JP2007500720A5 - - Google Patents
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- Publication number
- JP2007500720A5 JP2007500720A5 JP2006522096A JP2006522096A JP2007500720A5 JP 2007500720 A5 JP2007500720 A5 JP 2007500720A5 JP 2006522096 A JP2006522096 A JP 2006522096A JP 2006522096 A JP2006522096 A JP 2006522096A JP 2007500720 A5 JP2007500720 A5 JP 2007500720A5
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- hydrogen
- independently selected
- group
- cycloalkyl
- 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
Links
- 150000001875 compounds Chemical class 0.000 claims description 45
- 229910052739 hydrogen Inorganic materials 0.000 claims 94
- 239000001257 hydrogen Substances 0.000 claims 94
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 64
- 125000003710 aryl alkyl group Chemical group 0.000 claims 36
- 125000000217 alkyl group Chemical group 0.000 claims 35
- 125000000753 cycloalkyl group Chemical group 0.000 claims 33
- 125000001072 heteroaryl group Chemical group 0.000 claims 32
- 125000000623 heterocyclic group Chemical group 0.000 claims 32
- 125000003118 aryl group Chemical group 0.000 claims 30
- 150000002431 hydrogen Chemical class 0.000 claims 30
- -1 chloro, methyl Chemical group 0.000 claims 28
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims 25
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims 25
- 125000006710 (C2-C12) alkenyl group Chemical group 0.000 claims 21
- 125000004093 cyano group Chemical group *C#N 0.000 claims 20
- 125000004446 heteroarylalkyl group Chemical group 0.000 claims 18
- 125000004415 heterocyclylalkyl group Chemical group 0.000 claims 18
- 125000005020 hydroxyalkenyl group Chemical group 0.000 claims 18
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims 16
- 125000001153 fluoro group Chemical group F* 0.000 claims 15
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 15
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 15
- 125000005843 halogen group Chemical group 0.000 claims 14
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 14
- 125000001424 substituent group Chemical group 0.000 claims 14
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 13
- 201000010099 disease Diseases 0.000 claims 11
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 11
- 108010087894 Fatty acid desaturases Proteins 0.000 claims 10
- 102000016553 Stearoyl-CoA Desaturase Human genes 0.000 claims 10
- 239000003814 drug Substances 0.000 claims 10
- 125000003367 polycyclic group Chemical group 0.000 claims 10
- 239000003795 chemical substances by application Substances 0.000 claims 9
- 229940079593 drug Drugs 0.000 claims 9
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 8
- 125000004043 oxo group Chemical group O=* 0.000 claims 7
- 125000004739 (C1-C6) alkylsulfonyl group Chemical group 0.000 claims 6
- 241000124008 Mammalia Species 0.000 claims 6
- 230000005856 abnormality Effects 0.000 claims 6
- 150000003839 salts Chemical class 0.000 claims 6
- 125000005349 heteroarylcycloalkyl group Chemical group 0.000 claims 5
- 229940002612 prodrug Drugs 0.000 claims 5
- 239000000651 prodrug Substances 0.000 claims 5
