US4461896A
Expired / Lapsed
US
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1-[Acylthio) and (mercapto)-1-oxoalkyl]-1,2,3,4-tetrahydroquinoline-2-carboxylic acids
Assignee: Warner Chilcott Pharmaceuticals Inc
•
Filing: 1979-11-02
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Granted: 1984-07-24
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Expires: 1999-11-02
Abstract
Abstract A series of 1-[acylthio) and (mercapto)-1-oxoalkyl]-1,2,3,4-tetrahydroquinoline-2-carboxylic acids and salts thereof are useful as Angiotensin I converting enzyme inhibitors.
Inventors
- 👤 David E. Portlock
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-06 10:34
CPC Classifications
C; C07; C07D; C07D215/00; C07D215/02; C07D215/16; C07D215/48
Claims Analysis
Total Claims: 78
Claim 1
Independent Claim
6 words
The dicyclohexylamine salt of 1-[(3-benzoylthio)-1-oxopropyl]-1,2,3,4-tetrahydroquinoline-2-carboxylic acid.
Claim 2
Dependent Claim
6 words
The dicyclohexylamine salt of 1-[(3-benzoylthio)-1-oxopropyl]-1,2,3,4-tetrahydroquinoline-2-carboxylic acid.
Claim 3
Dependent Claim
6 words
The sodium salt of 1-[(3-benzoylthio)-1-oxopropyl]-1,2,3,4-tetrahydroquinoline-2-carboxylic acid.
Claim 4
Dependent Claim
6 words
The sodium salt of 1-[(3-benzoylthio)-1-oxopropyl]-1,2,3,4-tetrahydroquinoline-2-carboxylic acid.
Claim 5
Dependent Claim
6 words
The dicyclohexylamine salt of 1,2,3,4-tetrahydro-1-[(3-mercapto)-1-oxopropyl]-quinoline-2-carboxylic acid.
Claim 6
Dependent Claim
6 words
The dicyclohexylamine salt of 1,2,3,4-tetrahydro-1-[(3-mercapto)-1-oxopropyl]-quinoline-2-carboxylic acid.
Claim 7
Dependent Claim
50 words
A compound of the formula: ##STR3## wherein R 1 is benzoyl, acetyl, hydrogen or ##STR4## R 2 is hydrogen, methoxy or methyl; R 3 is hydrogen, methoxy, methyl, chloro or hydroxy; R 4 is hydrogen, methyl or acetylthiomethyl; m is 0 or 1 and the sodium and dicyclohexylamine salts thereof.
Claim 8
Dependent Claim
50 words
A compound of the formula: ##STR3## wherein R 1 is benzoyl, acetyl, hydrogen or ##STR4## R 2 is hydrogen, methoxy or methyl; R 3 is hydrogen, methoxy, methyl, chloro or hydroxy; R 4 is hydrogen, methyl or acetylthiomethyl; m is 0 or 1 and the sodium and dicyclohexylamine salts thereof.
Claim 9
Dependent Claim
4 words
The compound (±)-1-(3-benzoylthio-1-oxopropyl)-1,2,3,4-tetrahydro-2-quinolinecarboxylic acid.
Claim 10
Dependent Claim
4 words
The compound (±)-1-(3-benzoylthio-1-oxopropyl)-1,2,3,4-tetrahydro-2-quinolinecarboxylic acid.
Claim 11
Dependent Claim
6 words
The dicyclohexylamine salt of (S)(-)-1-(3-benzoylthio-1-oxopropyl)-1,2,3,4-tetrahydro-2-quinolinecarboxylic acid.
Claim 12
Dependent Claim
6 words
The dicyclohexylamine salt of (S)(-)-1-(3-benzoylthio-1-oxopropyl)-1,2,3,4-tetrahydro-2-quinolinecarboxylic acid.
Claim 13
Dependent Claim
4 words
The compound (S)(-)-1-(3-benzoylthio-1-oxopropyl)-1,2,3,4-tetrahydro-2-quinolinecarboxylic acid.
Claim 14
Dependent Claim
4 words
The compound (S)(-)-1-(3-benzoylthio-1-oxopropyl)-1,2,3,4-tetrahydro-2-quinolinecarboxylic acid.
Claim 15
Dependent Claim
6 words
The sodium salt of (S)(-)-1-(3-benzoylthio-1-oxopropyl)-1,2,3,4-tetrahydro-2-quinolinecarboxylic acid.
Claim 16
Dependent Claim
6 words
The sodium salt of (S)(-)-1-(3-benzoylthio-1-oxopropyl)-1,2,3,4-tetrahydro-2-quinolinecarboxylic acid.
