CA2092414A1 - Derives n-(2-alkyl-3-mercaptoglutaryl)-amino-diazacycloalcanone et leur utilisation comme inhibiteurs de la collagenase - Google Patents
Derives n-(2-alkyl-3-mercaptoglutaryl)-amino-diazacycloalcanone et leur utilisation comme inhibiteurs de la collagenaseInfo
- Publication number
- CA2092414A1 CA2092414A1 CA002092414A CA2092414A CA2092414A1 CA 2092414 A1 CA2092414 A1 CA 2092414A1 CA 002092414 A CA002092414 A CA 002092414A CA 2092414 A CA2092414 A CA 2092414A CA 2092414 A1 CA2092414 A1 CA 2092414A1
- Authority
- CA
- Canada
- Prior art keywords
- methyl
- formula
- aminocarbonyl
- group
- compound according
- 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
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- 238000000034 method Methods 0.000 claims abstract description 23
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- -1 t-butoxycarbonyl Chemical group 0.000 claims description 21
- 238000011282 treatment Methods 0.000 claims description 21
- 125000003545 alkoxy group Chemical group 0.000 claims description 14
- 239000002253 acid Substances 0.000 claims description 13
- 229910052757 nitrogen Inorganic materials 0.000 claims description 13
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- QCQCHGYLTSGIGX-GHXANHINSA-N 4-[[(3ar,5ar,5br,7ar,9s,11ar,11br,13as)-5a,5b,8,8,11a-pentamethyl-3a-[(5-methylpyridine-3-carbonyl)amino]-2-oxo-1-propan-2-yl-4,5,6,7,7a,9,10,11,11b,12,13,13a-dodecahydro-3h-cyclopenta[a]chrysen-9-yl]oxy]-2,2-dimethyl-4-oxobutanoic acid Chemical compound N([C@@]12CC[C@@]3(C)[C@]4(C)CC[C@H]5C(C)(C)[C@@H](OC(=O)CC(C)(C)C(O)=O)CC[C@]5(C)[C@H]4CC[C@@H]3C1=C(C(C2)=O)C(C)C)C(=O)C1=CN=CC(C)=C1 QCQCHGYLTSGIGX-GHXANHINSA-N 0.000 claims description 7
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- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 6
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims description 5
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- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 4
- UYWQUFXKFGHYNT-UHFFFAOYSA-N phenylmethyl ester of formic acid Chemical group O=COCC1=CC=CC=C1 UYWQUFXKFGHYNT-UHFFFAOYSA-N 0.000 claims description 4
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- 125000003710 aryl alkyl group Chemical group 0.000 claims description 3
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- MGJXBDMLVWIYOQ-UHFFFAOYSA-N methylazanide Chemical compound [NH-]C MGJXBDMLVWIYOQ-UHFFFAOYSA-N 0.000 claims description 3
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- UPYHQYGELNOUTA-UHFFFAOYSA-N 6-methyl-4-[(2-oxo-1,8-diazacyclotetradec-3-yl)carbamoyl]-3-sulfanylheptanoic acid Chemical compound OC(=O)CC(S)C(CC(C)C)C(=O)NC1CCCCNCCCCCCNC1=O UPYHQYGELNOUTA-UHFFFAOYSA-N 0.000 claims 2
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims 1
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 1
- 125000004890 (C1-C6) alkylamino group Chemical group 0.000 claims 1
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- 229910000033 sodium borohydride Inorganic materials 0.000 description 1
- 239000012279 sodium borohydride Substances 0.000 description 1
- BEOOHQFXGBMRKU-UHFFFAOYSA-N sodium cyanoborohydride Chemical compound [Na+].[B-]C#N BEOOHQFXGBMRKU-UHFFFAOYSA-N 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- 210000004872 soft tissue Anatomy 0.000 description 1
- 239000008279 sol Substances 0.000 description 1
- 239000008247 solid mixture Substances 0.000 description 1
- 238000000527 sonication Methods 0.000 description 1
