US4560681A
Expired / Lapsed
US
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Phosphinylmethylaminocarbonyl imino acid compounds useful for treating hypertension
Assignee: ER Squibb and Sons LLC
•
Filing: 1984-03-09
•
Granted: 1985-12-24
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Expires: 2004-03-09
Abstract
Abstract This invention is directed to phosphinylmethylaminocarbonyl imino acid compounds of the formula ##STR1## wherein X represents various unsubstituted or substituted imino acids or esters.
Inventors
- 👤 Donald S. Karanewsky
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 20:00
CPC Classifications
C; C07; C07F; C07F9/00; C07F9/02; C07F9/547; C07F9/6561; C07F9/65615; C07F9/28; C07F9/30; C07F9/32; C07F9/3205; C07F9/3211; C07F9/3241; C07F9/48; C07F9/4808; C07F9/4816; C07F9/553; C07F9/568; C07F9/572; C07F9/5728; C07F9/576; C07F9/59; C07F9/62
Claims Analysis
Total Claims: 10
Claim 1
Independent Claim
188 words
A compound of the formula ##STR185## and pharmaceutically acceptable salts thereof wherein: X is an imino acid of the formula ##STR186## R 1 is hydrogen, lower alkyl, halo substituted lower alkyl, amino substituted lower alkyl, benzyl, or phenethyl; R 2 and R 4 are independently selected from the group consisting of hydrogen, lower alkyl, benzyl, benzhydryl, and ##STR187## wherein R 17 is hydrogen, alkyl, cycloalkyl, or phenyl, and R 18 is hydrogen, alkyl, cycloalkyl, phenyl, benzyl, phenethyl, or R 17 and R 18 taken together are --(CH 2 ) 2 --, --(CH 2 ) 3 --, --CH═CH--, or ##STR188## and R 3 is alkyl, halo substituted lower alkyl, amino substituted lower alkyl, cycloalkyl--(CH 2 ) n --, ##STR189## R 13 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, hydroxy, phenyl, phenoxy, phenylthio, or benzyl; p is one, two or three provided that p is more than one only if R 13 is hydrogen, methyl, methoxy, chloro, or fluoro; and n is zero or an integer from 1 to 7.
Claim 2
Dependent Claim
188 words
A compound of the formula ##STR185## and pharmaceutically acceptable salts thereof wherein: X is an imino acid of the formula ##STR186## R 1 is hydrogen, lower alkyl, halo substituted lower alkyl, amino substituted lower alkyl, benzyl, or phenethyl; R 2 and R 4 are independently selected from the group consisting of hydrogen, lower alkyl, benzyl, benzhydryl, and ##STR187## wherein R 17 is hydrogen, alkyl, cycloalkyl, or phenyl, and R 18 is hydrogen, alkyl, cycloalkyl, phenyl, benzyl, phenethyl, or R 17 and R 18 taken together are --(CH 2 ) 2 --, --(CH 2 ) 3 --, --CH═CH--, or ##STR188## and R 3 is alkyl, halo substituted lower alkyl, amino substituted lower alkyl, cycloalkyl--(CH 2 ) n --, ##STR189## R 13 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, hydroxy, phenyl, phenoxy, phenylthio, or benzyl; p is one, two or three provided that p is more than one only if R 13 is hydrogen, methyl, methoxy, chloro, or fluoro; and n is zero or an integer from 1 to 7.
Claim 3
Dependent Claim
133 words
A compound of claim 1 wherein: R 1 is hydrogen, lower alkyl of 1 to 4 carbons, or amino substituted lower alkyl of 1 to 4 carbons; R 2 and R 4 are independently selected from hydrogen, alkali metal salt, lower alkyl of 1 to 4 carbons, or ##STR190## R 17 is hydrogen, straight or branched chain lower alkyl of 1 to 4 carbons, or cyclohexyl; R 18 is straight or branched chain lower alkyl of 1 to 4 carbons or phenyl; R 3 is alkyl of 1 to 10 carbons, ##STR191## cycloalkyl--(CH 2 ) n -- wherein cycloalkyl is of 5 or 6 carbons, amino substituted lower alkyl, ##STR192## R 13 is hydrogen, methyl, methoxy, methylthio, chloro, bromo, fluoro, or hydroxy; and n is zero or an integer from 1 to 4.
Claim 4
Dependent Claim
16 words
A compound of claim 2 wherein: R 4 is hydrogen, ##STR193## or an alkali metal salt.
Claim 5
Dependent Claim
15 words
A compound of claim 3 wherein R 3 is alkyl of 1 to 10 carbons.
Claim 6
Dependent Claim
13 words
A compound of claim 3 wherein R 3 is amino substituted lower alkyl.
Claim 7
Dependent Claim
21 words
A compound of claim 3 wherein R 3 is ##STR194## and n is zero or an integer from 1 to 4.
Claim 8
Dependent Claim
33 words
A compound of claim 3 wherein R 3 is ##STR195## R 13 is hydrogen, methyl, methoxy, methylthio, chloro, bromo, fluoro, or hydroxy, and n is zero or an integer from 1 to 4.
Claim 9
Dependent Claim
45 words
A composition useful for treating hypertension comprising a pharmaceutically acceptable carrier and a hypotensively effective amount of an agent or pharmaceutically acceptable salt thereof of the formula ##STR196## wherein R 1 , R 2 , R 3 and X are as defined in claim 1.
Claim 10
Dependent Claim
21 words
The method of alleviating hypertension in a mammalian species which comprise administering an effective amount of the composition of claim 8.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1988-12-23 | 1989-06-24 | 1989-12-24 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1992-12-23 | 1993-06-24 | 1993-12-24 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1996-12-23 | 1997-06-24 | 1997-12-24 | $7700.00 | Window Closed / Lapsed |