Claim 17
Dependent Claim
6 words
The dicyclohexylamine salt of (R)(+)-1-(3-benzoylthio-1-oxopropyl)-1,2,3,4-tetrahydro-2-quinolinecarboxylic acid.
Claim 18
Dependent Claim
6 words
The dicyclohexylamine salt of (R)(+)-1-(3-benzoylthio-1-oxopropyl)-1,2,3,4-tetrahydro-2-quinolinecarboxylic acid.
Claim 19
Dependent Claim
6 words
The sodium salt of (R)(+)-1-(3-benzoylthio-1-oxopropyl)-1,2,3,4-tetrahydro-2-quinolinecarboxylic acid.
Claim 20
Dependent Claim
6 words
The sodium salt of (R)(+)-1-(3-benzoylthio-1-oxopropyl)-1,2,3,4-tetrahydro-2-quinolinecarboxylic acid.
Claim 21
Dependent Claim
4 words
The compound (±)-1-(3-acetylthio-1-oxopropyl)-1,2,3,4-tetrahydro-2-quinolinecarboxylic acid.
Claim 22
Dependent Claim
4 words
The compound (±)-1-(3-acetylthio-1-oxopropyl)-1,2,3,4-tetrahydro-2-quinolinecarboxylic acid.
Claim 23
Dependent Claim
6 words
The sodium salt of (S)(-)-1-(3-acetylthio-1-oxopropyl)-1,2,3,4-tetrahydro-2-quinolinecarboxylic acid.
Claim 24
Dependent Claim
6 words
The sodium salt of (S)(-)-1-(3-acetylthio-1-oxopropyl)-1,2,3,4-tetrahydro-2-quinolinecarboxylic acid.
Claim 25
Dependent Claim
4 words
The compound (S)(-)-1-(3-acetylthio-1-oxopropyl)-1,2,3,4-tetrahydro-2-quinolinecarboxylic acid.
Claim 26
Dependent Claim
4 words
The compound (S)(-)-1-(3-acetylthio-1-oxopropyl)-1,2,3,4-tetrahydro-2-quinolinecarboxylic acid.
Claim 27
Dependent Claim
4 words
The compound (±)-1-(3-mercapto-1-oxopropyl)-1,2,3,4-tetrahydro-2-quinolinecarboxylic acid.
Claim 28
Dependent Claim
4 words
The compound (±)-1-(3-mercapto-1-oxopropyl)-1,2,3,4-tetrahydro-2-quinolinecarboxylic acid.
Claim 29
Dependent Claim
6 words
The sodium salt of (±)-1-(3-mercapto-1-oxopropyl)-1,2,3,4-tetrahydro-2-quinolinecarboxylic acid.
Claim 30
Dependent Claim
6 words
The sodium salt of (±)-1-(3-mercapto-1-oxopropyl)-1,2,3,4-tetrahydro-2-quinolinecarboxylic acid.
Claim 31
Dependent Claim
4 words
The compound (S)(-)-1-(3-mercapto-1-(oxopropyl)-1,2,3,4-tetrahydro-2-quinolinecarboxylic acid.
Claim 32
Dependent Claim
4 words
The compound (S)(-)-1-(3-mercapto-1-(oxopropyl)-1,2,3,4-tetrahydro-2-quinolinecarboxylic acid.
Claim 33
Dependent Claim
5 words
The compound (±) 1,1'-[dithiobis(1-oxo-3,1-propanediyl]-bis-1,2,3,4-tetrahydro-2-quinolinecarboxylic acid.
Claim 34
Dependent Claim
5 words
The compound (±) 1,1'-[dithiobis(1-oxo-3,1-propanediyl]-bis-1,2,3,4-tetrahydro-2-quinolinecarboxylic acid.
Claim 35
Dependent Claim
4 words
The compound (±)-1-(3-benzoylthio-2-methyl-1-oxopropyl)-1,2,3,4-tetrahydro-2-quinolinecarboxylic acid.
Claim 36
Dependent Claim
4 words
The compound (±)-1-(3-benzoylthio-2-methyl-1-oxopropyl)-1,2,3,4-tetrahydro-2-quinolinecarboxylic acid.
Claim 37
Dependent Claim
6 words
The dicyclohexylamine salt of (±)-1-(3-acetylthio-2-methyl-1-oxopropyl)-1,2,3,4-tetrahydro-2-quinolinecarboxylic acid.
