JP2004534824A5 - - Google Patents
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- Publication number
- JP2004534824A5 JP2004534824A5 JP2003507076A JP2003507076A JP2004534824A5 JP 2004534824 A5 JP2004534824 A5 JP 2004534824A5 JP 2003507076 A JP2003507076 A JP 2003507076A JP 2003507076 A JP2003507076 A JP 2003507076A JP 2004534824 A5 JP2004534824 A5 JP 2004534824A5
- Authority
- JP
- Japan
- Prior art keywords
- compound according
- pharmaceutically acceptable
- benzofuran
- methyl
- naphthyl
- 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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- 150000001875 compounds Chemical class 0.000 claims 55
- 150000003839 salts Chemical class 0.000 claims 41
- 150000004702 methyl esters Chemical class 0.000 claims 39
- 125000004494 ethyl ester group Chemical group 0.000 claims 38
- 229910052739 hydrogen Inorganic materials 0.000 claims 10
- 239000001257 hydrogen Substances 0.000 claims 10
- -1 4- (trifluoromethyl) phenyl Chemical group 0.000 claims 7
- 150000002431 hydrogen Chemical class 0.000 claims 6
- 125000004432 carbon atom Chemical group C* 0.000 claims 5
- 150000002148 esters Chemical class 0.000 claims 5
- 229910052736 halogen Inorganic materials 0.000 claims 5
- 150000002367 halogens Chemical class 0.000 claims 5
- 125000000217 alkyl group Chemical group 0.000 claims 4
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 4
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 3
- 125000003118 aryl group Chemical group 0.000 claims 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 3
- 125000003107 substituted aryl group Chemical group 0.000 claims 3
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 claims 2
- QAJLAJGOUHWOEW-UHFFFAOYSA-N 5-[[6-(3-pentyl-1-benzofuran-2-yl)naphthalen-2-yl]oxymethyl]-2h-tetrazole Chemical compound O1C2=CC=CC=C2C(CCCCC)=C1C(C=C1C=C2)=CC=C1C=C2OCC1=NN=NN1 QAJLAJGOUHWOEW-UHFFFAOYSA-N 0.000 claims 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims 2
- 125000000896 monocarboxylic acid group Chemical group 0.000 claims 2
- 125000005010 perfluoroalkyl group Chemical group 0.000 claims 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 2
- 150000003536 tetrazoles Chemical class 0.000 claims 2
- UEWNJOGCIKIMKV-UHFFFAOYSA-N 1-[2-[5-bromo-6-(2h-tetrazol-5-ylmethoxy)naphthalen-2-yl]-1-benzofuran-3-yl]pentan-1-one Chemical compound O1C2=CC=CC=C2C(C(=O)CCCC)=C1C(C=C1C=C2)=CC=C1C(Br)=C2OCC1=NN=NN1 UEWNJOGCIKIMKV-UHFFFAOYSA-N 0.000 claims 1
