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Phosphinylalkanoyl substituted imino acids and their use in hypotensive compositions

Assignee: ER Squibb and Sons LLC
•
Filing: 1982-05-19
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Granted: 1984-01-24
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Expires: 2002-05-19
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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 09:07
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

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