JP4978464B2 - Ｖａｐ−１阻害剤活性を有するチアゾール誘導体 - Google Patents
Ｖａｐ−１阻害剤活性を有するチアゾール誘導体 Download PDFInfo
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- JP4978464B2 JP4978464B2 JP2007504792A JP2007504792A JP4978464B2 JP 4978464 B2 JP4978464 B2 JP 4978464B2 JP 2007504792 A JP2007504792 A JP 2007504792A JP 2007504792 A JP2007504792 A JP 2007504792A JP 4978464 B2 JP4978464 B2 JP 4978464B2
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- Prior art keywords
- thiazol
- ethyl
- amino
- phenyl
- methyl
- Prior art date
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- 101710132836 Membrane primary amine oxidase Proteins 0.000 title claims abstract description 90
- 239000003112 inhibitor Substances 0.000 title claims abstract description 52
- 102000056133 human AOC3 Human genes 0.000 title claims 2
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- 150000007979 thiazole derivatives Chemical class 0.000 title 1
- 150000003839 salts Chemical class 0.000 claims abstract description 51
- 238000004519 manufacturing process Methods 0.000 claims description 137
- -1 4-{[amino (imino) methyl] amino} phenyl Chemical group 0.000 claims description 123
- DLFVBJFMPXGRIB-UHFFFAOYSA-N thioacetamide Natural products CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 claims description 44
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 28
- 239000003814 drug Substances 0.000 claims description 10
- CEMZPAYDPVUXTQ-UHFFFAOYSA-N 2-[4-[2-(2-acetamido-1,3-thiazol-4-yl)ethyl]phenyl]-n-(diaminomethylidene)acetamide Chemical compound S1C(NC(=O)C)=NC(CCC=2C=CC(CC(=O)NC(N)=N)=CC=2)=C1 CEMZPAYDPVUXTQ-UHFFFAOYSA-N 0.000 claims description 7
- PQEFJKLVFBMTHJ-MRXNPFEDSA-N (3r)-1-[[2-acetamido-4-[2-[4-(diaminomethylideneamino)phenyl]ethyl]-1,3-thiazol-5-yl]methyl]-n,n-dimethylpyrrolidine-3-carboxamide Chemical compound C1[C@H](C(=O)N(C)C)CCN1CC1=C(CCC=2C=CC(NC(N)=N)=CC=2)N=C(NC(C)=O)S1 PQEFJKLVFBMTHJ-MRXNPFEDSA-N 0.000 claims description 6
- PQEFJKLVFBMTHJ-INIZCTEOSA-N (3s)-1-[[2-acetamido-4-[2-[4-(diaminomethylideneamino)phenyl]ethyl]-1,3-thiazol-5-yl]methyl]-n,n-dimethylpyrrolidine-3-carboxamide Chemical compound C1[C@@H](C(=O)N(C)C)CCN1CC1=C(CCC=2C=CC(NC(N)=N)=CC=2)N=C(NC(C)=O)S1 PQEFJKLVFBMTHJ-INIZCTEOSA-N 0.000 claims description 6
- BSVWJVLQYMYFOA-UHFFFAOYSA-N n-[4-[4-[4-(diaminomethylideneamino)butyl]phenyl]-1,3-thiazol-2-yl]acetamide Chemical compound S1C(NC(=O)C)=NC(C=2C=CC(CCCCNC(N)=N)=CC=2)=C1 BSVWJVLQYMYFOA-UHFFFAOYSA-N 0.000 claims description 6
- ILFPDJANERMNPA-UHFFFAOYSA-N n-[4-[2-[4-(diaminomethylideneamino)phenyl]ethyl]-5-[(4-sulfamoylphenyl)methyl]-1,3-thiazol-2-yl]acetamide Chemical compound C=1C=C(S(N)(=O)=O)C=CC=1CC=1SC(NC(=O)C)=NC=1CCC1=CC=C(NC(N)=N)C=C1 ILFPDJANERMNPA-UHFFFAOYSA-N 0.000 claims description 5
- FQXLIWSJRXSZBZ-UHFFFAOYSA-N n-[[2-acetamido-4-[2-[4-(diaminomethylideneamino)phenyl]ethyl]-1,3-thiazol-5-yl]methyl]-n-methyl-4-nitrobenzamide Chemical compound C=1C=C([N+]([O-])=O)C=CC=1C(=O)N(C)CC=1SC(NC(C)=O)=NC=1CCC1=CC=C(NC(N)=N)C=C1 FQXLIWSJRXSZBZ-UHFFFAOYSA-N 0.000 claims description 4