- GAYZBHFSLMXJGY-UHFFFAOYSA-N 1-[2-[5-bromo-6-(2h-tetrazol-5-ylmethoxy)naphthalen-2-yl]-5-chloro-1-benzofuran-3-yl]pentan-1-one Chemical compound O1C2=CC=C(Cl)C=C2C(C(=O)CCCC)=C1C(C=C1C=C2)=CC=C1C(Br)=C2OCC1=NN=NN1 GAYZBHFSLMXJGY-UHFFFAOYSA-N 0.000 claims 1
- IXOJJTIEHSBORU-UHFFFAOYSA-N 1-[2-[5-chloro-6-(2h-tetrazol-5-ylmethoxy)naphthalen-2-yl]-1-benzofuran-3-yl]pentan-1-one Chemical compound O1C2=CC=CC=C2C(C(=O)CCCC)=C1C(C=C1C=C2)=CC=C1C(Cl)=C2OCC1=NN=NN1 IXOJJTIEHSBORU-UHFFFAOYSA-N 0.000 claims 1
- GDOVWWPNAFFFFT-UHFFFAOYSA-N 1-[2-[5-methyl-6-(2h-tetrazol-5-ylmethoxy)naphthalen-2-yl]-1-benzofuran-3-yl]pentan-1-one Chemical compound O1C2=CC=CC=C2C(C(=O)CCCC)=C1C(C=C1C=C2)=CC=C1C(C)=C2OCC1=NN=NN1 GDOVWWPNAFFFFT-UHFFFAOYSA-N 0.000 claims 1
- ROHSDCNFIMAFOH-UHFFFAOYSA-N 1-[2-[5-phenyl-6-(2h-tetrazol-5-ylmethoxy)naphthalen-2-yl]-1-benzofuran-3-yl]pentan-1-one Chemical compound O1C2=CC=CC=C2C(C(=O)CCCC)=C1C(C=C1C=C2)=CC=C1C(C=1C=CC=CC=1)=C2OCC1=NN=NN1 ROHSDCNFIMAFOH-UHFFFAOYSA-N 0.000 claims 1
- ZUXXIOLMGTUAPP-UHFFFAOYSA-N 1-[2-[6-(2h-tetrazol-5-ylmethoxy)naphthalen-2-yl]-1-benzofuran-3-yl]pentan-1-one Chemical compound O1C2=CC=CC=C2C(C(=O)CCCC)=C1C(C=C1C=C2)=CC=C1C=C2OCC1=NN=NN1 ZUXXIOLMGTUAPP-UHFFFAOYSA-N 0.000 claims 1
- SRNBELZVNZWFDY-UHFFFAOYSA-N 1-[5-chloro-2-[6-(2h-tetrazol-5-ylmethoxy)naphthalen-2-yl]-1-benzofuran-3-yl]pentan-1-one Chemical compound O1C2=CC=C(Cl)C=C2C(C(=O)CCCC)=C1C(C=C1C=C2)=CC=C1C=C2OCC1=NN=NN1 SRNBELZVNZWFDY-UHFFFAOYSA-N 0.000 claims 1
- WVSXKFKZKFPGSD-UHFFFAOYSA-N 2-[1-bromo-6-(3-bromo-1-benzofuran-2-yl)naphthalen-2-yl]oxy-3-phenylpropanoic acid Chemical compound C=1C=C2C=C(C3=C(C4=CC=CC=C4O3)Br)C=CC2=C(Br)C=1OC(C(=O)O)CC1=CC=CC=C1 WVSXKFKZKFPGSD-UHFFFAOYSA-N 0.000 claims 1
- KKXPVEAUYBUNSF-UHFFFAOYSA-N 2-[1-bromo-6-(3-pentanoyl-1-benzofuran-2-yl)naphthalen-2-yl]oxyacetic acid Chemical compound BrC1=C(OCC(O)=O)C=CC2=CC(C3=C(C4=CC=CC=C4O3)C(=O)CCCC)=CC=C21 KKXPVEAUYBUNSF-UHFFFAOYSA-N 0.000 claims 1
- ZBPITDNNHOZZKP-UHFFFAOYSA-N 2-[1-bromo-6-(3-pentyl-1-benzofuran-2-yl)naphthalen-2-yl]oxyacetic acid Chemical compound BrC1=C(OCC(O)=O)C=CC2=CC(C3=C(C4=CC=CC=C4O3)CCCCC)=CC=C21 ZBPITDNNHOZZKP-UHFFFAOYSA-N 0.000 claims 1
- YUDAZDZELHZKAG-UHFFFAOYSA-N 2-[1-bromo-6-(5-chloro-3-pentanoyl-1-benzofuran-2-yl)naphthalen-2-yl]oxyacetic acid Chemical compound BrC1=C(OCC(O)=O)C=CC2=CC(C3=C(C4=CC(Cl)=CC=C4O3)C(=O)CCCC)=CC=C21 YUDAZDZELHZKAG-UHFFFAOYSA-N 0.000 claims 1
- GSFUDKCDLAJEGV-UHFFFAOYSA-N 2-[1-bromo-6-[3-(2-cyclopentylacetyl)-1-benzofuran-2-yl]naphthalen-2-yl]oxyacetic acid Chemical compound C1=CC2=C(Br)C(OCC(=O)O)=CC=C2C=C1C=1OC2=CC=CC=C2C=1C(=O)CC1CCCC1 GSFUDKCDLAJEGV-UHFFFAOYSA-N 0.000 claims 1