- 230000002159 abnormal effect Effects 0.000 claims 4
- 125000001544 thienyl group Chemical group 0.000 claims 4
- 208000001072 type 2 diabetes mellitus Diseases 0.000 claims 3
- IIFDQESZTDBKEM-UHFFFAOYSA-N 3-(4-fluorophenyl)propan-1-amine Chemical compound NCCCC1=CC=C(F)C=C1 IIFDQESZTDBKEM-UHFFFAOYSA-N 0.000 claims 2
- 208000004930 Fatty Liver Diseases 0.000 claims 2
- 206010019708 Hepatic steatosis Diseases 0.000 claims 2
- 101000631826 Homo sapiens Stearoyl-CoA desaturase Proteins 0.000 claims 2
- 208000001145 Metabolic Syndrome Diseases 0.000 claims 2
- 208000008589 Obesity Diseases 0.000 claims 2
- 201000000690 abdominal obesity-metabolic syndrome Diseases 0.000 claims 2
- 208000010706 fatty liver disease Diseases 0.000 claims 2
- 102000055981 human SCD1 Human genes 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
- 231100000240 steatosis hepatitis Toxicity 0.000 claims 2
- XTFIVUDBNACUBN-UHFFFAOYSA-N 1,3,5-trinitro-1,3,5-triazinane Chemical compound [O-][N+](=O)N1CN([N+]([O-])=O)CN([N+]([O-])=O)C1 XTFIVUDBNACUBN-UHFFFAOYSA-N 0.000 claims 1
- CKLFJWXRWIQYOC-UHFFFAOYSA-N 2-(4-fluorophenyl)ethanamine Chemical compound NCCC1=CC=C(F)C=C1 CKLFJWXRWIQYOC-UHFFFAOYSA-N 0.000 claims 1
- IMLAIXAZMVDRGA-UHFFFAOYSA-N 2-phenoxyethanamine Chemical compound NCCOC1=CC=CC=C1 IMLAIXAZMVDRGA-UHFFFAOYSA-N 0.000 claims 1
- LYUQWQRTDLVQGA-UHFFFAOYSA-N 3-phenylpropylamine Chemical compound NCCCC1=CC=CC=C1 LYUQWQRTDLVQGA-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
- BHHGXPLMPWCGHP-UHFFFAOYSA-N Phenethylamine Chemical compound NCCC1=CC=CC=C1 BHHGXPLMPWCGHP-UHFFFAOYSA-N 0.000 claims 1
- 230000000694 effects Effects 0.000 claims 1
- 230000002401 inhibitory effect Effects 0.000 claims 1
- BMFVGAAISNGQNM-UHFFFAOYSA-N isopentylamine Chemical compound CC(C)CCN BMFVGAAISNGQNM-UHFFFAOYSA-N 0.000 claims 1
- 230000001404 mediated effect Effects 0.000 claims 1
- FGOUAQGATIHMQX-UHFFFAOYSA-N n-(2-phenylethyl)-5-[4-[2-(trifluoromethyl)benzoyl]piperazin-1-yl]pyrimidine-2-carboxamide Chemical compound FC(F)(F)C1=CC=CC=C1C(=O)N1CCN(C=2C=NC(=NC=2)C(=O)NCCC=2C=CC=CC=2)CC1 FGOUAQGATIHMQX-UHFFFAOYSA-N 0.000 claims 1
- DAXBFBDXGVPOQZ-UHFFFAOYSA-N n-(3-methylbutyl)-2-[4-[2-(trifluoromethyl)benzoyl]piperazin-1-yl]pyrimidine-5-carboxamide Chemical compound N1=CC(C(=O)NCCC(C)C)=CN=C1N1CCN(C(=O)C=2C(=CC=CC=2)C(F)(F)F)CC1 DAXBFBDXGVPOQZ-UHFFFAOYSA-N 0.000 claims 1
- BDBOKIVURAOEDF-UHFFFAOYSA-N n-(3-methylbutyl)-4-(trifluoromethyl)-2-[4-[2-(trifluoromethyl)benzoyl]piperazin-1-yl]pyrimidine-5-carboxamide Chemical compound N1=C(C(F)(F)F)C(C(=O)NCCC(C)C)=CN=C1N1CCN(C(=O)C=2C(=CC=CC=2)C(F)(F)F)CC1 BDBOKIVURAOEDF-UHFFFAOYSA-N 0.000 claims 1
- UVTGETXCJPTQCB-UHFFFAOYSA-N n-(3-phenylpropyl)-5-[4-[2-(trifluoromethyl)benzoyl]piperazin-1-yl]pyrimidine-2-carboxamide Chemical compound FC(F)(F)C1=CC=CC=C1C(=O)N1CCN(C=2C=NC(=NC=2)C(=O)NCCCC=2C=CC=CC=2)CC1 UVTGETXCJPTQCB-UHFFFAOYSA-N 0.000 claims 1
- PNQGAOSCJVLAFG-UHFFFAOYSA-N n-benzyl-5-[4-[2-(trifluoromethyl)benzoyl]piperazin-1-yl]pyrimidine-2-carboxamide Chemical compound FC(F)(F)C1=CC=CC=C1C(=O)N1CCN(C=2C=NC(=NC=2)C(=O)NCC=2C=CC=CC=2)CC1 PNQGAOSCJVLAFG-UHFFFAOYSA-N 0.000 claims 1