Claim 38
Dependent Claim
6 words
The dicyclohexylamine salt of (±)-1-(3-acetylthio-2-methyl-1-oxopropyl)-1,2,3,4-tetrahydro-2-quinolinecarboxylic acid.
Claim 39
Dependent Claim
4 words
The compound (±)-1-(3-acetylthio-2-methyl-1-oxopropyl)-1,2,3,4-tetrahydro-2-quinolinecarboxylic acid.
Claim 40
Dependent Claim
4 words
The compound (±)-1-(3-acetylthio-2-methyl-1-oxopropyl)-1,2,3,4-tetrahydro-2-quinolinecarboxylic acid.
Claim 41
Dependent Claim
4 words
The compound (±)-1-(3-acetylthio-2-acetylthiomethyl-1-oxopropyl)-1,2,3,4-tetrahydro-2-quinolinecarboxylic acid.
Claim 42
Dependent Claim
4 words
The compound (±)-1-(3-acetylthio-2-acetylthiomethyl-1-oxopropyl)-1,2,3,4-tetrahydro-2-quinolinecarboxylic acid.
Claim 43
Dependent Claim
4 words
The compound (-)-1-[(2R)-3-acetylthio-2-methyl-1-oxopropyl]-(2S)-1,2,3,4-tetrahydro-2-quinolinecarboxylic acid.
Claim 44
Dependent Claim
4 words
The compound (-)-1-[(2R)-3-acetylthio-2-methyl-1-oxopropyl]-(2S)-1,2,3,4-tetrahydro-2-quinolinecarboxylic acid.
Claim 45
Dependent Claim
4 words
The compound (-)-1-[(2S)-3-acetylthio-2-methyl-1-oxopropyl]-(2S)-1,2,3,4-tetrahydro-2-quinolinecarboxylic acid.
Claim 46
Dependent Claim
4 words
The compound (-)-1-[(2S)-3-acetylthio-2-methyl-1-oxopropyl]-(2S)-1,2,3,4-tetrahydro-2-quinolinecarboxylic acid.
Claim 47
Dependent Claim
4 words
The compound (±)-1-(3-mercapto-2-methyl-1-oxopropyl)-1,2,3,4-tetrahydro-2-quinolinecarboxylic acid.
Claim 48
Dependent Claim
4 words
The compound (±)-1-(3-mercapto-2-methyl-1-oxopropyl)-1,2,3,4-tetrahydro-2-quinolinecarboxylic acid.
Claim 49
Dependent Claim
4 words
The compound (±)-1-(2-benzoylthio-1-oxoethyl)-1,2,3,4-tetrahydro-2-quinolinecarboxylic acid.
Claim 50
Dependent Claim
4 words
The compound (±)-1-(2-benzoylthio-1-oxoethyl)-1,2,3,4-tetrahydro-2-quinolinecarboxylic acid.
Claim 51
Dependent Claim
6 words
The dicyclohexylamine salt of (±)-1-(2-mercapto-1-oxoethyl)-1,2,3,4-tetrahydro-2-quinolinecarboxylic acid.
Claim 52
Dependent Claim
6 words
The dicyclohexylamine salt of (±)-1-(2-mercapto-1-oxoethyl)-1,2,3,4-tetrahydro-2-quinolinecarboxylic acid.
Claim 53
Dependent Claim
6 words
The sodium salt of (±)-1-(2-mercapto-1-oxoethyl)-1,2,3,4-tetrahydro-2-quinolinecarboxylic acid.
Claim 54
Dependent Claim
6 words
The sodium salt of (±)-1-(2-mercapto-1-oxoethyl)-1,2,3,4-tetrahydro-2-quinolinecarboxylic acid.
Claim 55
Dependent Claim
4 words
The compound (±)-1-(2-mercapto-1-oxoethyl)-1,2,3,4-tetrahydro-2-quinolinecarboxylic acid.
Claim 56
Dependent Claim
4 words
The compound (±)-1-(2-mercapto-1-oxoethyl)-1,2,3,4-tetrahydro-2-quinolinecarboxylic acid.
Claim 57
Dependent Claim
4 words
The compound (±)-1,1'-[dithiobis(1-oxo-2,1-ethanediyl)]-bis-1,2,3,4-tetrahydro-2-quinolinecarboxylic acid.
Claim 58
Dependent Claim
4 words
The compound (±)-1,1'-[dithiobis(1-oxo-2,1-ethanediyl)]-bis-1,2,3,4-tetrahydro-2-quinolinecarboxylic acid.