- XJBAYJHTLTVEAE-UHFFFAOYSA-N 2-[1-bromo-6-[3-(2-cyclopentylethyl)-1-benzofuran-2-yl]naphthalen-2-yl]oxyacetic acid Chemical compound C1=CC2=C(Br)C(OCC(=O)O)=CC=C2C=C1C=1OC2=CC=CC=C2C=1CCC1CCCC1 XJBAYJHTLTVEAE-UHFFFAOYSA-N 0.000 claims 1
- MTJFCIIDAQCXHQ-UHFFFAOYSA-N 2-[1-bromo-6-[3-(3,3-dimethylbutanoyl)-1-benzofuran-2-yl]naphthalen-2-yl]oxyacetic acid Chemical compound BrC1=C(OCC(O)=O)C=CC2=CC(C3=C(C4=CC=CC=C4O3)C(=O)CC(C)(C)C)=CC=C21 MTJFCIIDAQCXHQ-UHFFFAOYSA-N 0.000 claims 1
- YBCYPFGPKUKYKH-UHFFFAOYSA-N 2-[1-chloro-6-(3-pentanoyl-1-benzofuran-2-yl)naphthalen-2-yl]oxyacetic acid Chemical compound ClC1=C(OCC(O)=O)C=CC2=CC(C3=C(C4=CC=CC=C4O3)C(=O)CCCC)=CC=C21 YBCYPFGPKUKYKH-UHFFFAOYSA-N 0.000 claims 1
- LSFUNZSHLQEMQY-UHFFFAOYSA-N 2-[1-methyl-6-(3-pentanoyl-1-benzofuran-2-yl)naphthalen-2-yl]oxy-3-phenylpropanoic acid Chemical compound O1C2=CC=CC=C2C(C(=O)CCCC)=C1C(C=C1C=C2)=CC=C1C(C)=C2OC(C(O)=O)CC1=CC=CC=C1 LSFUNZSHLQEMQY-UHFFFAOYSA-N 0.000 claims 1
- PVBZXRNDBMTFCC-UHFFFAOYSA-N 2-[1-methyl-6-(3-pentanoyl-1-benzofuran-2-yl)naphthalen-2-yl]oxyacetic acid Chemical compound CC1=C(OCC(O)=O)C=CC2=CC(C3=C(C4=CC=CC=C4O3)C(=O)CCCC)=CC=C21 PVBZXRNDBMTFCC-UHFFFAOYSA-N 0.000 claims 1
- KMYZMZRQCOUXCL-UHFFFAOYSA-N 2-[1-phenyl-6-(3-phenyl-1-benzofuran-2-yl)naphthalen-2-yl]oxyacetic acid Chemical compound OC(=O)COC1=CC=C2C=C(C3=C(C4=CC=CC=C4O3)C=3C=CC=CC=3)C=CC2=C1C1=CC=CC=C1 KMYZMZRQCOUXCL-UHFFFAOYSA-N 0.000 claims 1
- ZIGSNVGQWSWNHV-UHFFFAOYSA-N 2-[4-bromo-6-[3-(3-methylbutanoyl)-1-benzofuran-2-yl]naphthalen-2-yl]oxyacetic acid Chemical compound C1=C(OCC(O)=O)C=C(Br)C2=CC(C3=C(C4=CC=CC=C4O3)C(=O)CC(C)C)=CC=C21 ZIGSNVGQWSWNHV-UHFFFAOYSA-N 0.000 claims 1
- SQWABVRSODAVEX-UHFFFAOYSA-N 2-[6-(3-benzoyl-1-benzofuran-2-yl)naphthalen-2-yl]oxyacetic acid Chemical compound C1=CC2=CC(OCC(=O)O)=CC=C2C=C1C=1OC2=CC=CC=C2C=1C(=O)C1=CC=CC=C1 SQWABVRSODAVEX-UHFFFAOYSA-N 0.000 claims 1
- RHBUDCNKVWPXAA-UHFFFAOYSA-N 2-[6-(3-pentanoyl-1-benzofuran-2-yl)-1-[4-(trifluoromethyl)phenyl]naphthalen-2-yl]oxyacetic acid Chemical compound O1C2=CC=CC=C2C(C(=O)CCCC)=C1C(C=C1C=CC=2OCC(O)=O)=CC=C1C=2C1=CC=C(C(F)(F)F)C=C1 RHBUDCNKVWPXAA-UHFFFAOYSA-N 0.000 claims 1
- FDQBGIKIDBWUMY-UHFFFAOYSA-N 2-[6-(3-pentanoyl-1-benzofuran-2-yl)-1-phenylnaphthalen-2-yl]oxyacetic acid Chemical compound O1C2=CC=CC=C2C(C(=O)CCCC)=C1C(C=C1C=CC=2OCC(O)=O)=CC=C1C=2C1=CC=CC=C1 FDQBGIKIDBWUMY-UHFFFAOYSA-N 0.000 claims 1
- DMPFULRNBDUSCQ-UHFFFAOYSA-N 2-[6-(3-pentanoyl-1-benzofuran-2-yl)naphthalen-2-yl]oxy-3-phenylpropanoic acid Chemical compound O1C2=CC=CC=C2C(C(=O)CCCC)=C1C(C=C1C=C2)=CC=C1C=C2OC(C(O)=O)CC1=CC=CC=C1 DMPFULRNBDUSCQ-UHFFFAOYSA-N 0.000 claims 1
