US4427665A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Phosphinylalkanoyl substituted imino acids and their use in hypotensive compositions
Assignee: ER Squibb and Sons LLC
•
Filing: 1982-05-19
•
Granted: 1984-01-24
•
Expires: 2002-05-19
Abstract
Abstract Phosphinylalkanoyl imino acids of the formula ##STR1## wherein X is tetrahydroisoquinoline carboxylic acid, dihydroindole or dihydroisoindole carboxylic acid are disclosed. These compounds are useful as hypotensive agents due to their angiotensin converting enzyme inhibition activity.
Inventors
- 👤 Donald S. Karanewsky
- 👤 Edward W. Petrillo, Jr.
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 08:54
CPC Classifications
C; C07; C07F; C07F9/00; C07F9/02; C07F9/547; C07F9/6558; A; A61; A61P; A61P9/00; A61P9/12; C07D; C07D217/00; C07D217/22; C07D217/26; C07F9/28; C07F9/30; C07F9/32; C07F9/3205; C07F9/3211; C07F9/3241; C07F9/48; C07F9/4808; C07F9/4816; C07F9/553; C07F9/572; C07F9/5728; C07F9/576; C07F9/62
Claims Analysis
Total Claims: 10
Claim 1
Independent Claim
287 words
A compound of the formula ##STR66## and a pharmaceutically acceptable salt thereof wherein X is ##STR67## R 1 is straight or branched chain alkyl of 1 to 10 carbons, halo substituted lower alkyl wherein lower alkyl is straight or branched chain of 1 to 7 carbons, cycloalkyl-(CH 2 ) m -- wherein cycloalkyl is a saturated ring of 3 to 7 carbon atoms, ##STR68## R 2 is hydrogen, straight or branched chain lower alkyl of 1 to 7 carbons, halo substituted lower alkyl wherein lower alkyl is straight or branched chain of 1 to 7 carbons, benzyl, or phenethyl; R 3 and R 4 are independently selected from the group consisting of hydrogen, straight or branched chain lower alkyl of 1 to 7 carbons, benzyl, benzhydryl, and ##STR69## wherein R 6 is hydrogen, straight or branched chain alkyl of 1 to 10 carbons, cycloalkyl which is a saturated ring of 3 to 7 carbon atoms, or phenyl, and R 7 is hydrogen, straight or branched chain alkyl of 1 to 10 carbons, cycloalkyl which is a saturated ring of 3 to 7 carbon atoms, lower alkoxy of 1 to 7 carbons, phenyl, benzyl, phenethyl, or R 6 and R 7 taken together are --(CH 2 ) 2 --, --(CH 2 ) 3 --, --CH═CH--, or ##STR70## n is zero to one; m is zero or an integer from 1 to 7; R 5 is hydrogen, lower alkyl of 1 to 4 carbons, lower alkoxy of 1 to 4 carbons, lower alkylthio of 1 to 4 carbons, chloro, bromo, fluoro, trifluoromethyl, or hydroxy; and p is one, two or three provided that p is more than one only if R 5 is hydrogen, methyl, methoxy, chloro, or fluoro.
Claim 2
Dependent Claim
287 words
A compound of the formula ##STR66## and a pharmaceutically acceptable salt thereof wherein X is ##STR67## R 1 is straight or branched chain alkyl of 1 to 10 carbons, halo substituted lower alkyl wherein lower alkyl is straight or branched chain of 1 to 7 carbons, cycloalkyl-(CH 2 ) m -- wherein cycloalkyl is a saturated ring of 3 to 7 carbon atoms, ##STR68## R 2 is hydrogen, straight or branched chain lower alkyl of 1 to 7 carbons, halo substituted lower alkyl wherein lower alkyl is straight or branched chain of 1 to 7 carbons, benzyl, or phenethyl; R 3 and R 4 are independently selected from the group consisting of hydrogen, straight or branched chain lower alkyl of 1 to 7 carbons, benzyl, benzhydryl, and ##STR69## wherein R 6 is hydrogen, straight or branched chain alkyl of 1 to 10 carbons, cycloalkyl which is a saturated ring of 3 to 7 carbon atoms, or phenyl, and R 7 is hydrogen, straight or branched chain alkyl of 1 to 10 carbons, cycloalkyl which is a saturated ring of 3 to 7 carbon atoms, lower alkoxy of 1 to 7 carbons, phenyl, benzyl, phenethyl, or R 6 and R 7 taken together are --(CH 2 ) 2 --, --(CH 2 ) 3 --, --CH═CH--, or ##STR70## n is zero to one; m is zero or an integer from 1 to 7; R 5 is hydrogen, lower alkyl of 1 to 4 carbons, lower alkoxy of 1 to 4 carbons, lower alkylthio of 1 to 4 carbons, chloro, bromo, fluoro, trifluoromethyl, or hydroxy; and p is one, two or three provided that p is more than one only if R 5 is hydrogen, methyl, methoxy, chloro, or fluoro.
Claim 3
Dependent Claim
127 words
A compound of claim 1 wherein X is ##STR71## R 2 is hydrogen; n is zero; R 3 is hydrogen, an alkali metal salt, lower alkyl of 1 to 4 carbons, benzyl, or ##STR72## R 4 is hydrogen, an alkali metal salt, or ##STR73## R 6 is hydrogen, straight or branched chain lower alkyl of 1 to 4 carbons, or cyclohexyl; R 7 is straight or branched chain lower alkyl of 1 to 4 carbons or phenyl; R 1 is alkyl of 1 to 10 carbons, ##STR74## cycloalkyl--(CH 2 ) m -- wherein cycloalkyl is a saturated ring of 5 or 6 carbons, ##STR75## m is zero or an integer from 1 to 4; and R 5 is hydrogen, methyl, methoxy, methylthio, chloro, bromo, fluoro, or hydroxy.
Claim 4
Dependent Claim
23 words
A compound of claim 2 wherein R 3 is hydrogen, alkali metal salt, ethyl ##STR76## R 4 is hydrogen, alkali metal salt, ##STR77##
Claim 5
Dependent Claim
10 words
A compound of claim 3 wherein R 1 is ##STR78##
Claim 6
Dependent Claim
13 words
The compound of claim 4 wherein R 3 and R 4 are hydrogen.
Claim 7
Dependent Claim
16 words
The compound of claim 4 wherein R 3 and R 4 are an alkali metal salt.
Claim 8
Dependent Claim
47 words
A composition useful for treating hypertension comprising a pharmaceutically acceptable carrier and an effective amount of a hypotensive agent or pharmaceutically acceptable salt thereof of the formula ##STR79## wherein X, R 1 , R 2 , R 3 , and n are as defined in claim 1.
Claim 9
Dependent Claim
9 words
The composition of claim 7 also including a diuretic.
Claim 10
Dependent Claim
21 words
The method of alleviating hypertension in a mammalian specie which comprises administering an effective amount of the composition of claim 7.
References Cited (Backward Citations)
US4168267A
Cited
US4256751A
Cited
GB2048863B
Cited
US4303583A
Cited
US4344949A
Cited
US4337201A
Cited
US4396772A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1987-01-23 | 1987-07-25 | 1988-01-24 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1991-01-23 | 1991-07-25 | 1992-01-24 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1995-01-23 | 1995-07-25 | 1996-01-24 | $7700.00 | Window Closed / Lapsed |