JP2008513516A5 - - Google Patents
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- Publication number
- JP2008513516A5 JP2008513516A5 JP2007532685A JP2007532685A JP2008513516A5 JP 2008513516 A5 JP2008513516 A5 JP 2008513516A5 JP 2007532685 A JP2007532685 A JP 2007532685A JP 2007532685 A JP2007532685 A JP 2007532685A JP 2008513516 A5 JP2008513516 A5 JP 2008513516A5
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- hydrogen
- independently
- heteroaryl
- group
- 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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- 229910052739 hydrogen Inorganic materials 0.000 claims 42
- 239000001257 hydrogen Substances 0.000 claims 42
- 125000000217 alkyl group Chemical group 0.000 claims 32
- 125000001072 heteroaryl group Chemical group 0.000 claims 28
- 125000003118 aryl group Chemical group 0.000 claims 22
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 21
- 125000000753 cycloalkyl group Chemical group 0.000 claims 20
- 150000002431 hydrogen Chemical class 0.000 claims 20
- 125000000623 heterocyclic group Chemical group 0.000 claims 19
- 125000003710 aryl alkyl group Chemical group 0.000 claims 16
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims 16
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims 16
- 150000001875 compounds Chemical class 0.000 claims 15
- 125000006710 (C2-C12) alkenyl group Chemical group 0.000 claims 11
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims 11
- 125000004415 heterocyclylalkyl group Chemical group 0.000 claims 11
- 125000005020 hydroxyalkenyl group Chemical group 0.000 claims 11
- 239000008194 pharmaceutical composition Substances 0.000 claims 11
- 125000004642 (C1-C12) alkoxy group Chemical group 0.000 claims 9
- 125000001309 chloro group Chemical group Cl* 0.000 claims 9
- 125000001153 fluoro group Chemical group F* 0.000 claims 9
- 125000003367 polycyclic group Chemical group 0.000 claims 8
- 201000010099 disease Diseases 0.000 claims 7
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 7
- 125000004093 cyano group Chemical group *C#N 0.000 claims 6
- 125000004446 heteroarylalkyl group Chemical group 0.000 claims 6
- 125000001188 haloalkyl group Chemical group 0.000 claims 5
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 5
- 239000000203 mixture Substances 0.000 claims 4
- 125000004043 oxo group Chemical group O=* 0.000 claims 4
- 239000000651 prodrug Substances 0.000 claims 4
- 229940002612 prodrug Drugs 0.000 claims 4
- 150000003839 salts Chemical class 0.000 claims 4
- 101000631826 Homo sapiens Stearoyl-CoA desaturase Proteins 0.000 claims 3
- 102000055981 human SCD1 Human genes 0.000 claims 3
- 208000001072 type 2 diabetes mellitus Diseases 0.000 claims 3
- 208000004930 Fatty Liver Diseases 0.000 claims 2
- 108010087894 Fatty acid desaturases Proteins 0.000 claims 2
- 206010019708 Hepatic steatosis Diseases 0.000 claims 2
- 241000124008 Mammalia Species 0.000 claims 2
- 208000001145 Metabolic Syndrome Diseases 0.000 claims 2
- 208000008589 Obesity Diseases 0.000 claims 2