- ZQFRYDYKEOYUNS-UHFFFAOYSA-N 2-[6-(3-pentanoyl-1-benzofuran-2-yl)naphthalen-2-yl]oxyacetic acid Chemical compound C1=C(OCC(O)=O)C=CC2=CC(C3=C(C4=CC=CC=C4O3)C(=O)CCCC)=CC=C21 ZQFRYDYKEOYUNS-UHFFFAOYSA-N 0.000 claims 1
- RCLVYHIXCSLQDS-UHFFFAOYSA-N 2-[6-(3-pentyl-1-benzofuran-2-yl)naphthalen-2-yl]oxyacetic acid Chemical compound C1=C(OCC(O)=O)C=CC2=CC(C3=C(C4=CC=CC=C4O3)CCCCC)=CC=C21 RCLVYHIXCSLQDS-UHFFFAOYSA-N 0.000 claims 1
- CJSQHIFLZRAIEE-UHFFFAOYSA-N 2-[6-(5-chloro-3-pentanoyl-1-benzofuran-2-yl)naphthalen-2-yl]oxyacetic acid Chemical compound C1=C(OCC(O)=O)C=CC2=CC(C3=C(C4=CC(Cl)=CC=C4O3)C(=O)CCCC)=CC=C21 CJSQHIFLZRAIEE-UHFFFAOYSA-N 0.000 claims 1
- QPYMFRMUFAADMV-UHFFFAOYSA-N 2-[6-[3-(2-cyclopentylacetyl)-1-benzofuran-2-yl]naphthalen-2-yl]oxyacetic acid Chemical compound C1=CC2=CC(OCC(=O)O)=CC=C2C=C1C=1OC2=CC=CC=C2C=1C(=O)CC1CCCC1 QPYMFRMUFAADMV-UHFFFAOYSA-N 0.000 claims 1
- LAGOGXVTWHRRQZ-UHFFFAOYSA-N 2-[6-[3-(3,3-dimethylbutanoyl)-1-benzofuran-2-yl]naphthalen-2-yl]oxyacetic acid Chemical compound C1=C(OCC(O)=O)C=CC2=CC(C3=C(C4=CC=CC=C4O3)C(=O)CC(C)(C)C)=CC=C21 LAGOGXVTWHRRQZ-UHFFFAOYSA-N 0.000 claims 1
- HDYRFLFOMDPGQT-UHFFFAOYSA-N 5-[[1-methyl-6-(3-pentyl-1-benzofuran-2-yl)naphthalen-2-yl]oxymethyl]-2h-tetrazole Chemical group O1C2=CC=CC=C2C(CCCCC)=C1C(C=C1C=C2)=CC=C1C(C)=C2OCC1=NN=NN1 HDYRFLFOMDPGQT-UHFFFAOYSA-N 0.000 claims 1
- 241000124008 Mammalia Species 0.000 claims 1
- 208000007536 Thrombosis Diseases 0.000 claims 1
- FDEMZMDJNCQRGX-UHFFFAOYSA-N [2-[5-bromo-6-(2h-tetrazol-5-ylmethoxy)naphthalen-2-yl]-1-benzofuran-3-yl]-phenylmethanone Chemical compound C1=CC2=CC(C3=C(C4=CC=CC=C4O3)C(=O)C=3C=CC=CC=3)=CC=C2C(Br)=C1OCC1=NN=NN1 FDEMZMDJNCQRGX-UHFFFAOYSA-N 0.000 claims 1
- 125000005024 alkenyl aryl group Chemical group 0.000 claims 1
- 125000003342 alkenyl group Chemical group 0.000 claims 1
- 125000002877 alkyl aryl group Chemical group 0.000 claims 1
- 125000003710 aryl alkyl group Chemical group 0.000 claims 1
- 201000010099 disease Diseases 0.000 claims 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 239000003527 fibrinolytic agent Substances 0.000 claims 1
- 230000003480 fibrinolytic effect Effects 0.000 claims 1
- 125000005843 halogen group Chemical group 0.000 claims 1
- 125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 claims 1
- 125000004430 oxygen atom Chemical group O* 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 1
- 159000000000 sodium salts Chemical class 0.000 claims 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US29970201P | 2001-06-20 | 2001-06-20 | |
