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 (enExample) | 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 (enExample) |
| EP (1) | EP1401822A1 (enExample) |
| JP (1) | JP4476624B2 (enExample) |
| CN (1) | CN1308320C (enExample) |
| AR (1) | AR036100A1 (enExample) |
| BR (1) | BR0210532A (enExample) |
| CA (1) | CA2449844A1 (enExample) |
| MX (1) | MXPA03011400A (enExample) |
| TW (1) | TWI240723B (enExample) |
| WO (1) | WO2003000671A1 (enExample) |
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 |
| US7291639B2 (en) * | 2001-06-20 | 2007-11-06 | Wyeth | Aryloxy-acetic acid compounds useful as inhibitors of plasminogen activator inhibitor-1 (PAI-1) |
| ES2290318T3 (es) * | 2001-06-20 | 2008-02-16 | Wyeth | Derivados sustituidos de acido indolico como inhibidores del inhibidor del activador del plasminogeno-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) |
| ES2314289T3 (es) * | 2002-12-10 | 2009-03-16 | Wyeth | Derivados del acido 1h-indol-3-il glioxilico sustituidos con arilo, ariloxi y alquloxi como inhibidores del inhibidor del activador del plasminogeno-1(pai-1). |
| ATE331708T1 (de) * | 2002-12-10 | 2006-07-15 | Wyeth Corp | Substituierte 3-alkyl- und 3-arylalkyl-1h-indol-1-yl-essigsäure-derivate als plasminogen aktivator inhibitor-1 (pai-1) inhibitoren |
| DK1569900T3 (da) * | 2002-12-10 | 2006-10-23 | Wyeth Corp | Substituerede 3-carbonyl-1-yl-eddikesyrederivater som inhibitorer af plasminogenaktivator-inhibitor-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) | |
| US7351726B2 (en) * | 2003-09-25 | 2008-04-01 | Wyeth | Substituted oxadiazolidinediones |
| US7265148B2 (en) * | 2003-09-25 | 2007-09-04 | Wyeth | Substituted pyrrole-indoles |
| US7163954B2 (en) * | 2003-09-25 | 2007-01-16 | Wyeth | Substituted naphthyl benzothiophene acids |
| US7332521B2 (en) * | 2003-09-25 | 2008-02-19 | Wyeth | Substituted indoles |
| US7534894B2 (en) * | 2003-09-25 | 2009-05-19 | Wyeth | Biphenyloxy-acids |
| US7442805B2 (en) * | 2003-09-25 | 2008-10-28 | Wyeth | Substituted sulfonamide-indoles |
| US7582773B2 (en) * | 2003-09-25 | 2009-09-01 | Wyeth | Substituted phenyl indoles |
| US7141592B2 (en) * | 2003-09-25 | 2006-11-28 | Wyeth | Substituted oxadiazolidinediones |
| US7411083B2 (en) * | 2003-09-25 | 2008-08-12 | Wyeth | Substituted acetic acid derivatives |
| US7420083B2 (en) * | 2003-09-25 | 2008-09-02 | Wyeth | Substituted aryloximes |
| US7446201B2 (en) * | 2003-09-25 | 2008-11-04 | Wyeth | Substituted heteroaryl benzofuran acids |
| US7342039B2 (en) * | 2003-09-25 | 2008-03-11 | Wyeth | Substituted indole oximes |
| US7268159B2 (en) * | 2003-09-25 | 2007-09-11 | Wyeth | Substituted indoles |
| US20080019910A1 (en) * | 2004-03-30 | 2008-01-24 | Romer Maria U | Cancer Treatment and Cancer Treatment Efficacy Prediction by Blocking and Detecting Protease Inhibitors |
| WO2006023866A2 (en) * | 2004-08-23 | 2006-03-02 | 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. |
| AU2005277137A1 (en) * | 2004-08-23 | 2006-03-02 | Wyeth | Pyrrolo-naphthyl acids as PAI-1 inhibitors |
| AU2006279496A1 (en) * | 2005-08-17 | 2007-02-22 | Wyeth | Substituted indoles and use thereof |
| AR059629A1 (es) * | 2006-02-27 | 2008-04-16 | Wyeth Corp | Inhibidores del inhibidor del activador de plasminogeno (pai- 1) para el tratamiento de trastornos musculares |
| JP5253174B2 (ja) | 2006-10-12 | 2013-07-31 | 株式会社医薬分子設計研究所 | Ｎ−フェニルオキサミド酸誘導体 |
| US8044236B2 (en) | 2006-10-12 | 2011-10-25 | Institute Of Medicinal Molecular Design, Inc. | Carboxilic acid derivatives |
| JP5470046B2 (ja) | 2007-10-23 | 2014-04-16 | 株式会社医薬分子設計研究所 | Ｐａｉ−１産生抑制剤 |
| RU2010145916A (ru) | 2008-04-11 | 2012-05-20 | Инститьют Оф Медисинал Молекьюлар Дизайн, Инк. (Jp) | Ингибитор pai-1 |
| US8633245B2 (en) * | 2008-04-11 | 2014-01-21 | Institute Of Medicinal Molecular Design, Inc. | PAI-1 inhibitor |
| EP2361093A2 (en) | 2008-11-26 | 2011-08-31 | Five Prime Therapeutics, Inc. | Compositions and methods for regulating collagen and smooth muscle actin expression by serpine2 |
| EP2427057B1 (en) | 2009-05-05 | 2015-08-12 | Sloan-Kettering Institute for Cancer Research | Benzofuran-4,5-diones 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 |
| CN108778307A (zh) | 2015-12-18 | 2018-11-09 | 泰伦基国际有限公司 | 一种预防和治疗糖尿病肾病的方法 |
| 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 |
| TWI669130B (zh) | 2016-12-15 | 2019-08-21 | 深圳瑞健生命科學硏究院有限公司 | 纖溶酶原在製備用於治療糖尿病的藥物上的用途 |
| 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 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 US US10/174,166 patent/US6599925B2/en not_active Expired - Fee Related
- 2002-06-18 CN CNB028161874A patent/CN1308320C/zh not_active Expired - Fee Related
- 2002-06-18 BR BR0210532-2A patent/BR0210532A/pt not_active IP Right Cessation
- 2002-06-18 EP EP02747904A patent/EP1401822A1/en not_active Withdrawn
- 2002-06-18 MX MXPA03011400A patent/MXPA03011400A/es active IP Right Grant
- 2002-06-20 AR ARP020102314A patent/AR036100A1/es unknown
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