CA2237382A1 - Substituted 6- and 7-amino-tetrahydroisoquinolinecarboxylic acids - Google Patents
Substituted 6- and 7-amino-tetrahydroisoquinolinecarboxylic acids Download PDFInfo
- Publication number
- CA2237382A1 CA2237382A1 CA002237382A CA2237382A CA2237382A1 CA 2237382 A1 CA2237382 A1 CA 2237382A1 CA 002237382 A CA002237382 A CA 002237382A CA 2237382 A CA2237382 A CA 2237382A CA 2237382 A1 CA2237382 A1 CA 2237382A1
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- CA
- Canada
- Prior art keywords
- compound
- formula
- alkyl
- phenyl
- disorders
- 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.)
- Abandoned
Links
- MDAPGUHGGOWKOK-UHFFFAOYSA-N 7-amino-1,2,3,4-tetrahydroisoquinoline-1-carboxylic acid Chemical class C1CNC(C(O)=O)C2=CC(N)=CC=C21 MDAPGUHGGOWKOK-UHFFFAOYSA-N 0.000 title abstract description 3
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- -1 which is linear Chemical group 0.000 claims description 15
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 13
- 238000000034 method Methods 0.000 claims description 12
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 12
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 11
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 9
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 8
- 238000011282 treatment Methods 0.000 claims description 7
- 150000001413 amino acids Chemical class 0.000 claims description 6
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 claims description 6
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- FCEHBMOGCRZNNI-UHFFFAOYSA-N 1-benzothiophene Chemical compound C1=CC=C2SC=CC2=C1 FCEHBMOGCRZNNI-UHFFFAOYSA-N 0.000 claims description 4
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- IOJUPLGTWVMSFF-UHFFFAOYSA-N benzothiazole Chemical compound C1=CC=C2SC=NC2=C1 IOJUPLGTWVMSFF-UHFFFAOYSA-N 0.000 claims description 4
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- BCMCBBGGLRIHSE-UHFFFAOYSA-N 1,3-benzoxazole Chemical compound C1=CC=C2OC=NC2=C1 BCMCBBGGLRIHSE-UHFFFAOYSA-N 0.000 claims description 2
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- Physical Education & Sports Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Other In-Based Heterocyclic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19719817A DE19719817A1 (de) | 1997-05-13 | 1997-05-13 | Substituierte 6- und 7-Aminotetrahydroisochinolincarbonsäuren |
| DE19719817.1 | 1997-05-13 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2237382A1 true CA2237382A1 (en) | 1998-11-13 |
Family
ID=7829213
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002237382A Abandoned CA2237382A1 (en) | 1997-05-13 | 1998-05-12 | Substituted 6- and 7-amino-tetrahydroisoquinolinecarboxylic acids |
Country Status (18)
| Country | Link |
|---|---|
| US (1) | US5962471A (enExample) |
| EP (1) | EP0878467B1 (enExample) |
| JP (1) | JP4384277B2 (enExample) |
| KR (1) | KR19980086989A (enExample) |
| CN (1) | CN1199045A (enExample) |
| AR (1) | AR012684A1 (enExample) |
| AT (1) | ATE207903T1 (enExample) |
| AU (1) | AU731079B2 (enExample) |
| BR (1) | BR9803694A (enExample) |
| CA (1) | CA2237382A1 (enExample) |
| CZ (1) | CZ145298A3 (enExample) |
| DE (2) | DE19719817A1 (enExample) |
| DK (1) | DK0878467T3 (enExample) |
| ES (1) | ES2166577T3 (enExample) |
| HU (1) | HUP9801072A3 (enExample) |
| PT (1) | PT878467E (enExample) |
| RU (1) | RU2212405C2 (enExample) |
| TR (1) | TR199800841A2 (enExample) |
Families Citing this family (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SG104284A1 (en) * | 1996-10-30 | 2004-06-21 | Tanabe Seiyaku Co | S type 2-substituted hydroxy-2-indolidinylbutyric ester compounds and process for preparation thereof |
