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US4263293A
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Heterocyclic containing amides as inhibitors of mammalian collagenase
Assignee: ER Squibb and Sons LLC
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Filing: 1980-05-30
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Granted: 1981-04-21
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Expires: 2000-05-30
Abstract
Abstract Mammalian collagenase is inhibited by compounds having the formula <IMAGE> wherein R1 is hydrogen, alkanoyl of 2 to 10 carbon atoms or arylcarbonyl; R2 is 1-pyrrolidinyl, 1-piperidinyl, 4-morpholinyl, 1-piperazinyl, or 4-alkyl-1-piperazinyl; R3 is alkyl of 3 to 8 carbon atoms, cycloalkyl, aryl, or arylalkyl; and n is an integer of 1 to 20.
Inventors
- 👤 Joseph E. Sundeen
- 👤 Tamara Dejneka
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-10 01:13
CPC Classifications
C; C07; C07D; C07D295/00; C07D295/04; C07D295/12; C07D295/125; C07D295/13; C07C; C07C51/00; C07C51/08; C07C51/09; C07C51/347; C07C51/367; C07C51/377
Claims Analysis
Total Claims: 12
Claim 1
Independent Claim
52 words
A compound having the formula ##STR14## wherein R 1 is hydrogen, alkanoyl of 2 to 10 carbon atoms or arylcarbonyl; R 2 is 1-pyrrolidinyl, 1-piperidinyl, 4-morpholinyl, 1-piperazinyl, or 4-alkyl-1-piperazinyl; R 3 is alkyl of 3 to 8 carbon atoms, cycloalkyl, aryl, or arylalkyl; and n is an integer of 1 to 20.
Claim 2
Dependent Claim
52 words
A compound having the formula ##STR14## wherein R 1 is hydrogen, alkanoyl of 2 to 10 carbon atoms or arylcarbonyl; R 2 is 1-pyrrolidinyl, 1-piperidinyl, 4-morpholinyl, 1-piperazinyl, or 4-alkyl-1-piperazinyl; R 3 is alkyl of 3 to 8 carbon atoms, cycloalkyl, aryl, or arylalkyl; and n is an integer of 1 to 20.
Claim 3
Dependent Claim
12 words
A compound in accordance with claim 1 wherein R 3 is 2-methylpropyl.
Claim 4
Dependent Claim
15 words
A compound in accordance with claim 1 wherein R 1 is hydrogen, acetyl or benzoyl.
Claim 5
Dependent Claim
17 words
A compound in accordance with claim 1 wherein n is an integer of 2, 3 or 4.
Claim 6
Dependent Claim
8 words
The compound in accordance with claim 1 (±)-2-[(acetylthio)methyl]-4-methyl-N-[2-(4-morpholinyl)ethyl]pentanamide.
Claim 7
Dependent Claim
8 words
The compound in accordance with claim 1 (±)-2-[(acetylthio)methyl]-4-methyl-N-[2-(1-piperidinyl)ethyl]pentanamide.
Claim 8
Dependent Claim
8 words
The compound in accordance with claim 1 2-(mercaptomethyl)-4-methyl-N-[2-(4-morpholinyl)ethyl]pentanamide.
Claim 9
Dependent Claim
8 words
The compound in accordance with claim 1 2-(mercaptomethyl)-4-methyl-N-[2-(1-piperidinyl)ethyl]pentanamide.
Claim 10
Independent Claim
79 words
A method for reducing the adverse effects of mammalian collagenase in a mammal host in need thereof, which comprises administering to said mammal an effective amount of a compound having the formula ##STR15## wherein R 1 is hydrogen, alkanoyl of 2 to 10 carbon atoms or arylcarbonyl; R 2 is 1-pyrrolidinyl, 1-piperidinyl, 4-morpholinyl, 1-piperazinyl, or 4-alkyl-1-piperazinyl; R 3 is alkyl of 3 to 8 carbon atoms, cycloalkyl, aryl, or arylalkyl; and n is an integer of 1 to 20.
Claim 11
Independent Claim
79 words
A method for reducing the adverse effects of mammalian collagenase in a mammal host in need thereof, which comprises administering to said mammal an effective amount of a compound having the formula ##STR15## wherein R 1 is hydrogen, alkanoyl of 2 to 10 carbon atoms or arylcarbonyl; R 2 is 1-pyrrolidinyl, 1-piperidinyl, 4-morpholinyl, 1-piperazinyl, or 4-alkyl-1-piperazinyl; R 3 is alkyl of 3 to 8 carbon atoms, cycloalkyl, aryl, or arylalkyl; and n is an integer of 1 to 20.
Claim 12
Dependent Claim
14 words
A method in accordance with claim 9 wherein the mammalian host has rheumatoid arthritis.
References Cited (Backward Citations)
US4105776A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1984-04-20 | 1984-10-20 | 1985-04-21 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-04-20 | 1988-10-20 | 1989-04-21 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-04-20 | 1992-10-20 | 1993-04-21 | $7700.00 | Window Closed / Lapsed |