- 102000016553 Stearoyl-CoA Desaturase Human genes 0.000 claims 2
- 201000000690 abdominal obesity-metabolic syndrome Diseases 0.000 claims 2
- 208000010706 fatty liver disease Diseases 0.000 claims 2
- UMBGSUJPSPGPHI-UHFFFAOYSA-N n-hexyl-2-[4-[5-(hexylamino)-2-(trifluoromethyl)benzoyl]piperazin-1-yl]pyridine-4-carboxamide Chemical compound CCCCCCNC(=O)C1=CC=NC(N2CCN(CC2)C(=O)C=2C(=CC=C(NCCCCCC)C=2)C(F)(F)F)=C1 UMBGSUJPSPGPHI-UHFFFAOYSA-N 0.000 claims 2
- 208000008338 non-alcoholic fatty liver disease Diseases 0.000 claims 2
- 206010053219 non-alcoholic steatohepatitis Diseases 0.000 claims 2
- 235000020824 obesity Nutrition 0.000 claims 2
- 239000000546 pharmaceutical excipient Substances 0.000 claims 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 2
- 231100000240 steatosis hepatitis Toxicity 0.000 claims 2
- 125000004739 (C1-C6) alkylsulfonyl group Chemical group 0.000 claims 1
- FOQJPBGZVXAKHY-UHFFFAOYSA-N 5-[4-[5-fluoro-2-(trifluoromethyl)benzoyl]piperazin-1-yl]-n-hexylpyridine-3-carboxamide Chemical compound CCCCCCNC(=O)C1=CN=CC(N2CCN(CC2)C(=O)C=2C(=CC=C(F)C=2)C(F)(F)F)=C1 FOQJPBGZVXAKHY-UHFFFAOYSA-N 0.000 claims 1
- RMERVNJHRNPULI-UHFFFAOYSA-N 5-[4-[5-fluoro-2-(trifluoromethyl)benzoyl]piperazin-1-yl]-n-pentylpyridine-3-carboxamide Chemical compound CCCCCNC(=O)C1=CN=CC(N2CCN(CC2)C(=O)C=2C(=CC=C(F)C=2)C(F)(F)F)=C1 RMERVNJHRNPULI-UHFFFAOYSA-N 0.000 claims 1
- 208000032928 Dyslipidaemia Diseases 0.000 claims 1
- 208000002705 Glucose Intolerance Diseases 0.000 claims 1
- 206010022489 Insulin Resistance Diseases 0.000 claims 1
- 208000017170 Lipid metabolism disease Diseases 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 230000000694 effects Effects 0.000 claims 1
- 125000005843 halogen group Chemical group 0.000 claims 1
- 125000005349 heteroarylcycloalkyl group Chemical group 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- 230000002401 inhibitory effect Effects 0.000 claims 1
- 230000001404 mediated effect Effects 0.000 claims 1
- URFPCEMFTXGVTB-UHFFFAOYSA-N n-(3-cyclopropylpropyl)-2-[4-[5-fluoro-2-(trifluoromethyl)benzoyl]piperazin-1-yl]pyridine-4-carboxamide Chemical compound FC1=CC=C(C(F)(F)F)C(C(=O)N2CCN(CC2)C=2N=CC=C(C=2)C(=O)NCCCC2CC2)=C1 URFPCEMFTXGVTB-UHFFFAOYSA-N 0.000 claims 1
- -1 nitro, hydroxy Chemical group 0.000 claims 1
- 201000009104 prediabetes syndrome Diseases 0.000 claims 1
- 125000001424 substituent group Chemical group 0.000 claims 1
- 125000001544 thienyl group Chemical group 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US61164704P | 2004-09-20 | 2004-09-20 | |
| US60/611,647 | 2004-09-20 | ||
| PCT/US2005/034136 WO2006034446A2 (en) | 2004-09-20 | 2005-09-20 | Pyridine derivatives for inhibiting human stearoyl-coa-desaturase |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2008513516A JP2008513516A (ja) | 2008-05-01 |
| JP2008513516A5 true JP2008513516A5 (enExample) | 2008-10-23 |
| JP4958787B2 JP4958787B2 (ja) | 2012-06-20 |
Family
ID=36035771