| PCT/US2002/019231 WO2003000671A1 (en) | 2001-06-20 | 2002-06-18 | Naphthyl benzofuran derivatives as inhibitors of plasminogen activator inhibitor-1 (pai-1) |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2004534824A JP2004534824A (ja) | 2004-11-18 |
| JP2004534824A5 true JP2004534824A5 (https=) | 2009-06-18 |
| JP4476624B2 JP4476624B2 (ja) | 2010-06-09 |
Family
ID=23155895
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2003507076A Expired - Lifetime JP4476624B2 (ja) | 2001-06-20 | 2002-06-18 | プラスミノゲンアクチベーターインヒビター１（ｐａｉ−１）のインヒビターとしてのナフチルベンゾフラン誘導体 |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US6599925B2 (https=) |
| EP (1) | EP1401822A1 (https=) |
| JP (1) | JP4476624B2 (https=) |
| CN (1) | CN1308320C (https=) |
| AR (1) | AR036100A1 (https=) |
| BR (1) | BR0210532A (https=) |
| CA (1) | CA2449844A1 (https=) |
| MX (1) | MXPA03011400A (https=) |
| TW (1) | TWI240723B (https=) |
| WO (1) | WO2003000671A1 (https=) |
Families Citing this family (39)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7374886B2 (en) | 1999-04-09 | 2008-05-20 | Rigshospitalet | Tissue inhibitor of matrix metalloproteinases type-1 (TIMP-1) as a cancer marker and postoperative marker for minimal residual disease or recurrent disease in patients with a prior history of cancer |
| DE60221391T2 (de) * | 2001-06-20 | 2008-04-17 | Wyeth | Substituierte indolsäurederivate als inhibitoren von plasminogen-aktivator-inhibitor-1 (pai-1) |
| TWI224101B (en) * | 2001-06-20 | 2004-11-21 | Wyeth Corp | Substituted naphthyl indole derivatives as inhibitors of plasminogen activator inhibitor type-1 (PAI-1) |
| US7291639B2 (en) * | 2001-06-20 | 2007-11-06 | Wyeth | Aryloxy-acetic acid compounds useful as inhibitors of plasminogen activator inhibitor-1 (PAI-1) |
| BR0316583A (pt) * | 2002-12-10 | 2005-10-04 | Wyeth Corp | Derivados de ácido acético 3-alquil e 3-arilalquil 1h-indol-1-il substituìdo como inibidores do inibidor-1 do ativador do plasminogênio (pai-1) |
| MXPA05006288A (es) * | 2002-12-10 | 2005-08-19 | Wyeth Corp | Derivados del acido 3-carbonil-1h-indol-1-ilacetico sustituidos como inhibidores del inhibidor del activador de plasminogeno 1 (pai-1). |
| UA80453C2 (en) * | 2002-12-10 | 2007-09-25 | Derivatives of substituted dyhydropyranoindol-3,4-dion as inhibitors of plasminogen activator inhibitor-1 (pai-1) | |
| AU2003296324A1 (en) * | 2002-12-10 | 2004-06-30 | Wyeth | Aryl, aryloxy, and alkyloxy substituted 1h-indol-3-yl glyoxylic acid derivatives as inhibitors of plasminogen activator inhibitor-1 (pai-1) |
| US7411083B2 (en) * | 2003-09-25 | 2008-08-12 | Wyeth | Substituted acetic acid derivatives |
