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US4567167A Expired / Lapsed US ⏱️ 0.0 years remaining

Certain 3-phosphinyl-2-oxo-piperidine-1-acetic acid derivatives having anti-hypertensive activity

Assignee: ER Squibb and Sons LLC
•
Filing: 1984-11-28
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Granted: 1986-01-28
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Expires: 2004-11-28
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Abstract

Abstract Phosphonamide substituted lactams of the formula <IMAGE> are disclosed. These compounds are useful as hypotensive agents.

Inventors

  • 👤 Donald S. Karanewsky

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-26 15:33
CPC Classifications
C; C07; C07D; C07D209/00; C07D209/02; C07D209/44; C07D209/48; C07C; C07C271/00; C07C271/06; C07C271/08; C07C271/10; C07C271/22; C07D211/00; C07D211/04; C07D211/68; C07D211/72; C07D211/74; C07D211/76; C07D223/00; C07D223/02; C07D223/06; C07D223/12; C07F; C07F9/00; C07F9/02; C07F9/28; C07F9/38; C07F9/3804; C07F9/3808; C07F9/40; C07F9/4003; C07F9/4006; C07F9/42; C07F9/425; C07F9/547; C07F9/553; C07F9/5532; C07F9/5537; C07F9/576; C07F9/59; A; A61; A61K; A61K38/00

Claims Analysis

Total Claims: 8
Claim 1
Independent Claim 208 words
A compound of the formula ##STR104## wherein R 1 is hydrogen, lower alkyl, amino substituted lower alkyl, hydroxy substituted lower alkyl, or halo substituted lower alkyl; n is 1; R 3 is hydrogen, lower alkyl, --(CH 2 ) m -cycloalkyl, or ##STR105## m is zero or an integer from 1 to 4; R 14 is hydrogen, lower alkyl of 1 to 4 carbons, lower alkoxy of 1 to 4 carbons, lower alkylthio of 1 to 4 carbons, halo, trifluoromethyl, or hydroxy; p is an integer from 1 to 3 provided that p is more than one only if R 14 is hydrogen, methyl, methoxy, chloro, or fluoro; R 4 is alkyl of 1 to 10 carbons, ##STR106## s is zero or an integer from 1 to 7; t is an integer from 1 to 8; R 6 and R 7 are independently selected from the group consisting of lower alkyl, halo substituted lower alkyl, --(CH 2 ) m -cycloalkyl, ##STR107## R 5 and R 2 are independently selected from the group consisting of hydrogen, lower alkyl, benzyl, benzhydryl, physiologically acceptable salt forming ion, and ##STR108## R 10 is hydrogen, lower alkyl, cycloalkyl, or phenyl; and R 11 is hydrogen, lower alkyl, lower alkoxy, cycloalkyl, phenyl, benzyl, or phenethyl.
Claim 2
Dependent Claim 208 words
A compound of the formula ##STR104## wherein R 1 is hydrogen, lower alkyl, amino substituted lower alkyl, hydroxy substituted lower alkyl, or halo substituted lower alkyl; n is 1; R 3 is hydrogen, lower alkyl, --(CH 2 ) m -cycloalkyl, or ##STR105## m is zero or an integer from 1 to 4; R 14 is hydrogen, lower alkyl of 1 to 4 carbons, lower alkoxy of 1 to 4 carbons, lower alkylthio of 1 to 4 carbons, halo, trifluoromethyl, or hydroxy; p is an integer from 1 to 3 provided that p is more than one only if R 14 is hydrogen, methyl, methoxy, chloro, or fluoro; R 4 is alkyl of 1 to 10 carbons, ##STR106## s is zero or an integer from 1 to 7; t is an integer from 1 to 8; R 6 and R 7 are independently selected from the group consisting of lower alkyl, halo substituted lower alkyl, --(CH 2 ) m -cycloalkyl, ##STR107## R 5 and R 2 are independently selected from the group consisting of hydrogen, lower alkyl, benzyl, benzhydryl, physiologically acceptable salt forming ion, and ##STR108## R 10 is hydrogen, lower alkyl, cycloalkyl, or phenyl; and R 11 is hydrogen, lower alkyl, lower alkoxy, cycloalkyl, phenyl, benzyl, or phenethyl.
Claim 3
Dependent Claim 168 words
A compound of claim 1 wherein: R 4 is alkyl of 1 to 10 carbons, ##STR109## R 6 and R 7 are independently selected from the group consisting of lower alkyl of 1 to 4 carbons and ##STR110## s is zero or an integer from 1 to 7; t is an integer from 1 to 8; m is zero, one, two or three; R 14 is hydrogen, methyl, methoxy, methylthio, chloro, bromo, fluoro, or hydroxy; R 1 is hydrogen, lower alkyl of 1 to 4 carbons, or --(CH 2 ) 4 --NH 2 ; R 3 is hydrogen, lower alkyl of 1 to 4 carbons or ##STR111## R 5 and R 2 are independently selected from the group consisting of hydrogen, lower alkyl of 1 to 4 carbons, alkali metal salt, and ##STR112## R 10 is hydrogen, straight or branched chain lower alkyl of 1 to 4 carbons, or cyclohexyl; and R 11 is straight or branched chain lower alkyl of 1 to 4 carbons, cyclohexyl or phenyl.
Claim 4
Dependent Claim 103 words
A compound of claim 2 wherein n is one or two; R 4 is alkyl of 1 to 10 carbons or ##STR113## s is zero or an integer from 1 to 7; R 1 is hydrogen; R 3 is hydrogen; R 5 and R 2 are independently selected from the group consisting of hydrogen, alkali metal salt, and ##STR114## provided that only one of R 2 and R 5 is ##STR115## R 10 is hydrogen, straight or branched chain lower alkyl of 1 to 4 carbons, or cyclohexyl; and R 11 is straight or branched chain lower alkyl of 1 to 4 carbons.
Claim 5
Dependent Claim 10 words
A compound of claim 3 wherein R 4 is ##STR116##
Claim 6
Dependent Claim 9 words
The compound of claim 4, (S)-3-[[hydroxy(4-phenylbutyl)phosphinyl]amino]-2-oxo-1-piperindineacetic acid, dilithium salt.
Claim 7
Dependent Claim 50 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 ##STR117## wherein n, R 1 , R 2 , R 3 , R 4 and R 5 are as defined in claim 1.
Claim 8
Dependent Claim 22 words
A method of treating hypertension in a mammalian specie which comprises administering a hypotensively effective amount of the composition of claim 6.

References Cited (Backward Citations)

EP0046291A2 Cited
EP0046292A1 Cited
EP0046289A2 Cited
US4409146A Cited
US4379146A Cited
US4432971A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1989-01-27 1989-07-29 1990-01-28 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1993-01-27 1993-07-29 1994-01-28 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1997-01-27 1997-07-29 1998-01-28 $7700.00 Window Closed / Lapsed

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