| FR2795730B1 (fr) * | 1999-07-01 | 2001-08-31 | Adir | Nouveaux inhibiteurs de metalloproteases, leur procede de preparation et les compositions pharmaceutiques qui les contiennent |
| CA2396037A1 (en) * | 1999-12-31 | 2001-07-12 | Rutgers, The State University | Pharmaceutical formulation for regulating the timed release of biologically active compounds based on a polymer matrix |
| US7521061B2 (en) * | 1999-12-31 | 2009-04-21 | Rutgers, The State University Of New Jersey | Pharmaceutical formulation for regulating the timed release of biologically active compounds based on a polymer matrix |
| AU4888401A (en) * | 2000-04-07 | 2001-10-23 | Samsung Electronics Co., Ltd. | Sulfonamide derivative as a matrix metalloproteinase inhibitor |
| GB0011409D0 (en) * | 2000-05-11 | 2000-06-28 | Smithkline Beecham Plc | Novel compounds |
| WO2003016248A2 (en) * | 2001-08-17 | 2003-02-27 | Bristol-Myers Squibb Company Patent Department | Bicyclic hydroxamates as inhibitors of matrix metalloproteinases and/or tnf-$g(a) converting enzyme (tace) |
| US6566524B2 (en) * | 2001-12-21 | 2003-05-20 | The Procter & Gamble Co. | Methods for synthesis of amino-tetrahydroisoquinoline-sulfonamide hydroxamic acids |
| US20020055637A1 (en) * | 2001-12-21 | 2002-05-09 | Song Liu | Methods for synthesis of amino-tetrahydroisoquinoline-carboxylic acids |
| US6608193B2 (en) | 2001-12-21 | 2003-08-19 | The Procter & Gamble Company | Methods for synthesis of amino-tetrahydroisoquinoline ring compounds |
| CA2492019A1 (en) * | 2002-08-13 | 2004-02-19 | Warner-Lambert Company Llc | Isoquinoline derivatives as matrix metalloproteinase inhibitors |
| DE10344936A1 (de) * | 2003-09-27 | 2005-04-21 | Aventis Pharma Gmbh | Bicyclische Iminosäurederivate als Inhibitoren von Matrix-Metalloproteinasen |
| US7576222B2 (en) | 2004-12-28 | 2009-08-18 | Wyeth | Alkynyl-containing tryptophan derivative inhibitors of TACE/matrix metalloproteinase |
| DE102005015040A1 (de) * | 2005-03-31 | 2006-10-05 | Sanofi-Aventis Deutschland Gmbh | Substituierte Tetrahydroisochinoline als MMP-Inhibitoren, Verfahren zu ihrer Herstellung und ihre Verwendung als Medikament |
| JP5098011B2 (ja) * | 2006-11-20 | 2012-12-12 | 国立大学法人山口大学 | 創傷治癒促進剤 |
| GB0706072D0 (en) * | 2007-03-28 | 2007-05-09 | Sterix Ltd | Compound |
Family Cites Families (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SU575349A1 (ru) * | 1975-12-29 | 1977-10-05 | Донецкий государственный университет | Способ получени арилсульфонамидных производных 1,2-дигидрохинолина |
| US4315935A (en) * | 1980-04-14 | 1982-02-16 | Smithkline Corporation | N,N'-Bis[substituted-1,2,3,4-tetrahydroisoquinolinolyl]disulfonylimides and antiallergic compositions and method of use |
| US4344949A (en) * | 1980-10-03 | 1982-08-17 | Warner-Lambert Company | Substituted acyl derivatives of 1,2,3,4-tetrahydroisoquinoline-3-carboxylic acids |
| US4613606A (en) * | 1985-12-02 | 1986-09-23 | Syntex (U.S.A.) Inc. | Tetrahydroisoquinoline derivatives |
| US4681889A (en) * | 1985-12-02 | 1987-07-21 | Syntex (U.S.A.) Inc. | Method for treating cardiovascular disease with calcium channel antagonists |
| JP2764262B2 (ja) * | 1987-08-28 | 1998-06-11 | 持田製薬株式会社 | ヒダントイン誘導体及びそれを有効成分とする医薬組成物 |
| TW201303B (enExample) * | 1990-07-05 | 1993-03-01 | Hoffmann La Roche | |
| US5455258A (en) * | 1993-01-06 | 1995-10-03 | Ciba-Geigy Corporation | Arylsulfonamido-substituted hydroxamic acids |
| US5552419A (en) * | 1993-01-06 | 1996-09-03 | Ciba-Geigy Corporation | Arylsulfonamido-substituted hydroxamic acids |