- OWUBZQNYYJEHEA-UHFFFAOYSA-N n-hexyl-5-[4-[2-(trifluoromethyl)benzoyl]piperazin-1-yl]pyrimidine-2-carboxamide Chemical compound C1=NC(C(=O)NCCCCCC)=NC=C1N1CCN(C(=O)C=2C(=CC=CC=2)C(F)(F)F)CC1 OWUBZQNYYJEHEA-UHFFFAOYSA-N 0.000 claims 1
- GADNSTZHYHGPJE-UHFFFAOYSA-N n-pentyl-5-[4-[2-(trifluoromethyl)benzoyl]piperazin-1-yl]pyrazine-2-carboxamide Chemical compound C1=NC(C(=O)NCCCCC)=CN=C1N1CCN(C(=O)C=2C(=CC=CC=2)C(F)(F)F)CC1 GADNSTZHYHGPJE-UHFFFAOYSA-N 0.000 claims 1
- 201000009104 prediabetes syndrome Diseases 0.000 claims 1
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 12
- 0 CC1=*I=C(N(C*2)C(*)(*)C(*)(*)N(**)C2(*)C2*=C2)N=I1 Chemical compound CC1=*I=C(N(C*2)C(*)(*)C(*)(*)N(**)C2(*)C2*=C2)N=I1 0.000 description 5
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 229940125898 compound 5 Drugs 0.000 description 3
- HWCKAMAVEWVBDO-UHFFFAOYSA-N 5-chloropyrazin-2-amine Chemical compound NC1=CN=C(Cl)C=N1 HWCKAMAVEWVBDO-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- JGFZNNIVVJXRND-UHFFFAOYSA-N N,N-Diisopropylethylamine (DIPEA) Chemical compound CCN(C(C)C)C(C)C JGFZNNIVVJXRND-UHFFFAOYSA-N 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 239000012074 organic phase Substances 0.000 description 2
- SZUVGFMDDVSKSI-WIFOCOSTSA-N (1s,2s,3s,5r)-1-(carboxymethyl)-3,5-bis[(4-phenoxyphenyl)methyl-propylcarbamoyl]cyclopentane-1,2-dicarboxylic acid Chemical compound O=C([C@@H]1[C@@H]([C@](CC(O)=O)([C@H](C(=O)N(CCC)CC=2C=CC(OC=3C=CC=CC=3)=CC=2)C1)C(O)=O)C(O)=O)N(CCC)CC(C=C1)=CC=C1OC1=CC=CC=C1 SZUVGFMDDVSKSI-WIFOCOSTSA-N 0.000 description 1
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical class [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- 229940126543 compound 14 Drugs 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000003818 flash chromatography Methods 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- CWXPZXBSDSIRCS-UHFFFAOYSA-N tert-butyl piperazine-1-carboxylate Chemical compound CC(C)(C)OC(=O)N1CCNCC1 CWXPZXBSDSIRCS-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US49109503P | 2003-07-30 | 2003-07-30 | |
| US60/491,095 | 2003-07-30 | ||
| PCT/US2004/024658 WO2005011657A2 (en) | 2003-07-30 | 2004-07-29 | Piperazine derivatives and their use as therapeutic agents |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2007500720A JP2007500720A (ja) | 2007-01-18 |
| JP2007500720A5 true JP2007500720A5 (enExample) | 2007-09-13 |
| JP4838128B2 JP4838128B2 (ja) | 2011-12-14 |
Family
ID=34115467
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2006522096A Expired - Fee Related JP4838128B2 (ja) | 2003-07-30 | 2004-07-29 | ピペラジン誘導体および治療剤としてのその用途 |
Country Status (22)
| Country | Link |
|---|---|
| US (2) | US7456180B2 (enExample) |
| EP (2) | EP2316828A1 (enExample) |
| JP (1) | JP4838128B2 (enExample) |
| KR (1) | KR20060037409A (enExample) |
| CN (3) | CN1829701A (enExample) |
| AT (1) | ATE532772T1 (enExample) |
| AU (2) | AU2004261268B2 (enExample) |
| BR (1) | BRPI0412348A (enExample) |
| CA (1) | CA2533901A1 (enExample) |
| EC (1) | ECSP066311A (enExample) |
| ES (1) | ES2377406T3 (enExample) |
| IL (1) | IL173396A0 (enExample) |
| MA (1) | MA28010A1 (enExample) |
| NO (1) | NO20060971L (enExample) |