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- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 29
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Classifications
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| AU2004904196 | 2004-07-27 | ||
| AU2004904196A AU2004904196A0 (en) | 2004-07-27 | Thiazole Derivatives Having VAP-1 Inhibitory Activity | |
| PCT/JP2005/014136 WO2006011631A2 (en) | 2004-07-27 | 2005-07-27 | Thiazole derivatives having vap-1 inhibitory activity |
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| JP2008508188A JP2008508188A (ja) | 2008-03-21 |
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| EP1999119A2 (en) | 2006-02-15 | 2008-12-10 | Abbott Laboratories | Novel acetyl-coa carboxylase (acc) inhibitors and their use in diabetes, obesity and metabolic syndrome |
| US8735595B2 (en) * | 2006-02-15 | 2014-05-27 | Abbvie Inc. | Acetyl-CoA carboxylase (ACC) inhibitors and their use in diabetes, obesity and metabolic syndrome |
| EP2599498A1 (en) | 2007-06-25 | 2013-06-05 | R-Tech Ueno, Ltd. | Composition for ophthalmic disease associated with hypoxia or ischemia |
| US20100210697A1 (en) * | 2007-10-19 | 2010-08-19 | R-Tech Ueno, Ltd. | Pharmaceutical composition for treatment of cataract |
| US20090170770A1 (en) * | 2007-11-06 | 2009-07-02 | Ali Hafezi-Moghadam | Methods and compositions for treating conditions associated with angiogenesis using a vascular adhesion protein-1 (vap 1) inhibitor |
| BRPI0906925A2 (pt) * | 2008-01-18 | 2019-09-24 | Allergan Inc | agentes adrenérgicos do subtipo alfa 2 seletivos e métodos de uso dos mesmos |
| TWI437986B (zh) | 2008-01-31 | 2014-05-21 | R Tech Ueno Ltd | 噻唑衍生物及使用該衍生物作為ｖａｐ－１抑制劑之用途 |
| TWI490214B (zh) * | 2008-05-30 | 2015-07-01 | 艾德克 上野股份有限公司 | 苯或噻吩衍生物及該等作為ｖａｐ－１抑制劑之用途 |
| MX2011004125A (es) * | 2008-10-21 | 2011-05-19 | Metabolex Inc | Agonistas del receptor gpr120 de arilo y usos de los mismos. |
| UA112154C2 (uk) | 2009-09-08 | 2016-08-10 | Біоті Терапіс Корп. | Застосування повністю людського анти-vap-1-антитіла для лікування фіброзних станів |
| FI20115234A0 (fi) | 2011-03-08 | 2011-03-08 | Biotie Therapies Corp | Uusia pyridatsinoni- ja pyridoniyhdisteitä |
| SG10201503044UA (en) * | 2011-03-15 | 2015-06-29 | Astellas Pharma Inc | Guanidine compound |
| US8921576B2 (en) | 2011-10-19 | 2014-12-30 | Kowa Company, Ltd. | Spiroindoline compound, and medicinal agent comprising same |
| WO2014199171A1 (en) | 2013-06-12 | 2014-12-18 | Proximagen Limited | New therapeutic uses of enzyme inhibitors |
| WO2015159112A1 (en) | 2014-04-15 | 2015-10-22 | Pécsi Tudományegyetem | Semicarbazide-sensitive amine oxidase inhibitors for use as analgesics in traumatic neuropathy and neurogenic inflammation |
| WO2015189534A1 (en) | 2014-06-12 | 2015-12-17 | Proximagen Limited | Vap-1 inhibitors for treating muscular dystrophy |
| CN104478828B (zh) * | 2014-12-10 | 2016-07-06 | 漳州片仔癀药业股份有限公司 | 2-氨基-7-取代苯并噻唑类化合物及其制备方法与用途 |