- 239000004334 sorbic acid Substances 0.000 description 1
- 235000010199 sorbic acid Nutrition 0.000 description 1
- 229940075582 sorbic acid Drugs 0.000 description 1
- 239000001593 sorbitan monooleate Substances 0.000 description 1
- 235000011069 sorbitan monooleate Nutrition 0.000 description 1
- 229940035049 sorbitan monooleate Drugs 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 235000000346 sugar Nutrition 0.000 description 1
- 239000013589 supplement Substances 0.000 description 1
- 230000004083 survival effect Effects 0.000 description 1
- 208000011580 syndromic disease Diseases 0.000 description 1
- 201000004415 tendinitis Diseases 0.000 description 1
- 210000002435 tendon Anatomy 0.000 description 1
- 229940124597 therapeutic agent Drugs 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 239000000196 tragacanth Substances 0.000 description 1
- 235000010487 tragacanth Nutrition 0.000 description 1
- 229940116362 tragacanth Drugs 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- 238000000844 transformation Methods 0.000 description 1
- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 1
- 210000004881 tumor cell Anatomy 0.000 description 1
- 230000004614 tumor growth Effects 0.000 description 1
- 230000036269 ulceration Effects 0.000 description 1
- 230000002792 vascular Effects 0.000 description 1
- 239000003981 vehicle Substances 0.000 description 1
- 235000019165 vitamin E Nutrition 0.000 description 1
- 229940046009 vitamin E Drugs 0.000 description 1
- 239000011709 vitamin E Substances 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 230000029663 wound healing Effects 0.000 description 1
- 229910052727 yttrium Inorganic materials 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D245/00—Heterocyclic compounds containing rings of more than seven members having two nitrogen atoms as the only ring hetero atoms
- C07D245/02—Heterocyclic compounds containing rings of more than seven members having two nitrogen atoms as the only ring hetero atoms not condensed with other rings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmacology & Pharmacy (AREA)
- Engineering & Computer Science (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB9022117.7 | 1990-10-11 | ||
| GB909022117A GB9022117D0 (en) | 1990-10-11 | 1990-10-11 | Novel compounds |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2092414A1 true CA2092414A1 (fr) | 1992-04-12 |
Family
ID=10683561
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002092414A Abandoned CA2092414A1 (fr) | 1990-10-11 | 1991-10-09 | Derives n-(2-alkyl-3-mercaptoglutaryl)-amino-diazacycloalcanone et leur utilisation comme inhibiteurs de la collagenase |
Country Status (11)
| Country | Link |
|---|---|
| EP (1) | EP0552264A1 (fr) |
| JP (1) | JPH06501944A (fr) |
| AU (1) | AU642046B2 (fr) |
| CA (1) | CA2092414A1 (fr) |
| GB (1) | GB9022117D0 (fr) |
| IE (1) | IE913572A1 (fr) |
| MX (1) | MX9101501A (fr) |
| NZ (1) | NZ240167A (fr) |
| PT (1) | PT99184A (fr) |
| WO (1) | WO1992006966A1 (fr) |
| ZA (1) | ZA918074B (fr) |
Families Citing this family (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5773428A (en) * | 1993-08-05 | 1998-06-30 | Syntex (U.S.A.) Inc. | Matrix metalloprotease inhibitors |
| US6013792A (en) * | 1993-08-05 | 2000-01-11 | Syntex (U.S.A.), Inc. | Matrix metalloprotease inhibitors |
| CA2168791A1 (fr) * | 1993-08-05 | 1995-02-16 | Arlindo L. Castelhano | Inhibiteurs de la metalloprotease de la matrice |
| US6037472A (en) * | 1993-11-04 | 2000-03-14 | Syntex (U.S.A.) Inc. | Matrix metalloprotease inhibitors |
