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US 4,539,322 AGranted
Dihydropyridine derivatives and their use in treating heart conditions and hypertension
AssigneePfizer Inc.
InventorsSimon F. Campbell, Peter E. Cross, John K. Stubbs
Life of this patent
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Abstract
1,4-Dihydropyridine derivatives of the formula: ##STR1## and their pharmaceutically acceptable acid addition salts; where R is aryl or heteroaryl; R.sup.1 and R.sup.2 are each independently C.sub.1 -C.sub.4 alkyl or 2-methoxyethyl; Y is --(CH.sub.2).sub.2 --, --(CH.sub.2).sub.3 --, --CH.sub.2 CH(CH.sub.3)-- or --CH.sub.2 C(CH.sub.3).sub.2 --; R.sup.3 is hydrogen or an organic substituent are useful in treating or preventing heart conditions or hypertension.
Claims20
A 1,4-dihydropyridine derivative of the formula:
- ##STR81## , or a pharmaceutically acceptable acid addition salt thereof, where R is aryl or heteroaryl;
- R.sup.1 and R.sup.2 are each independently C.sub.1 -C.sub.4 alkyl or 2-methoxyethyl;
- Y is --(CH.sub.2).sub.2 --, --(CH.sub.2).sub.3 --, --CH.sub.2 CH(CH.sub.3)-- or --CH.sub.2 C(CH.sub.3).sub.2 --;
- R.sup.3 is hydrogen or is selected from the group consisting of:
- (a) ##STR82## where R.sup.4 is H, C.sub.1 -C.sub.4 alkyl, C.sub.3 -C.sub.6 cycloalkyl, --COO(C.sub.1 -C.sub.4 alkyl), --CH.sub.2 COO(C.sub.1 -C.sub.4 alkyl), aryl, --SO.sub.2 aryl, or heteroaryl,
- and X is O or S;
- (b) ##STR83## (c) ##STR84## where R.sup.5 is 1-pyrrolidinyl, --NH.sub.2, --NH(C.sub.1 -C.sub.4 alkyl), --N(C.sub.1 -C.sub.4 alkyl).sub.2, or --NH(CH.sub.2).sub.2 N(C.sub.1 -C.sub.4 alkyl).sub.2 ;
- (d) ##STR85## where R.sup.6 is C.sub.1 -C.sub.4 alkyl or aryl;
- (e) ##STR86## where R.sup.7 is --CONH(C.sub.1 -C.sub.4 alkyl) or --COO(C.sub.1 -C.sub.4 alkyl);
- (f) ##STR87## (g) ##STR88## where R.sup.8 is --CN, --SO.sub.2 (C.sub.1 -C.sub.4 alkyl) or --SO.sub.2 aryl;
- (h) --CH.sub.2 CO.R.sup.9 where R.sup.9 is --NH.sub.2, --NH(C.sub.1 -C.sub.4 alkyl), --NH.aryl or C.sub.1 -C.sub.4 alkoxy;
- (i) --SO.sub.2.R.sup.10 where R.sup.10 is --NH.sub.2, --N(C.sub.1 -C.sub.4 alkyl).sub.2 or C.sub.1 -C.sub.4 alkyl;
- and
- (j) --CO.R.sup.11 where R.sup.11 is H, halomethyl, --COO(C.sub.1 -C.sub.4 alkyl), --CH.sub.2 O(C.sub.1 -C.sub.4 alkyl), --CH.sub.2 CO(C.sub.1 -C.sub.4 alkyl), C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, aryl, heteroaryl, morpholino or 5-oxo-pyrrolidin-2-yl;
- wherein the aryl is phenyl;
- phenyl substituted by one or two substituents selected from the group consisting of nitro, halo, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, hydroxy, trifluoromethyl, (C.sub.1 -C.sub.4 alkoxy)carbonyl and cyano;
- 1-naphthyl;
- or 2-naphthyl;
- and
- wherein the heteroaryl is benzofuranyl;
- benzothienyl;
- pyridyl;
- pyridyl substituted by methyl or cyano;
- quinolyl;
- benzoxazolyl;
- benzthiazolyl;
- furyl;
- pyrimidinyl;
- thiazolyl;
- 2,1,3-benz-oxadiazol-4-yl;
- 2,1,3-benzthiadiazol-4-yl;
- thienyl;
- or thienyl substituted by halo or C.sub.1 -C.sub.4 alkyl.
30 more elements
Dependencies are inferred from the claim text.