| US5506242A (en) * | 1993-01-06 | 1996-04-09 | Ciba-Geigy Corporation | Arylsufonamido-substituted hydroxamic acids |
| FR2701480B1 (fr) * | 1993-02-15 | 1995-05-24 | Sanofi Elf | Composés à groupe sulfamoyle et amidino, leur procédé de préparation et les compositions pharmaceutiques les contenant. |
| US5714497A (en) * | 1993-02-15 | 1998-02-03 | Sanofi | Compounds bearing sulphamoyl and amidino radicals, their preparation process and pharmaceutical compositions containing them |
| AU2394795A (en) * | 1994-04-28 | 1995-11-29 | Du Pont Merck Pharmaceutical Company, The | Hydroxamic acid and amino acid derivatives and their use as anti-arthritic agents |
| US6022898A (en) * | 1994-06-22 | 2000-02-08 | British Biotech Pharmaceuticals Limited | Metalloproteinase inhibitors |
| US5863949A (en) * | 1995-03-08 | 1999-01-26 | Pfizer Inc | Arylsulfonylamino hydroxamic acid derivatives |
| DK0821671T3 (da) * | 1995-04-20 | 2001-04-23 | Pfizer | Arylsulfonylhydroxamsyrederivater som MMP- og TNF-inhibitorer |
| PL186869B1 (pl) * | 1995-11-13 | 2004-03-31 | Hoechst Ag | Nowe heterocykliczne N-podstawione pochodne kwasów alfa-iminohydroksamowych i karboksylowych, sposób ich wytwarzania, środek farmaceutyczny i ich zastosowanie |
| GB9613547D0 (en) * | 1996-06-27 | 1996-08-28 | Pharmacia Spa | Matrix metalloproteinase inhibitors |
-
1997
- 1997-05-13 DE DE19719817A patent/DE19719817A1/de not_active Withdrawn
-
1998
- 1998-05-02 PT PT98108039T patent/PT878467E/pt unknown
- 1998-05-02 DK DK98108039T patent/DK0878467T3/da active
- 1998-05-02 DE DE59801919T patent/DE59801919D1/de not_active Expired - Lifetime
- 1998-05-02 EP EP98108039A patent/EP0878467B1/de not_active Expired - Lifetime
- 1998-05-02 AT AT98108039T patent/ATE207903T1/de not_active IP Right Cessation
- 1998-05-02 ES ES98108039T patent/ES2166577T3/es not_active Expired - Lifetime
- 1998-05-11 TR TR1998/00841A patent/TR199800841A2/xx unknown
- 1998-05-11 CZ CZ981452A patent/CZ145298A3/cs unknown
- 1998-05-11 AR ARP980102174A patent/AR012684A1/es unknown
- 1998-05-11 US US09/075,186 patent/US5962471A/en not_active Expired - Lifetime
- 1998-05-12 RU RU98109049/04A patent/RU2212405C2/ru not_active IP Right Cessation
- 1998-05-12 BR BR9803694A patent/BR9803694A/pt not_active IP Right Cessation
- 1998-05-12 HU HU9801072A patent/HUP9801072A3/hu unknown
- 1998-05-12 CN CN98108315A patent/CN1199045A/zh active Pending
- 1998-05-12 CA CA002237382A patent/CA2237382A1/en not_active Abandoned
- 1998-05-13 AU AU65938/98A patent/AU731079B2/en not_active Ceased
- 1998-05-13 JP JP13075298A patent/JP4384277B2/ja not_active Expired - Fee Related
- 1998-05-13 KR KR1019980017082A patent/KR19980086989A/ko not_active Ceased
Also Published As
| Publication number | Publication date |
|---|---|
| AR012684A1 (es) | 2000-11-08 |
| AU6593898A (en) | 1998-11-19 |
| RU2212405C2 (ru) | 2003-09-20 |
| EP0878467B1 (de) | 2001-10-31 |
| JPH10316662A (ja) | 1998-12-02 |
| KR19980086989A (ko) | 1998-12-05 |
| HUP9801072A3 (en) | 1999-03-29 |
| JP4384277B2 (ja) | 2009-12-16 |
| HU9801072D0 (en) | 1998-07-28 |
| EP0878467A1 (de) | 1998-11-18 |
| ATE207903T1 (de) | 2001-11-15 |
| CZ145298A3 (cs) | 1998-12-16 |
| TR199800841A3 (tr) | 1998-12-21 |
| HUP9801072A2 (hu) | 1999-02-01 |
| US5962471A (en) | 1999-10-05 |
| DK0878467T3 (da) | 2002-02-18 |
| CN1199045A (zh) | 1998-11-18 |
| ES2166577T3 (es) | 2002-04-16 |
| BR9803694A (pt) | 2000-03-21 |
| TR199800841A2 (xx) | 1998-12-21 |
| AU731079B2 (en) | 2001-03-22 |
| PT878467E (pt) | 2002-04-29 |
| DE59801919D1 (de) | 2001-12-06 |
| DE19719817A1 (de) | 1998-11-19 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| FZDE | Discontinued |