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2007532685A Expired - Fee Related JP4958787B2 (ja) | 2004-09-20 | 2005-09-20 | ヒトステアロイル−ＣｏＡデサチュラーゼを阻害するためのピリジン誘導体 |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US20080167321A1 (enExample) |
| EP (2) | EP1827438B2 (enExample) |
| JP (1) | JP4958787B2 (enExample) |
| CN (1) | CN101090724A (enExample) |
| AR (1) | AR051095A1 (enExample) |
| AT (1) | ATE494895T1 (enExample) |
| AU (1) | AU2005286653A1 (enExample) |
| BR (1) | BRPI0515499A (enExample) |
| CA (1) | CA2580860A1 (enExample) |
| DE (1) | DE602005025924D1 (enExample) |
| ES (1) | ES2359840T5 (enExample) |
| MX (1) | MX2007003330A (enExample) |
| TW (1) | TW200626153A (enExample) |
| WO (1) | WO2006034446A2 (enExample) |
Families Citing this family (80)
| Publication number | Priority date | Publication date | Assignee | Title |
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| US7517884B2 (en) | 1998-03-30 | 2009-04-14 | Kalypsys Inc. | Sulfonyl-substituted bicyclic compounds as modulators of PPAR |
| US20050119251A1 (en) * | 2001-12-21 | 2005-06-02 | Jian-Min Fu | Nicotinamide derivatives and their use as therapeutic agents |
| KR101078098B1 (ko) | 2003-01-14 | 2011-10-28 | 아레나 파마슈티칼스, 인크. | 대사 조절제로서의 １,２,３-삼치환된 아릴 및 헤테로아릴유도체, 및 당뇨병 및 고혈당증을 비롯한 이에 관련된장애의 예방 및 치료 |
| AR045047A1 (es) | 2003-07-11 | 2005-10-12 | Arena Pharm Inc | Derivados arilo y heteroarilo trisustituidos como moduladores del metabolismo y de la profilaxis y tratamiento de desordenes relacionados con los mismos |
| AR045697A1 (es) | 2003-07-14 | 2005-11-09 | Arena Pharm Inc | Aril y heteroaril derivados fusionados como moduladores del metabolismo y la prevencion y tratamiento de trastornos relacionados con el mismo |
| MX2007003329A (es) * | 2004-09-20 | 2007-06-05 | Xenon Pharmaceuticals Inc | Derivados heterociclicos y biciclicos y su uso como inhibidores de estearoil-coa-desaturasa (scd). |
| WO2006034341A2 (en) * | 2004-09-20 | 2006-03-30 | Xenon Pharmaceuticals Inc. | Pyridazine derivatives for inhibiting human stearoyl-coa-desaturase |
| MX2007003327A (es) * | 2004-09-20 | 2007-06-05 | Xenon Pharmaceuticals Inc | Derivados heterociclicos, y su uso como mediadores de estearoil-coa desaturasa. |
| TW200626138A (en) * | 2004-09-20 | 2006-08-01 | Xenon Pharmaceuticals Inc | Heterocyclic derivatives and their use as therapeutic agents |
| BRPI0515482A (pt) | 2004-09-20 | 2008-07-22 | Xenon Pharmaceuticals Inc | derivados heterocìclicos e seus usos como agentes terapêuticos |
| CA2580855A1 (en) | 2004-09-20 | 2006-03-30 | Xenon Pharmaceuticals Inc. | Heterocyclic derivatives and their use as stearoyl-coa desaturase inhibitors |
| AR051026A1 (es) | 2004-09-20 | 2006-12-13 | Xenon Pharmaceuticals Inc | Derivados heterociclicos y su uso como inhibidores de la estearoil-coa desaturasa |
| US8071603B2 (en) * | 2004-09-20 | 2011-12-06 | Xenon Pharmaceuticals Inc. | Heterocyclic derivatives and their use as stearoyl-CoA desaturase inhibitors |
| HUE039584T2 (hu) | 2004-10-29 | 2019-01-28 | Kalypsys Inc | PPAR-modulátor szulfonil-szubsztituált biciklusos vegyületek |
