Claims
- 1. 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.sub.2 ;
- R.sup.1 is alkyl of 2 to 6 carbon atoms, alkenyl or alkynl of 3 to 6 carbon atoms, or (CH.sub.2).sub.n OR.sup.4 provided that when R.sup.1 is (CH.sub.2).sub.n OR.sup.4 then R.sup.2 is H, alkyl of 2 to 6 carbon atoms, or alkenyl or alkynyl of 3 to 6 carbon atoms;
- R.sup.2 is H, alkyl of 2 to 6 carbon atoms, alkenyl or alkynyl of 3 to 6 carbon atoms; --(CH.sub.2).sub.n OR.sup.4 ; --(CH.sub.2).sub.m COR.sup.6 ; --(CH.sub.2).sub.n OCOR.sup.4 ; --(CH.sub.2).sub.n S(O).sub.t R.sup.4 ; --CH.dbd.CH(CH.sub.2).sub.m CR.sup.4 HOR.sup.12 ; --CH.dbd.CH(CH.sub.2).sub.m COR.sup.6 ; --(CH.sub.2).sub.n NHCOOR.sup.11 ; --(CH.sub.2).sub.n NHSO.sub.2 R.sup.11 ; --(CH.sub.2).sub.n F; or ##STR80## R.sup.3 is CO.sub.2 H, --NHSO.sub.2 CF.sub.3 ; or ##STR81## R.sup.4 is H or alkyl of 1-4 carbon atoms; R.sup.5 is H, halogen, NO.sub.2, methoxy, or alkyl of 1 to 4 carbon atoms;
- R.sup.6 is H, alkyl of 1 to 6 carbon atoms; cycloalkyl of 3 to 6 carbon atoms, (CH.sub.2).sub.m C.sub.6 H.sub.5, OR.sup.7 or NR.sup.8 R.sup.9 ;
- R.sup.7 is H, alkyl of 1 to 5 carbon atoms; cycloalkyl of 3 to 6 carbon atoms; phenyl or benzyl;
- R.sup.8 and R.sup.9 are independently H, alkyl of 1 to 4 carbon atoms, phenyl, or benzyl; or NR.sup.8 R.sup.9 taken together form a ring of the formula: ##STR82## Q is NR.sup.10, O or CH.sub.2 ; R.sup.10 is H, alkyl of 1 to 4 carbon atoms or phenyl;
- R.sup.11 is alkyl of 1 to 6 carbon atoms or perfluoroalkyl of 1 to 6 carbon atoms or (CH.sub.2).sub.p C.sub.6 H.sub.5 ;
- R.sup.12 is H, alkyl of 1 to 4 carbon atoms, or alkanoyl 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.
- 2. Compound of claim 1 wherein:
- A is a carbon-carbon single bond or NHCO;
- R.sup.1 is alkyl, alkenyl or alkynl, each of 3 to 5 carbon atoms;
- R.sup.2 is H, alkyl, alkenyl or alkynyl, each of 3 to 5 carbon atoms; --(CH.sub.2).sub.n OR.sup.4 ; --(CH.sub.2).sub.m COR.sup.6 ; --(CH.sub.2).sub.n OCOR.sup.4 ; --CH.dbd.CH(CH.sub.2).sub.m CR.sup.4 HOR.sup.12 ; --CH.dbd.CH(CH.sub.2).sub.m COR.sup.6 ; --(CH.sub.2).sub.n NHCOOR.sup.11 ; --(CH.sub.2).sub.n NHSO.sub.2 R.sup.11 ; --(CH.sub.2).sub.n F; or ##STR83## R.sup.4 is H or CH.sub.3 ; R.sup.5 is H;
- R.sup.6 is H, alkyl of 1 to 6 carbon atoms; OR.sup.7 or NR.sup.8 R.sup.9 ;
- R.sup.7 is alkyl of 1 to 5 carbon atoms;
- R.sup.8 and R.sup.9 are independently H or alkyl of 1 to 4 carbon atoms; or NR.sup.8 R.sup.9 taken together form a ring of the formula: ##STR84## R.sup.11 is alkyl of 1 to 4 carbon atoms, CF.sub.3 or phenyl; m is 0 to 3;
- n is 1 to 3;
- or a pharmaceutically suitable salt thereof.
- 3. Compound of claim 2 wherein:
- A is a carbon-carbon single bond;
- R.sup.1 is alkyl or alkenyl of 3 to 5 carbon atoms;
- R.sup.2 is alkyl or alkenyl of 3 to 5 carbon atoms; --CH.sub.2 OR.sup.4 ; --COR.sup.6 ; --CH.sub.2 COR.sup.6 ; --CH.sub.2 OCOR.sup.4 ; or --CH.sub.2 NHCOOR.sup.11 ;
- R.sup.6 is H, alkyl of 1 to 4 carbon atoms or OH;
- or a pharmaceutically suitable salt thereof.
- 4. Compound of claim 3 which is 5-n-propyl-1-[(2'-carboxybiphenyl-4-yl)methyl]-pyrrole, or a pharmaceutically suitable salt thereof.
- 5. A pharmaceutical composition comprising a pharmaceutically suitable carrier and a compound of any one of claims 1-4.
- 6. 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 a compound of any one of claims 1-4.
- 7. A method of treating congestive heart failure in a warm-blooded animal comprising administering to the animal a compound of any one of claims 1-4 in an amount effective to correct the hemodynamic burden on the heart to relieve the congestion.
CROSS-REFERENCE TO RELATED APPLICATIONS
This is a division of application Ser. No. 07/279,193, filed Dec. 6, 1988, which is a continuation-in-part of U.S. application Ser. No. 07/141,669, filed Jan. 7, 1988.
US Referenced Citations (4)
Number |
Name |
Date |
Kind |
3338941 |
Braye et al. |
Aug 1967 |
|
3426036 |
Biel et al. |
Feb 1969 |
|
3551571 |
Pachter et al. |
Dec 1970 |
|
4644009 |
Huang et al. |
Feb 1987 |
|
Foreign Referenced Citations (2)
Number |
Date |
Country |
1054996 |
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DEX |
602003 |
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CHX |
Divisions (1)
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Number |
Date |
Country |
Parent |
279193 |
Dec 1988 |
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Continuation in Parts (1)
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Number |
Date |
Country |
Parent |
141669 |
Jan 1988 |
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