-N 0.000 claims 1
- PKCVGJGLFSIAFY-UHFFFAOYSA-N 1-[(2-chlorophenyl)methyl]-N-(9-ethylcarbazol-3-yl)-5-oxopyrrolidine-3-carboxamide Chemical compound C=1C=C2N(CC)C3=CC=CC=C3C2=CC=1NC(=O)C(CC1=O)CN1CC1=CC=CC=C1Cl PKCVGJGLFSIAFY-UHFFFAOYSA-N 0.000 claims 1
- DMWSIFMEUPPWNG-UHFFFAOYSA-N 1-[(4-chlorophenyl)methyl]-N-(9-ethylcarbazol-3-yl)-5-oxopyrrolidine-3-carboxamide Chemical compound C=1C=C2N(CC)C3=CC=CC=C3C2=CC=1NC(=O)C(CC1=O)CN1CC1=CC=C(Cl)C=C1 DMWSIFMEUPPWNG-UHFFFAOYSA-N 0.000 claims 1
- IZALGPXWNQXDRV-UHFFFAOYSA-N 1-cycloheptyl-N-(9-ethylcarbazol-3-yl)-5-oxopyrrolidine-3-carboxamide Chemical compound C=1C=C2N(CC)C3=CC=CC=C3C2=CC=1NC(=O)C(CC1=O)CN1C1CCCCCC1 IZALGPXWNQXDRV-UHFFFAOYSA-N 0.000 claims 1
- PHRABVHYUHIYGY-UHFFFAOYSA-N 1-methylnaphthalene Chemical group C1=CC=C2C([CH2])=CC=CC2=C1 PHRABVHYUHIYGY-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
- 125000001622 2-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C([H])=C(*)C([H])=C([H])C2=C1[H] 0.000 claims 1
- 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 1
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims 1
- 125000004180 3-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(F)=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
- 125000006283 4-chlorobenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1Cl)C([H])([H])* 0.000 claims 1
- WNWVKZTYMQWFHE-UHFFFAOYSA-N 4-ethylmorpholine Chemical group [CH2]CN1CCOCC1 WNWVKZTYMQWFHE-UHFFFAOYSA-N 0.000 claims 1
- 125000004861 4-isopropyl phenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])(C([H])([H])[H])C([H])([H])[H] 0.000 claims 1
- 206010003246 Arthritis Diseases 0.000 claims 1
- 206010012601 Diabetes mellitus Diseases 0.000 claims 1
- DAYAJPHIZWNGSX-UHFFFAOYSA-N N-(9-ethylcarbazol-3-yl)-1-(2-hydroxy-2-phenylethyl)-5-oxopyrrolidine-3-carboxamide Chemical compound C=1C=C2N(CC)C3=CC=CC=C3C2=CC=1NC(=O)C(CC1=O)CN1CC(O)C1=CC=CC=C1 DAYAJPHIZWNGSX-UHFFFAOYSA-N 0.000 claims 1
- FHRUHJMHXYMPMS-UHFFFAOYSA-N N-(9-ethylcarbazol-3-yl)-1-(3-fluorophenyl)-5-oxopyrrolidine-3-carboxamide Chemical compound C=1C=C2N(CC)C3=CC=CC=C3C2=CC=1NC(=O)C(CC1=O)CN1C1=CC=CC(F)=C1 FHRUHJMHXYMPMS-UHFFFAOYSA-N 0.000 claims 1
- SOOVNANLZQHFLS-UHFFFAOYSA-N N-(9-ethylcarbazol-3-yl)-1-(4-methylphenyl)-5-oxopyrrolidine-3-carboxamide Chemical compound C=1C=C2N(CC)C3=CC=CC=C3C2=CC=1NC(=O)C(CC1=O)CN1C1=CC=C(C)C=C1 SOOVNANLZQHFLS-UHFFFAOYSA-N 0.000 claims 1
- INAKQXVSGVWGFL-UHFFFAOYSA-N N-(9-ethylcarbazol-3-yl)-1-(5-methoxy-2-methylphenyl)-5-oxopyrrolidine-3-carboxamide Chemical compound C=1C=C2N(CC)C3=CC=CC=C3C2=CC=1NC(=O)C(CC1=O)CN1C1=CC(OC)=CC=C1C INAKQXVSGVWGFL-UHFFFAOYSA-N 0.000 claims 1
- ZCNQQHNHLQDKSH-UHFFFAOYSA-N N-(9-ethylcarbazol-3-yl)-1-(furan-2-ylmethyl)-5-oxopyrrolidine-3-carboxamide Chemical compound C=1C=C2N(CC)C3=CC=CC=C3C2=CC=1NC(=O)C(CC1=O)CN1CC1=CC=CO1 ZCNQQHNHLQDKSH-UHFFFAOYSA-N 0.000 claims 1
- ZUOGOMATEORWQP-UHFFFAOYSA-N N-(9-ethylcarbazol-3-yl)-5-oxo-1-(2-propan-2-ylphenyl)pyrrolidine-3-carboxamide Chemical compound C=1C=C2N(CC)C3=CC=CC=C3C2=CC=1NC(=O)C(CC1=O)CN1C1=CC=CC=C1C(C)C ZUOGOMATEORWQP-UHFFFAOYSA-N 0.000 claims 1
