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US 5,631,268 AGranted
Piperidinyl thiacyclic derivatives
AssigneeMerrell Pharmaceuticals Inc.
InventorsAlbert A. Carr, John M. Kane, George D. Maynard, Hsien C. Cheng, Mark W. Dudley
Life of this patent
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Abstract
Piperidinyl thiacyclic derivatives of the formula ##STR1## wherein X, Y, R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are defined in the specification, are useful in the treatment of allergic diseases and diseases responding to antagonism of 5HT.sub.2 receptors. Pharmaceutical compositions and methods of treatment using these compounds are also disclosed.
Claims9
A compound of the formula ##STR69## an optical isomer or a pharmaceutically acceptable salt thereof, wherein Y is --C(OH)(phenyl)-- wherein
- Y is attached at the heterocycle position 2 or 3;
- X is carbon, CH or nitrogen, provided that when Y is attached at the 3 position X is carbon, and when Y is attached at the 2 position X is CH or nitrogen;
- R.sub.1 is --(CH.sub.2).sub.n --Z--(CH.sub.2).sub.m COR.sub.5, --C(O)R.sub.8 or ##STR70## R.sub.2 and R.sub.3 are taken together, with the atoms to which R.sub.2 and R.sub.3 are respectively attached, to form a phenyl moiety substituted with R.sub.4 ;
- Z is a bond, O, or S;
- R.sub.4 is hydrogen, chloro, fluoro, C.sub.1-4 alkyl, or C.sub.1-4 alkoxy;
- R.sub.5 is OH, C.sub.1-4 alkoxy or --NR.sub.6 R.sub.7 ;
- R.sub.6 and R.sub.7 are the same or different and are H or C.sub.1-4 alkyl;
- R.sub.8 is C.sub.1-4 alkyl, C.sub.1-4 alkoxy;
- R.sub.9 is H, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, OH, chloro, bromo, fluoro, --CF.sub.3, --NHC(O)R.sub.10, or CO.sub.2 R.sub.11 ;
- R.sub.10 is C.sub.1-4 alkyl or C.sub.1-4 alkoxy;
- R.sub.11 is hydrogen or C.sub.1-4 alkyl;
- n is an integer from 0-3 provided that when Z is not a bond, n is an integer from 2-3;
- m is an integer from 1 to 3;
- d is an integer from 1-5;
- and
- e is zero or 1, provided that when e is 1:
- d is an integer from 2 to 5.
14 more elements
Dependencies are inferred from the claim text.