| JOP20200093A1 (ar) | 2015-01-09 | 2017-06-16 | Kyowa Kirin Co Ltd | طريقة لإنتاج مشتق ثيازول |
| JP2018076236A (ja) | 2015-06-05 | 2018-05-17 | 株式会社アールテック・ウエノ | がんを処置するための医薬組成物 |
| MX2018001517A (es) * | 2015-08-06 | 2018-06-19 | Ube Industries | Derivados sustituidos de guanidina. |
| EP3777846A1 (en) | 2015-12-07 | 2021-02-17 | BenevolentAI Cambridge Limited | Vap-1 inhibitors for treating pain |
| KR20190003995A (ko) * | 2016-05-12 | 2019-01-10 | 베링거 인겔하임 인터내셔날 게엠베하 | 피리디닐 유도체, 약제학적 조성물 및 이의 aoc3 저해제로서의 용도 |
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| US4699928A (en) * | 1984-07-13 | 1987-10-13 | Merrell Dow Pharmaceuticals Inc. | Fluoroallylamine derivatives |
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| US5021456A (en) * | 1988-02-25 | 1991-06-04 | Merrell Dow Pharmaceuticals Inc. | Inhibitors of lysyl oxidase |
| US5059814A (en) * | 1988-11-30 | 1991-10-22 | The California Institute Of Technology | Winner-take-all circuits for neural computing systems |
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| GB9506188D0 (en) * | 1995-03-27 | 1995-05-17 | Fujisawa Pharmaceutical Co | Amidine derivatives |
| HUP0301336A3 (en) * | 2000-07-05 | 2005-04-28 | Biotie Therapies Corp | Inhibitors of copper-containing amine oxidases and their use for preparation of pharmaceutical compositions |
| AU2002214505A1 (en) * | 2000-11-09 | 2002-05-21 | Biovitrum Ab | New use of 4, 5, 6, 7-tetrahydroimidazo-(4,5-c)pyridine derivatives |
| JP4650412B2 (ja) * | 2003-01-27 | 2011-03-16 | アステラス製薬株式会社 | チアゾール誘導体およびｖａｐ−１阻害剤としてのその使用 |
| US20060229346A1 (en) * | 2003-03-31 | 2006-10-12 | Sucampo Ag | Method for treating vascular hyperpermeable disease |
| JP4881159B2 (ja) * | 2004-03-18 | 2012-02-22 | 株式会社アールテック・ウエノ | チアゾール誘導体を含む水性組成物 |
-
2005
- 2005-07-27 WO PCT/JP2005/014136 patent/WO2006011631A2/en active Application Filing
- 2005-07-27 JP JP2007504792A patent/JP4978464B2/ja not_active Expired - Fee Related
- 2005-07-27 CN CNA200580031703XA patent/CN101031555A/zh active Pending
- 2005-07-27 ES ES05768525T patent/ES2324922T3/es active Active
- 2005-07-27 AT AT05768525T patent/ATE427941T1/de not_active IP Right Cessation
- 2005-07-27 DE DE602005013793T patent/DE602005013793D1/de active Active
- 2005-07-27 EP EP05768525A patent/EP1786792B1/en not_active Not-in-force
- 2005-07-27 KR KR1020077004487A patent/KR20070050932A/ko not_active Application Discontinuation
- 2005-07-27 US US11/572,772 patent/US20070254931A1/en not_active Abandoned
- 2005-07-27 CA CA002575411A patent/CA2575411A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| WO2006011631A2 (en) | 2006-02-02 |
| EP1786792B1 (en) | 2009-04-08 |
| US20070254931A1 (en) | 2007-11-01 |
| KR20070050932A (ko) | 2007-05-16 |
| ES2324922T3 (es) | 2009-08-19 |
| EP1786792A2 (en) | 2007-05-23 |
| JP2008508188A (ja) | 2008-03-21 |
| WO2006011631A3 (en) | 2006-04-20 |
| CN101031555A (zh) | 2007-09-05 |
| ATE427941T1 (de) | 2009-04-15 |
| CA2575411A1 (en) | 2006-02-02 |
| DE602005013793D1 (de) | 2009-05-20 |
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