- ZHHQKDANPFTHME-UHFFFAOYSA-N N-(9-ethylcarbazol-3-yl)-5-oxo-1-(4-propan-2-ylphenyl)pyrrolidine-3-carboxamide Chemical compound C=1C=C2N(CC)C3=CC=CC=C3C2=CC=1NC(=O)C(CC1=O)CN1C1=CC=C(C(C)C)C=C1 ZHHQKDANPFTHME-UHFFFAOYSA-N 0.000 claims 1
- ZZVBAJXEDCJVTK-UHFFFAOYSA-N N-(9-ethylcarbazol-3-yl)-5-oxo-1-(thiophen-2-ylmethyl)pyrrolidine-3-carboxamide Chemical compound C=1C=C2N(CC)C3=CC=CC=C3C2=CC=1NC(=O)C(CC1=O)CN1CC1=CC=CS1 ZZVBAJXEDCJVTK-UHFFFAOYSA-N 0.000 claims 1
- ZCKRHWXFISGALU-UHFFFAOYSA-N N-(9-ethylcarbazol-3-yl)-5-oxo-1-phenylpyrrolidine-3-carboxamide Chemical compound C=1C=C2N(CC)C3=CC=CC=C3C2=CC=1NC(=O)C(CC1=O)CN1C1=CC=CC=C1 ZCKRHWXFISGALU-UHFFFAOYSA-N 0.000 claims 1
- 208000008589 Obesity Diseases 0.000 claims 1
- XYVMBSCIEDOIJQ-UHFFFAOYSA-N Squamolone Chemical compound NC(=O)N1CCCC1=O XYVMBSCIEDOIJQ-UHFFFAOYSA-N 0.000 claims 1
- 150000007513 acids Chemical class 0.000 claims 1
- 150000001412 amines Chemical class 0.000 claims 1
- 150000007514 bases Chemical class 0.000 claims 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims 1
- 125000000582 cycloheptyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims 1
- 235000014632 disordered eating Nutrition 0.000 claims 1
- 239000002552 dosage form Substances 0.000 claims 1
- 201000006180 eating disease Diseases 0.000 claims 1
- 150000002148 esters Chemical class 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 235000020824 obesity Nutrition 0.000 claims 1
- 125000001037 p-tolyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 claims 1
- 238000002360 preparation method Methods 0.000 claims 1
- NYCVCXMSZNOGDH-UHFFFAOYSA-N pyrrolidine-1-carboxylic acid Chemical compound OC(=O)N1CCCC1 NYCVCXMSZNOGDH-UHFFFAOYSA-N 0.000 claims 1
- 239000012453 solvate Substances 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH23812001 | 2001-12-31 | ||
| CH0200429 | 2002-08-05 | ||
| PCT/CH2002/000725 WO2003059905A1 (de) | 2001-12-31 | 2002-12-27 | Pyrrolidon-carboxamide |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2005521651A JP2005521651A (ja) | 2005-07-21 |
| JP2005521651A5 true JP2005521651A5 (pt) | 2009-11-26 |
Family
ID=25705687
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2003560008A Pending JP2005521651A (ja) | 2001-12-31 | 2002-12-27 | ピロリドンカルボキサミド類 |
Country Status (8)
| Country | Link |
|---|---|
| EP (1) | EP1463724A1 (pt) |
| JP (1) | JP2005521651A (pt) |
| KR (1) | KR20040072697A (pt) |
| CN (1) | CN100534990C (pt) |
| AU (1) | AU2002350366A1 (pt) |
| CA (1) | CA2471620A1 (pt) |
| MX (1) | MXPA04006458A (pt) |
| WO (1) | WO2003059905A1 (pt) |
Families Citing this family (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB0319151D0 (en) * | 2003-08-14 | 2003-09-17 | Glaxo Group Ltd | Novel compounds |
| WO2005097127A2 (en) | 2004-04-02 | 2005-10-20 | Merck & Co., Inc. | Method of treating men with metabolic and anthropometric disorders |
| US8415354B2 (en) | 2004-04-29 | 2013-04-09 | Abbott Laboratories | Methods of use of inhibitors of the 11-beta-hydroxysteroid dehydrogenase type 1 enzyme |
| US20100222316A1 (en) | 2004-04-29 | 2010-09-02 | Abbott Laboratories | Inhibitors of the 11-beta-hydroxysteroid dehydrogenase type 1 enzyme |
| US7880001B2 (en) | 2004-04-29 | 2011-02-01 | Abbott Laboratories | Inhibitors of the 11-beta-hydroxysteroid dehydrogenase Type 1 enzyme |
