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US 5,314,918 AGranted
Leukotriene antagonists
AssigneeSmithKline Beecham Corporation
InventorsJames S. Frazee, John G. Gleason, Ralph F. Hall
Life of this patent
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Abstract
This invention relates to alkanoic acid compounds having phenyl and heteroarylthio substituents which are useful as leukotriene antagonists, processes for the preparation thereof, and pharmaceutical compositions containing such compounds. This invention also relates to methods of treating diseases in which leukotrienes are a factor by administration of an effective amount of the above compounds or compositions.
Claims15
A compound represented by the following structural formula (I):
- ##STR29## wherein q is 0, 1 or 2;
- R.sub.1 is (L).sub.a --CH.sub.2).sub.b --(T).sub.c --M
- a is 0 or 1;
- b is 3 to 14;
- c is 0 or 1;
- L and T are independently sulfur, oxygen, or CH.sub.2 with the proviso that L and T are not sulfur when q is 1 or 2;
- and
- M is C.sub.1-4 alkyl, ethynyl, trifluoromethyl, isopropenyl, thienyl, cyclohexyl or phenyl unsubstituted or monosubstituted with Br, Cl, CF.sub.3, C.sub.1-4 alkoxy, C.sub.1-4 alkyl, methylthio, or trifluoromethylthio;
- Y is (CHX).sub.n (CH.sub.2).sub.p --Z wherein
- R.sub.3 is OH, NH.sub.2, aryloxy, or C.sub.1-6 alkoxy;
- n is 0 or 1;
- p is 0 or 1;
- X is H, OH, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, or F;
- and
- Z is COR.sub.3, or tetrazolyl;
- R is ##STR30## R.sub.5 and R.sub.6 are independently hydrogen or C.sub.1-4 alkyl at any point when d is not O;
- d is 0 to 6;
- W is phenyl, unsubstituted or substituted with B, C, or D;
- or W is ##STR31## B is ##STR32## wherein R.sub.5 and R.sub.6 are independently hydrogen or C.sub.1-4 alkyl;
- p is 0 to 6;
- V is H, C1-4alkyl, COR.sub.3, SO.sub.3 H, SO.sub.2 H, SO.sub.2 NH.sub.2 HN.sub.2, COCH.sub.2 OH, CHOHCH.sub.2 OH, or tetrazolyl, with R.sub.3 as defined above;
- C and D are independently selected from H, OH, F, Cl, Br, CF.sub.3, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, methylthio, trifluoromethylthio, NO.sub.2, NH.sub.2, NHC.sub.1-4 alkyl, or C.sub.1-4 alkylCO-;
- or a pharmaceutically acceptable salt thereof.
20 more elements
Dependencies are inferred from the claim text.