| US7163954B2 (en) * | 2003-09-25 | 2007-01-16 | Wyeth | Substituted naphthyl benzothiophene acids |
| US7534894B2 (en) * | 2003-09-25 | 2009-05-19 | Wyeth | Biphenyloxy-acids |
| US7351726B2 (en) * | 2003-09-25 | 2008-04-01 | Wyeth | Substituted oxadiazolidinediones |
| US7582773B2 (en) * | 2003-09-25 | 2009-09-01 | Wyeth | Substituted phenyl indoles |
| US7265148B2 (en) * | 2003-09-25 | 2007-09-04 | Wyeth | Substituted pyrrole-indoles |
| US7268159B2 (en) * | 2003-09-25 | 2007-09-11 | Wyeth | Substituted indoles |
| US7332521B2 (en) * | 2003-09-25 | 2008-02-19 | Wyeth | Substituted indoles |
| US7141592B2 (en) * | 2003-09-25 | 2006-11-28 | Wyeth | Substituted oxadiazolidinediones |
| US7342039B2 (en) * | 2003-09-25 | 2008-03-11 | Wyeth | Substituted indole oximes |
| US7446201B2 (en) * | 2003-09-25 | 2008-11-04 | Wyeth | Substituted heteroaryl benzofuran acids |
| US7420083B2 (en) * | 2003-09-25 | 2008-09-02 | Wyeth | Substituted aryloximes |
| US7442805B2 (en) * | 2003-09-25 | 2008-10-28 | Wyeth | Substituted sulfonamide-indoles |
| CN1972703A (zh) * | 2004-03-30 | 2007-05-30 | 丹麦皇家兽医和农业学院 | 通过阻断和检测蛋白酶抑制剂改进癌症的治疗和癌症治疗效率的预测 |
| EP1794138A2 (en) * | 2004-08-23 | 2007-06-13 | Wyeth | Thiazolo-naphthyl acids as inhibitors of plasminogen activator inhibitor-1 |
| MX2007002178A (es) * | 2004-08-23 | 2007-04-02 | Wyeth Corp | Acidos de oxazolo-naftilo como moduladores del inhibidor del activador de plasminogeno tipo 1 (pai-1) util en el tratamiento de trombosis y enfermedades cardiovasculares. |
| JP2008510814A (ja) * | 2004-08-23 | 2008-04-10 | ワイス | Ｐａｉ−１阻害剤としてのピロロ−ナフチル酸 |
| CN101263115A (zh) * | 2005-08-17 | 2008-09-10 | 惠氏公司 | 经取代吲哚和其用途 |
| PE20071017A1 (es) * | 2006-02-27 | 2007-11-12 | Wyeth Corp | Derivados de acido indol sustituido como inhibidores del activador de plasminogeno tipo 1 (pai-1) |
| JP5207972B2 (ja) * | 2006-10-12 | 2013-06-12 | 株式会社医薬分子設計研究所 | カルボン酸誘導体 |
| EP2072498A4 (en) * | 2006-10-12 | 2012-07-18 | Inst Med Molecular Design Inc | N-PHENYLOXAMIDINSÄUREDERIVAT |
| CN101842093B (zh) | 2007-10-23 | 2012-08-22 | 株式会社医药分子设计研究所 | Pai-1产生抑制剂 |
| EP2272817A4 (en) | 2008-04-11 | 2011-12-14 | Inst Med Molecular Design Inc | PAI-1 INHIBITORS |
| US8633245B2 (en) * | 2008-04-11 | 2014-01-21 | Institute Of Medicinal Molecular Design, Inc. | PAI-1 inhibitor |
| JP2012509941A (ja) | 2008-11-26 | 2012-04-26 | ファイブ・プライム・セラピューティクス，インコーポレイテッド | Ｓｅｒｐｉｎｅ２によるコラーゲンおよび平滑筋アクチンの発現を調節するための組成物および方法 |
| EP2959898A1 (en) | 2009-05-05 | 2015-12-30 | Sloan-Kettering Institute for Cancer Research | 4,5-DIOXO-NAPHTHO[1,2-b]FURANS AS SELECTIVE PEPTIDE DEFORMYLASE INHIBITORS |