| US6500948B1 (en) | 1995-12-08 | 2002-12-31 | Agouron Pharmaceuticals, Inc. | Metalloproteinase inhibitors-compositions, uses preparation and intermediates thereof |
| CA2238306A1 (fr) * | 1995-12-08 | 1997-06-12 | Agouron Pharmaceuticals, Inc. | Inhibiteurs de metalloproteinases, compositions pharmaceutiques contenant ces inhibiteurs et leurs utilisations pharmaceutiques, et procedes et intermediaires servant a leur preparation |
| DE69624081T2 (de) * | 1995-12-20 | 2003-06-12 | Agouron Pharmaceuticals, Inc. | Matrix-metalloprotease Inhibitoren |
| US6008243A (en) * | 1996-10-24 | 1999-12-28 | Agouron Pharmaceuticals, Inc. | Metalloproteinase inhibitors, pharmaceutical compositions containing them, and their use |
| US6174915B1 (en) | 1997-03-25 | 2001-01-16 | Agouron Pharmaceuticals, Inc. | Metalloproteinase inhibitors, pharmaceutical compositions containing them and their pharmaceutical uses |
| US5985900A (en) * | 1997-04-01 | 1999-11-16 | Agouron Pharmaceuticals, Inc. | Metalloproteinase inhibitors, pharmaceutical compositions containing them and their pharmaceutical uses |
| HRP990246A2 (en) | 1998-08-07 | 2000-06-30 | Du Pont Pharm Co | Succinoylamino benzodiazepines as inhibitors of a beta protein production |
| NZ525513A (en) | 1998-08-07 | 2004-09-24 | Pont Pharmaceuticals Du | Succinoylamino lactams as inhibitors of Abeta protein production |
| AU1618000A (en) * | 1998-11-12 | 2000-05-29 | Du Pont Pharmaceuticals Company | Use of radioligands to screen inhibitors of amyloid-beta peptide production |
| US6737038B1 (en) | 1998-11-12 | 2004-05-18 | Bristol-Myers Squibb Company | Use of small molecule radioligands to discover inhibitors of amyloid-beta peptide production and for diagnostic imaging |
| EP1268450A1 (fr) | 2000-06-01 | 2003-01-02 | Bristol-Myers Squibb Pharma Company | Lactames substitues par des succinates cycliques en tant qu'inhibiteurs de la production de la proteine beta |
| AU2003233154A1 (en) | 2002-06-10 | 2003-12-22 | Pfizer Inc. | Metabolites of prinomastat and their sythesis |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DK681287A (da) * | 1986-12-24 | 1988-06-25 | Beecham Group Plc | Hidtil ukendte forbindelser |
| GB9000846D0 (en) * | 1990-01-15 | 1990-03-14 | Beecham Group Plc | Novel compounds |
-
1990
- 1990-10-11 GB GB909022117A patent/GB9022117D0/en active Pending
-
1991
- 1991-10-09 PT PT99184A patent/PT99184A/pt not_active Application Discontinuation
- 1991-10-09 NZ NZ240167A patent/NZ240167A/en unknown
- 1991-10-09 JP JP3516460A patent/JPH06501944A/ja active Pending
- 1991-10-09 AU AU86604/91A patent/AU642046B2/en not_active Ceased
- 1991-10-09 EP EP91919268A patent/EP0552264A1/fr not_active Withdrawn
- 1991-10-09 ZA ZA918074A patent/ZA918074B/xx unknown
- 1991-10-09 CA CA002092414A patent/CA2092414A1/fr not_active Abandoned
- 1991-10-09 WO PCT/GB1991/001749 patent/WO1992006966A1/fr not_active Ceased
- 1991-10-09 MX MX9101501A patent/MX9101501A/es unknown
- 1991-10-16 IE IE357291A patent/IE913572A1/en not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| WO1992006966A1 (fr) | 1992-04-30 |
| MX9101501A (es) | 1992-06-05 |
| AU642046B2 (en) | 1993-10-07 |
| EP0552264A1 (fr) | 1993-07-28 |
| NZ240167A (en) | 1993-11-25 |
| ZA918074B (en) | 1993-04-13 |
| PT99184A (pt) | 1992-09-30 |
| AU8660491A (en) | 1992-05-20 |
| IE913572A1 (en) | 1992-04-22 |
| GB9022117D0 (en) | 1990-11-21 |
| JPH06501944A (ja) | 1994-03-03 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FZDE | Dead |