Patent US4330375A successfully refreshed from Google Patents.
Patent US5015651A successfully refreshed from Google Patents.
US5015651A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Treatment of hypertension with 1,2,4-angiotensin II antagonists
Assignee: Bristol Myers Squibb Pharma Co
•
Filing: 1988-12-06
•
Granted: 1991-05-14
•
Expires: 2008-12-06
Abstract
Abstract Substituted pyrroles, pyrazoles and traizoles such as ##STR1## and their pharmaceutically suitable salts are useful as antihypertensive agents and for treatment of congestive heart failure.
Inventors
- 👤 David J. Carini
- 👤 John J. V. Duncia
- 👤 Gregory J. Wells
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 03:59
CPC Classifications
C; C07; C07D; C07D207/00; C07D207/02; C07D207/30; C07D207/32; C07D207/33; C07D207/333; C07D231/00; C07D231/02; C07D231/10; A; A61; A61P; A61P9/00; A61P9/12; C07D207/325; C07D207/34; C07D231/12; C07D231/14; C07D233/00; C07D233/54; C07D233/56; C07D249/00; C07D249/02; C07D249/04; C07D249/08; C07D249/10; C07D403/00; C07D403/02; C07D403/10
Claims Analysis
Total Claims: 5
Claim 1
Independent Claim
425 words
A method of treating hypertension in a warm-blooded animal comprising administering to the animal, in an amount effective to lower the animal's blood pressure, an antihypertensive compound of the formula: ##STR79## or a pharmaceutically suitable salt thereof, wherein A is a carbon-carbon single bond, CO, O, NHCO, or OCH 2 ; R 1 is alkyl of 2 to 6 carbon atoms, alkenyl or alkynyl of 3 to 6 carbon atoms, or (CH 2 ) n OR 4 provided that when R 1 is (CH 2 ) n OR 4 then R 2 is H, alkyl of 2 to 6 carbon atoms, or alkenyl or alkynyl of 3 to 6 carbon atoms; R 2 is H, alkyl of 2 to 6 carbon atoms, alkenyl or alkynyl of 3 to 6 carbon atoms; --(CH 2 ) n OR 4 ; --(CH 2 ) m COR 6 ; --(CH 2 ) n OCOR 4 ; --(CH 2 ) n S(O) t R 4 ; --CH═CH(CH 2 ) m CR 4 HOR 12 ; --CH═CH(CH 2 ) m COR 6 ; --(CH 2 ) n NHCOOR 11 ; --(CH 2 ) n NHSO 2 R 11 ; --(CH 2 ) n F; or ##STR80## R 3 is CO 2 H, --NHSO 2 CF 3 ; or ##STR81## R 4 is H or alkyl of 1-4 carbon atoms; R 5 is H, halogen, NO 2 , methoxy, or alkyl of 1 to 4 carbon atoms; R 6 is H, alkyl of 1 to 6 carbon atoms; cycloalkyl of 3 to 6 carbon atoms, (CH 2 ) m C 6 H 5 , OR 7 or NR 8 R 9 ; R 7 is H, alkyl of 1 to 5 carbon atoms; cycloalkyl of 3 to 6 carbon atoms; phenyl or benzyl; R 8 and R 9 are independently H, alkyl of 1 to 4 carbon atoms, phenyl, or benzyl; or benzyl; or NR 8 R 9 taken together form a ring of the formula: ##STR82## Q is NR 10 , O or CH 2 ; R 10 is H, alkyl of 1 to 4 carbon atoms or phenyl; R 11 is alkyl of 1 to 6 carbon atoms or perfluoroalkyl of 1 to 6 carbon atoms or (CH 2 ) p C 6 H 5 ; R 12 is H, alkyl of 1 to 4 carbon atoms, or acyl of 1 to 4 carbon atoms; m is 0 to 6; n is 1 to 6; p is 0 to 3; r is 0 to 1; t is 0 to 2.