Claim 59
Dependent Claim
4 words
The compound (±)-1-(2-benzoylthio-1-oxopropyl)-1,2,3,4-tetrahydro-2-quinolinecarboxylic acid.
Claim 60
Dependent Claim
4 words
The compound (±)-1-(2-benzoylthio-1-oxopropyl)-1,2,3,4-tetrahydro-2-quinolinecarboxylic acid.
Claim 61
Dependent Claim
4 words
The compound (±)-1-(2-mercapto-1-oxopropyl)-1,2,3,4-tetrahydro-2-quinolinecarboxylic acid.
Claim 62
Dependent Claim
4 words
The compound (±)-1-(2-mercapto-1-oxopropyl)-1,2,3,4-tetrahydro-2-quinolinecarboxylic acid.
Claim 63
Dependent Claim
4 words
The compound (±)-1-(3-benzoylthio-1-oxopropyl)-1,2,3,4-tetrahydro-6-methoxy-2-quinolinecarboxylic acid.
Claim 64
Dependent Claim
4 words
The compound (±)-1-(3-benzoylthio-1-oxopropyl)-1,2,3,4-tetrahydro-6-methoxy-2-quinolinecarboxylic acid.
Claim 65
Dependent Claim
6 words
The dicyclohexylamine salt of (±)-1-(3-mercapto-1-oxopropyl)-1,2,3,4-tetrahydro-6-methoxy-2-quinolinecarboxylic acid.
Claim 66
Dependent Claim
6 words
The dicyclohexylamine salt of (±)-1-(3-mercapto-1-oxopropyl)-1,2,3,4-tetrahydro-6-methoxy-2-quinolinecarboxylic acid.
Claim 67
Dependent Claim
4 words
The compound (±)-1-(3-acetylthio-1-oxopropyl)-1,2,3,4-tetrahydro-6,7-dimethoxy-2-quinolinecarboxylic acid.
Claim 68
Dependent Claim
4 words
The compound (±)-1-(3-acetylthio-1-oxopropyl)-1,2,3,4-tetrahydro-6,7-dimethoxy-2-quinolinecarboxylic acid.
Claim 69
Dependent Claim
4 words
The compound (±)-1-(3-acetylthio-1-oxopropyl)-1,2,3,4-tetrahydro-6-methyl-2-quinolinecarboxylic acid.
Claim 70
Dependent Claim
4 words
The compound (±)-1-(3-acetylthio-1-oxopropyl)-1,2,3,4-tetrahydro-6-methyl-2-quinolinecarboxylic acid.
Claim 71
Dependent Claim
6 words
The dicyclohexylamine salt of (±)-1-(3-acetylthio-1-oxopropyl)-1,2,3,4-tetrahydro-7-methyl-2-quinolinecarboxylic acid.
Claim 72
Dependent Claim
6 words
The dicyclohexylamine salt of (±)-1-(3-acetylthio-1-oxopropyl)-1,2,3,4-tetrahydro-7-methyl-2-quinolinecarboxylic acid.
Claim 73
Dependent Claim
4 words
The compound (±)-1-(3-acetylthio-1-oxopropyl)-1,2,3,4-tetrahydro-7-methyl-2-quinolinecarboxylic acid.
Claim 74
Dependent Claim
4 words
The compound (±)-1-(3-acetylthio-1-oxopropyl)-1,2,3,4-tetrahydro-7-methyl-2-quinolinecarboxylic acid.
Claim 75
Dependent Claim
4 words
The compound (±)-1-(3-acetylthio-1-oxopropyl)-6-chloro-1,2,3,4-tetrahydro-2-quinolinecarboxylic acid.
Claim 76
Dependent Claim
4 words
The compound (±)-1-(3-acetylthio-1-oxopropyl)-6-chloro-1,2,3,4-tetrahydro-2-quinolinecarboxylic acid.
Claim 77
Dependent Claim
4 words
The compound (±)-1-(3-acetylthio-1-oxopropyl)-1,2,3,4-tetrahydro-6-hydroxy-2-quinolinecarboxylic acid.
Claim 78
Dependent Claim
4 words
The compound (±)-1-(3-acetylthio-1-oxopropyl)-1,2,3,4-tetrahydro-6-hydroxy-2-quinolinecarboxylic acid.
References Cited (Backward Citations)
US4104392A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1987-07-24 | 1988-01-23 | 1988-07-24 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1991-07-24 | 1992-01-23 | 1992-07-24 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1995-07-24 | 1996-01-23 | 1996-07-24 | $7700.00 | Window Closed / Lapsed |