| PL (1) | PL1651620T3 (enExample) |
| PT (1) | PT1651620E (enExample) |
| RU (1) | RU2006105717A (enExample) |
| SG (1) | SG145701A1 (enExample) |
| SI (1) | SI1648874T1 (enExample) |
| TN (1) | TNSN06033A1 (enExample) |
| WO (1) | WO2005011657A2 (enExample) |
| ZA (2) | ZA200600125B (enExample) |
Families Citing this family (86)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7517884B2 (en) | 1998-03-30 | 2009-04-14 | Kalypsys Inc. | Sulfonyl-substituted bicyclic compounds as modulators of PPAR |
| CA2774959C (en) * | 2000-08-04 | 2016-05-31 | Dmi Biosciences, Inc. | Method of using diketopiperazines and composition containing them |
| CN103191409A (zh) | 2003-05-15 | 2013-07-10 | Dmi生物科学公司 | T-细胞介导的疾病的治疗 |
| SI1867644T1 (sl) | 2003-07-24 | 2009-10-31 | Euro Celtique Sa | Heteroaril-tetrahidropiperidilne spojine, koristne za zdravljenje ali preprečevanje bolečine |
| NZ545265A (en) | 2003-07-30 | 2009-11-27 | Xenon Pharmaceuticals Inc | Pyridazine derivatives and their use for treating diseases mediated by stearoyl-CoA desaturase (SCD) enzymes |
| US7754711B2 (en) * | 2003-07-30 | 2010-07-13 | Xenon Pharmaceuticals Inc. | Pyridazine derivatives and their use as therapeutic agents |
| EP2316825A1 (en) * | 2003-07-30 | 2011-05-04 | Xenon Pharmaceuticals Inc. | Pyridyl derivatives and their use as therapeutic agents |
| US7759348B2 (en) | 2003-07-30 | 2010-07-20 | Xenon Pharmaceuticals Inc. | Pyridazine 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 |
| MX2007003327A (es) | 2004-09-20 | 2007-06-05 | Xenon Pharmaceuticals Inc | Derivados heterociclicos, y su uso como mediadores de estearoil-coa desaturasa. |
| US8071603B2 (en) | 2004-09-20 | 2011-12-06 | Xenon Pharmaceuticals Inc. | Heterocyclic derivatives and their use as stearoyl-CoA desaturase inhibitors |
| TW200626138A (en) | 2004-09-20 | 2006-08-01 | Xenon Pharmaceuticals Inc | Heterocyclic derivatives and their use as therapeutic agents |
| CA2580855A1 (en) * | 2004-09-20 | 2006-03-30 | Xenon Pharmaceuticals Inc. | Heterocyclic derivatives and their use as stearoyl-coa desaturase inhibitors |
| 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 |
| JP4958787B2 (ja) * | 2004-09-20 | 2012-06-20 | ゼノン・ファーマシューティカルズ・インコーポレイテッド | 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 |
| AR051026A1 (es) | 2004-09-20 | 2006-12-13 | Xenon Pharmaceuticals Inc | Derivados heterociclicos y su uso como inhibidores de la estearoil-coa desaturasa |
| HUE039584T2 (hu) | 2004-10-29 | 2019-01-28 | Kalypsys Inc | PPAR-modulátor szulfonil-szubsztituált biciklusos vegyületek |
| WO2006087305A1 (en) * | 2005-02-16 | 2006-08-24 | Neurosearch A/S | Novel diazabicyclic aryl derivatives and their medical use |
| MY145694A (en) | 2005-04-11 | 2012-03-30 | Xenon Pharmaceuticals Inc | Spiroheterocyclic compounds and their uses as therapeutic agents |
| AR056968A1 (es) | 2005-04-11 | 2007-11-07 | Xenon Pharmaceuticals Inc | Compuestos espiro-oxindol y composiciones farmacéuticas |
| WO2006125180A1 (en) * | 2005-05-19 | 2006-11-23 | Xenon Pharmaceuticals Inc. | Piperazine derivatives and their uses as therapeutic agents |