| CN102850451B (zh) * | 2011-06-29 | 2014-05-07 | 辽宁诺康生物制药有限责任公司 | 具有抑制纤溶酶活性的重组textilinin-1及其制备方法和应用 |
| TWI725092B (zh) | 2015-12-18 | 2021-04-21 | 大陸商深圳瑞健生命科學硏究院有限公司 | 纖溶酶原在製備預防或治療糖尿病腎病或其相關病症之藥劑上的用途 |
| CN106890324A (zh) * | 2015-12-18 | 2017-06-27 | 深圳瑞健生命科学研究院有限公司 | 一种预防和治疗糖尿病肾病的方法 |
| JP7175270B2 (ja) | 2016-12-15 | 2022-11-18 | タレンゲン インターナショナル リミテッド | グルカゴン、インスリンを正常なバランスに戻らせる方法 |
| CN114957176A (zh) * | 2022-07-01 | 2022-08-30 | 河南中医药大学第一附属医院 | 人血管紧张素转化酶抑制剂化合物和合成方法 |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1464242A (en) | 1974-04-18 | 1977-02-09 | Smithkline Corp | Benzoyl benzofurans and compositions comprising them |
| US4024273A (en) * | 1974-06-20 | 1977-05-17 | Smithkline Corporation | Coronary vasodilator and anti-anginal compositions comprising substituted benzofurans and benzothiophenes and methods of producing coronary vasodilation and anti-anginal activity |
| ZA825413B (en) | 1981-08-26 | 1983-06-29 | Pfizer | Thromboxane synthetase inhibitors, processes for their production, and pharmaceutical compositions comprising them |
| ZA928276B (en) * | 1991-10-31 | 1993-05-06 | Daiichi Seiyaku Co | Aromatic amidine derivates and salts thereof. |
| US6756388B1 (en) | 1993-10-12 | 2004-06-29 | Pfizer Inc. | Benzothiophenes and related compounds as estrogen agonists |
| CA2134192A1 (en) | 1993-11-12 | 1995-05-13 | Michael L. Denney | 5, 6-bicyclic glycoprotein iib/iiia antagonists |
| CA2207141A1 (en) | 1996-07-15 | 1998-01-15 | David Thompson Berg | Benzothiophene compounds, and uses and formulations thereof |
| US6110963A (en) | 1998-05-12 | 2000-08-29 | American Home Products Corporation | Aryl-oxo-acetic acids useful in the treatment of insulin resistance and hyperglycemia |
-
2002
- 2002-06-10 TW TW091112529A patent/TWI240723B/zh not_active IP Right Cessation
- 2002-06-18 BR BR0210532-2A patent/BR0210532A/pt not_active IP Right Cessation
- 2002-06-18 MX MXPA03011400A patent/MXPA03011400A/es active IP Right Grant
- 2002-06-18 CA CA002449844A patent/CA2449844A1/en not_active Abandoned
- 2002-06-18 JP JP2003507076A patent/JP4476624B2/ja not_active Expired - Lifetime
- 2002-06-18 WO PCT/US2002/019231 patent/WO2003000671A1/en not_active Ceased
- 2002-06-18 CN CNB028161874A patent/CN1308320C/zh not_active Expired - Fee Related
- 2002-06-18 US US10/174,166 patent/US6599925B2/en not_active Expired - Fee Related
- 2002-06-18 EP EP02747904A patent/EP1401822A1/en not_active Withdrawn
- 2002-06-20 AR ARP020102314A patent/AR036100A1/es unknown
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