Claim 2
Independent Claim
425 words
A method of treating hypertension in a warm-blooded animal comprising administering to the animal, in an amount effective to lower the animal's blood pressure, an antihypertensive compound of the formula: ##STR79## or a pharmaceutically suitable salt thereof, wherein A is a carbon-carbon single bond, CO, O, NHCO, or OCH 2 ; R 1 is alkyl of 2 to 6 carbon atoms, alkenyl or alkynyl of 3 to 6 carbon atoms, or (CH 2 ) n OR 4 provided that when R 1 is (CH 2 ) n OR 4 then R 2 is H, alkyl of 2 to 6 carbon atoms, or alkenyl or alkynyl of 3 to 6 carbon atoms; R 2 is H, alkyl of 2 to 6 carbon atoms, alkenyl or alkynyl of 3 to 6 carbon atoms; --(CH 2 ) n OR 4 ; --(CH 2 ) m COR 6 ; --(CH 2 ) n OCOR 4 ; --(CH 2 ) n S(O) t R 4 ; --CH═CH(CH 2 ) m CR 4 HOR 12 ; --CH═CH(CH 2 ) m COR 6 ; --(CH 2 ) n NHCOOR 11 ; --(CH 2 ) n NHSO 2 R 11 ; --(CH 2 ) n F; or ##STR80## R 3 is CO 2 H, --NHSO 2 CF 3 ; or ##STR81## R 4 is H or alkyl of 1-4 carbon atoms; R 5 is H, halogen, NO 2 , methoxy, or alkyl of 1 to 4 carbon atoms; R 6 is H, alkyl of 1 to 6 carbon atoms; cycloalkyl of 3 to 6 carbon atoms, (CH 2 ) m C 6 H 5 , OR 7 or NR 8 R 9 ; R 7 is H, alkyl of 1 to 5 carbon atoms; cycloalkyl of 3 to 6 carbon atoms; phenyl or benzyl; R 8 and R 9 are independently H, alkyl of 1 to 4 carbon atoms, phenyl, or benzyl; or benzyl; or NR 8 R 9 taken together form a ring of the formula: ##STR82## Q is NR 10 , O or CH 2 ; R 10 is H, alkyl of 1 to 4 carbon atoms or phenyl; R 11 is alkyl of 1 to 6 carbon atoms or perfluoroalkyl of 1 to 6 carbon atoms or (CH 2 ) p C 6 H 5 ; R 12 is H, alkyl of 1 to 4 carbon atoms, or acyl of 1 to 4 carbon atoms; m is 0 to 6; n is 1 to 6; p is 0 to 3; r is 0 to 1; t is 0 to 2.
Claim 3
Dependent Claim
204 words
Method of claim 1 wherein in the compound of formula (I): A is a carbon-carbon single bond or NHCO; R 1 is alkyl, alkenyl or alkynyl, each of 3 to 5 carbon atoms; R 2 is H, alkyl, alkenyl or alkynyl, each of 3 to 5 carbon atoms; --(CH 2 ) n OR 4 ; --(CH 2 ) m COR 6 ; --(CH 2 ) n OCOR 4 ; --CH═CH(CH 2 ) m CR 4 HOR 12 ; --CH═CH(CH 2 ) m COR 6 ; --(CH 2 ) n NHCOOR 11 ; --(CH 2 ) n NHSO 2 R 11 ; --(CH 2 ) n F; or ##STR83## R 4 is H or CH 3 ; R 5 is H; R 6 is H, alkyl of 1 to 6 carbon atoms; OR 7 or NR 8 R 9 ; R 7 is alkyl of 1 to 5 carbon atoms; R 8 and R 9 are independently H or alkyl of 1 to 4 carbon atoms; or NR 8 R 9 taken together form a ring of the formula: ##STR84## R 11 is alkyl of 1 to 4 carbon atoms, CF 3 or phenyl; m is 0 to 3; and n is 1 to 3.
Claim 4
Dependent Claim
79 words
Method of claim 2 wherein in the compound of formula (I): A is a carbon-carbon single bond; R 1 is alkyl or alkenyl of 3 to 5 carbon atoms; R 2 is alkyl or alkenyl of 3 to 5 carbon atoms; --CH 2 OR 4 ; --COR 6 ; --CH 2 COR 6 ; --CH 2 OCOR 4 ; or --CH 2 NHCOOR 11 ; and R 6 is H, alkyl of 1 to 4 carbon atoms or OH.
Claim 5
Dependent Claim
18 words
Method of claim 3 wherein the compound of formula (I) is 3-methoxymethyl-5-propyl-4-[(2'-(1H-tetrazol-5-yl)-biphenyl-4-yl)methyl]-1,2,4-triazole, or a pharmaceutically suitable salt thereof.
References Cited (Backward Citations)
US2470084A
Cited
US3065241A
Cited
US3551571A
Cited
US4209515A
Cited
US4207324A
Cited
US4355040A
Cited
US4340598A
Cited
JPS579771A
Cited
US4338453A
Cited
SU1018941A1
Cited
EP0103647A1
Cited
US4577020A
Cited
US4590201A
Cited
US4568685A
Cited
EP0165777A1
Cited
EP0253310A2
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1994-05-13 | 1994-11-12 | 1995-05-14 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1998-05-13 | 1998-11-12 | 1999-05-14 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2002-05-13 | 2002-11-12 | 2003-05-14 | $7700.00 | Window Closed / Lapsed |