| WO2007046867A2 (en) * | 2005-05-19 | 2007-04-26 | Xenon Pharmaceuticals Inc. | Piperidine derivatives and their uses as therapeutic agents |
| WO2006125181A2 (en) * | 2005-05-19 | 2006-11-23 | Xenon Pharmaceuticals Inc. | Piperidine derivatives and their use as stearoyl-coa desaturase modulators |
| WO2007044085A2 (en) * | 2005-05-19 | 2007-04-19 | Xenon Pharmaceuticals Inc. | Heteroaryl compounds and their uses as therapeutic agents |
| WO2006125178A2 (en) * | 2005-05-19 | 2006-11-23 | Xenon Pharmaceuticals Inc. | Tricyclic pyridazine compounds and their uses as therapeutic agents |
| WO2006125194A2 (en) * | 2005-05-19 | 2006-11-23 | Xenon Pharmaceuticals Inc. | Piperazine derivatives and their uses as therapeutic agents |
| WO2006125179A1 (en) * | 2005-05-19 | 2006-11-23 | Xenon Pharmaceuticals Inc. | Tricyclic 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 |
| EP1951731A4 (en) * | 2005-11-15 | 2010-07-07 | Merck Frosst Canada Ltd | AZACYCLOHEXANDERIVATES AS INHIBITORS OF STEAROYL-COENZYME-A-DELTA-9-DESATURASE |
| WO2007071023A1 (en) * | 2005-12-20 | 2007-06-28 | Merck Frosst Canada Ltd. | Heteroaromatic compounds as inhibitors of stearoyl-coenzyme a delta-9 desaturase |
| PA8713501A1 (es) | 2006-02-07 | 2009-09-17 | Wyeth Corp | INHIBIDORES DE 11-BETA HIDROXIESTEROIDE DEHIDROGENASA - 11ßHSD1 |
| RU2491285C2 (ru) | 2006-06-05 | 2013-08-27 | Новартис Аг | Органические соединения |
| WO2008003753A1 (en) * | 2006-07-07 | 2008-01-10 | Biovitrum Ab (Publ) | Pyrazolo [1,5-a] pyrimidine analogs for use as inhibitors of stearoyl-coa desaturase (scd) activity |
| 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 |
| KR20090057416A (ko) * | 2006-10-05 | 2009-06-05 | 씨브이 쎄러퓨틱스, 인코포레이티드 | 스테아로일 ＣｏＡ 탈포화효소 억제제로서 사용하기 위한, 바이시클릭 질소 함유 헤테로시클릭 화합물 |
| WO2008060789A2 (en) | 2006-10-12 | 2008-05-22 | Xenon Pharmaceuticals Inc. | Use of spiro-oxindole compounds as therapeutic agents |
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| AR064965A1 (es) * | 2007-01-26 | 2009-05-06 | Merck Frosst Canada Inc | Derivados de azacicloalcanos como inhibidores de estearoil - coenzima a delta -9 desaturasa |
| WO2008096746A1 (ja) | 2007-02-06 | 2008-08-14 | Takeda Pharmaceutical Company Limited | スピロ化合物およびその用途 |
| JP2008239616A (ja) * | 2007-02-28 | 2008-10-09 | Iyaku Bunshi Sekkei Kenkyusho:Kk | Ｈｄｌ上昇剤 |
| CN101801972A (zh) * | 2007-03-28 | 2010-08-11 | 英诺瓦西亚公司 | 作为硬脂酰-辅酶a去饱和酶抑制剂的吡唑并[1,5-a]嘧啶 |
| WO2008120759A1 (ja) * | 2007-03-30 | 2008-10-09 | Japan Tobacco Inc. | ウレア化合物およびその用途 |
| DK2142529T3 (da) * | 2007-04-27 | 2014-02-10 | Purdue Pharma Lp | Trpv1-antagonister og anvendelser deraf |
| CA2681295C (en) | 2007-05-16 | 2023-03-28 | University Of Maryland, College Park | Novel methods for recovery of leaf proteins |
| US7842696B2 (en) * | 2007-06-21 | 2010-11-30 | Forest Laboratories Holdings Limited | Piperazine derivatives as inhibitors of stearoyl-CoA desaturase |
| GB0715055D0 (en) * | 2007-08-02 | 2007-09-12 | Smithkline Beecham Corp | Compounds |
| WO2009019566A1 (en) | 2007-08-08 | 2009-02-12 | Pfizer Inc. | Phenoxy-pyrrolidine derivative and its use and compositions |
| WO2009037542A2 (en) | 2007-09-20 | 2009-03-26 | Glenmark Pharmaceuticals, S.A. | Spirocyclic compounds as stearoyl coa desaturase inhibitors |