| MY148521A (en) | 2005-01-10 | 2013-04-30 | Arena Pharm Inc | Substituted pyridinyl and pyrimidinyl derivatives as modulators of metabolism and the treatment of disorders related thereto |
| WO2007044085A2 (en) * | 2005-05-19 | 2007-04-19 | Xenon Pharmaceuticals Inc. | Heteroaryl compounds and their uses as therapeutic agents |
| US8541457B2 (en) * | 2005-06-03 | 2013-09-24 | Xenon Pharmaceuticals Inc. | Aminothiazole derivatives as human stearoyl-CoA desaturase inhibitors |
| HUE040020T2 (hu) | 2005-10-25 | 2019-02-28 | Kalypsys Inc | PPAR modulátorok sói és eljárások metabolikus betegségek kezelésére |
| CN100463691C (zh) * | 2005-11-03 | 2009-02-25 | 贵州中际药业有限公司 | 一种止咳凝胶的制备方法 |
| PA8713501A1 (es) | 2006-02-07 | 2009-09-17 | Wyeth Corp | INHIBIDORES DE 11-BETA HIDROXIESTEROIDE DEHIDROGENASA - 11ßHSD1 |
| PE20080176A1 (es) | 2006-03-31 | 2008-04-25 | Glaxo Group Ltd | Compuestos de arilpiperazina sulfonamida como agonista de los receptores de secretagogos de la hormona de crecimiento (ghs) |
| RU2491285C2 (ru) | 2006-06-05 | 2013-08-27 | Новартис Аг | Органические соединения |
| AU2007288245A1 (en) | 2006-08-24 | 2008-02-28 | Novartis Ag | 2- (pyrazin-2-yl) -thiazole and 2- (1h-pyrazol-3-yl) -thiazole derivatives as well as related compounds as stearoyl-CoA desaturase (SCD) inhibitors for the treatment of metabolic, cardiovascular and other disorders |
| WO2008029266A1 (en) * | 2006-09-08 | 2008-03-13 | Glenmark Pharmaceuticals S.A. | Stearoyl coa desaturase inhibitors |
| DE102006042143A1 (de) * | 2006-09-08 | 2008-03-27 | Bayer Healthcare Aktiengesellschaft | Neue substituierte Bipyridin-Derivate und ihre Verwendung |
| DE102006044696A1 (de) | 2006-09-22 | 2008-03-27 | Bayer Healthcare Ag | 3-Cyano-5-thiazaheteroaryl-dihydropyridine und ihre Verwendung |
| DE102006056740A1 (de) | 2006-12-01 | 2008-06-05 | Bayer Healthcare Ag | Cyclisch substituierte 3,5-Dicyano-2-thiopyridine und ihre Verwendung |
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2005
- 2005-09-20 JP JP2007532685A patent/JP4958787B2/ja not_active Expired - Fee Related
- 2005-09-20 EP EP05810510.7A patent/EP1827438B2/en not_active Expired - Lifetime
- 2005-09-20 EP EP10012999A patent/EP2316457A1/en not_active Withdrawn
- 2005-09-20 WO PCT/US2005/034136 patent/WO2006034446A2/en not_active Ceased
- 2005-09-20 DE DE602005025924T patent/DE602005025924D1/de not_active Expired - Lifetime
- 2005-09-20 MX MX2007003330A patent/MX2007003330A/es unknown
- 2005-09-20 US US11/575,645 patent/US20080167321A1/en not_active Abandoned
- 2005-09-20 AU AU2005286653A patent/AU2005286653A1/en not_active Abandoned
- 2005-09-20 AT AT05810510T patent/ATE494895T1/de not_active IP Right Cessation
- 2005-09-20 CA CA002580860A patent/CA2580860A1/en not_active Abandoned
- 2005-09-20 ES ES05810510.7T patent/ES2359840T5/es not_active Expired - Lifetime
- 2005-09-20 TW TW094132565A patent/TW200626153A/zh unknown
- 2005-09-20 BR BRPI0515499-5A patent/BRPI0515499A/pt not_active IP Right Cessation
- 2005-09-20 AR ARP050103910A patent/AR051095A1/es unknown
- 2005-09-20 CN CNA2005800397373A patent/CN101090724A/zh active Pending