| US8198331B2 (en) | 2005-01-05 | 2012-06-12 | Abbott Laboratories | Inhibitors of the 11-beta-hydroxysteroid dehydrogenase type 1 enzyme |
| ES2386365T3 (es) | 2005-01-05 | 2012-08-17 | Abbott Laboratories | Derivados de adamantilo como inhibidores de la enzima 11-beta-hidroxiesteroide deshidrogenasa de tipo 1 |
| US20090192198A1 (en) | 2005-01-05 | 2009-07-30 | Abbott Laboratories | Inhibitors of the 11-beta-hydroxysteroid dehydrogenase type 1 enzyme |
| US20090264650A1 (en) * | 2005-03-31 | 2009-10-22 | Nobuo Cho | Prophylactic/Therapeutic Agent for Diabetes |
| US20090036492A1 (en) * | 2005-08-09 | 2009-02-05 | Akihiro Furukawa | Novel Cercosporamide Derivative |
| JP4726243B2 (ja) * | 2005-08-09 | 2011-07-20 | 第一三共株式会社 | 新規セルコスポラミド誘導体 |
| US7435833B2 (en) * | 2006-04-07 | 2008-10-14 | Abbott Laboratories | Inhibitors of the 11-beta-hydroxysteroid dehydrogenase Type 1 enzyme |
| JP5736098B2 (ja) | 2007-08-21 | 2015-06-17 | アッヴィ・インコーポレイテッド | 中枢神経系障害を治療するための医薬組成物 |
| GB0815781D0 (en) * | 2008-08-29 | 2008-10-08 | Xention Ltd | Novel potassium channel blockers |
| WO2011035332A1 (en) * | 2009-09-21 | 2011-03-24 | Chemocentryx, Inc. | Pyrrolidinone carboxamide derivatives as chemerin-r ( chemr23 ) modulators |
| CN102827056B (zh) * | 2012-09-03 | 2014-07-23 | 华东理工大学 | N-芳基取代吡咯烷酮衍生物及其用途 |
| SG11201606619UA (en) * | 2014-04-04 | 2016-09-29 | Sanofi Sa | Substituted indanone compounds as gpr119 modulators for the treatment of diabetes, obesity, dyslipidemia and related disorders |
| US10968176B2 (en) | 2014-09-14 | 2021-04-06 | Nanosynthons Llc | Pyrrolidone derivatives, oligomers and polymers |
| WO2016040962A1 (en) * | 2014-09-14 | 2016-03-17 | Nanosynthons Llc | Pyrrolidone derivatives, oligomers and polymers |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB856452A (en) * | 1957-06-27 | 1960-12-14 | Bayer Ag | Protective agents against textile pests, mould and bacteria |
| US5281612A (en) * | 1982-09-09 | 1994-01-25 | Warner-Lambert Company | Naphthyridine antibacterial agents |
| ES2087097T3 (es) * | 1989-04-19 | 1996-07-16 | Otsuka Pharma Co Ltd | Derivados de acidos fenilcarboxilicos que contienen un heterociclo. |
| US6387932B1 (en) * | 1999-06-25 | 2002-05-14 | Merck & Co., Inc. | Somatostatin agonists |
| AU6000900A (en) * | 1999-07-23 | 2001-02-13 | Astrazeneca Uk Limited | Carbazole derivatives and their use as neuropeptide y5 receptor ligands |
| GB0010757D0 (en) * | 2000-05-05 | 2000-06-28 | Astrazeneca Ab | Chemical compounds |
-
2002
- 2002-12-27 WO PCT/CH2002/000725 patent/WO2003059905A1/de active Application Filing
- 2002-12-27 AU AU2002350366A patent/AU2002350366A1/en not_active Abandoned
- 2002-12-27 EP EP02785006A patent/EP1463724A1/de not_active Withdrawn
- 2002-12-27 KR KR10-2004-7010431A patent/KR20040072697A/ko not_active Application Discontinuation
- 2002-12-27 CN CNB028265483A patent/CN100534990C/zh not_active Expired - Fee Related
- 2002-12-27 JP JP2003560008A patent/JP2005521651A/ja active Pending
- 2002-12-27 CA CA002471620A patent/CA2471620A1/en not_active Abandoned
- 2002-12-27 MX MXPA04006458A patent/MXPA04006458A/es unknown
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