| AU2008302570B2 (en) | 2007-09-20 | 2012-05-31 | Irm Llc | Compounds and compositions as modulators of GPR119 activity |
| GB0722077D0 (en) * | 2007-11-09 | 2007-12-19 | Smithkline Beecham Corp | Compounds |
| KR20110005248A (ko) * | 2008-03-20 | 2011-01-17 | 포레스트 래보러토리즈 홀딩스 리미티드 | 스테아로일-ｃｏａ 탈포화효소의 억제제로서의 신규한 피페라진 유도체 |
| US8217047B2 (en) | 2008-05-27 | 2012-07-10 | Dmi Acquisition Corp. | Therapeutic methods and compounds |
| WO2010045251A2 (en) | 2008-10-17 | 2010-04-22 | Xenon Pharmaceuticals, Inc. | Spiro-oxindole compounds and their use as therapeutic agents |
| CA2741024A1 (en) | 2008-10-17 | 2010-04-22 | Xenon Pharmaceuticals Inc. | Spiro-oxindole compounds and their use as therapeutic agents |
| US20100160323A1 (en) * | 2008-12-23 | 2010-06-24 | Alexander Bischoff | NOVEL PIPERAZINE DERIVATIVES AS INHIBITORS OF STEAROYL-CoA DESATURASE |
| JP5597210B2 (ja) | 2009-02-17 | 2014-10-01 | メルク カナダ インコーポレイテッド | ステアロイル−補酵素ａデルタ−９デサチュラーゼの阻害剤として有用な新規スピロ化合物 |
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-
2004
- 2004-07-29 KR KR1020067002003A patent/KR20060037409A/ko not_active Ceased
- 2004-07-29 WO PCT/US2004/024658 patent/WO2005011657A2/en not_active Ceased
- 2004-07-29 CA CA002533901A patent/CA2533901A1/en not_active Abandoned
- 2004-07-29 PL PL04779656T patent/PL1651620T3/pl unknown
- 2004-07-29 CN CNA2004800219422A patent/CN1829701A/zh active Pending
- 2004-07-29 SG SG200805680-6A patent/SG145701A1/en unknown
- 2004-07-29 BR BRPI0412348-4A patent/BRPI0412348A/pt not_active IP Right Cessation
- 2004-07-29 CN CN200910207686A patent/CN101693697A/zh active Pending
- 2004-07-29 EP EP10184745A patent/EP2316828A1/en not_active Withdrawn
- 2004-07-29 SI SI200431805T patent/SI1648874T1/sl unknown
- 2004-07-29 US US10/567,009 patent/US7456180B2/en not_active Expired - Fee Related
- 2004-07-29 RU RU2006105717/04A patent/RU2006105717A/ru not_active Application Discontinuation
- 2004-07-29 CN CNB200480021867XA patent/CN100558713C/zh not_active Expired - Fee Related
- 2004-07-29 PT PT04779656T patent/PT1651620E/pt unknown
- 2004-07-29 JP JP2006522096A patent/JP4838128B2/ja not_active Expired - Fee Related
- 2004-07-29 ES ES04779656T patent/ES2377406T3/es not_active Expired - Lifetime
- 2004-07-29 EP EP04779656A patent/EP1651620B1/en not_active Expired - Lifetime
- 2004-07-29 AU AU2004261268A patent/AU2004261268B2/en not_active Ceased
- 2004-07-29 AT AT04779656T patent/ATE532772T1/de active
-
2006
- 2006-01-05 ZA ZA200600125A patent/ZA200600125B/en unknown
- 2006-01-05 ZA ZA200600126A patent/ZA200600126B/en unknown
- 2006-01-25 EC EC2006006311A patent/ECSP066311A/es unknown
- 2006-01-26 IL IL173396A patent/IL173396A0/en unknown
- 2006-01-27 TN TNP2006000033A patent/TNSN06033A1/en unknown
- 2006-02-27 MA MA28838A patent/MA28010A1/fr unknown
- 2006-02-28 NO NO20060971A patent/NO20060971L/no not_active Application Discontinuation
-
2008
- 2008-10-08 US US12/247,792 patent/US8030488B2/en not_active Expired - Fee Related
-
2009
- 2009-06-11 AU AU2009202338A patent/AU2009202338A1/en not_active Abandoned
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