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US 5,334,591 AGranted
Tricyclic thienothiopyran carbonic anhydrase inhibitors
AssigneeMerck & Co., Inc.
InventorsJohn J. Baldwin, Kenneth L. Shepard, Gerald S. Ponticello, Theresa M. Williams
Life of this patent
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Abstract
Conformationally constrained tricyclic thienothiopyran compounds are topically effective carbonic anhydrase inhibitors useful in the treatment of ocular hypertension and glaucoma associated therewith.
Claims10
A compound of structural formula ##STR52## having a cis configuration, the enantiomers and mixtures thereof, or an ophthalmologically acceptable salt thereof wherein:
- R is:
- ##STR53## R.sub.1 is:
- 1) H;
- 2) C.sub.1-6 alkyl, C.sub.2-6 alkenyl or C.sub.1-6 alkyl substituted with F, OH, C.sub.1-5 alkyl-S(O).sub.m -- or C.sub.1-5 alkyl-O--;
- 3) phenyl or benzyl wherein the phenyl groups optionally are substituted by C.sub.1-3 alkyl, halogen, CF.sub.3, OH, or C.sub.1-3 alkoxy;
- R.sub.2, R.sub.3, R.sub.5, R.sub.6, and R.sub.7 are independently H or C.sub.1-4 alkyl or R.sub.2 and R.sub.3 together are .dbd.O;
- and
- R4 is
- 1) H or C.sub.1-6 alkyl;
- 2) C.sub.1-6 alkyl substituted with
- a) hydroxy,
- b) C.sub.1-3 alkyl-O--,
- c) hydroxy-C.sub.1-3 alkyl-O--,
- d) C.sub.1-3 alkyl-O--C.sub.1-3 alkyl-O--,
- e) hydroxy-C.sub.1-3 alkyl-O--C.sub.1-3 alkyl-O--,
- f) (C.sub.1-3 alkyl).sub.2 -N--,
- g) hydroxy-C.sub.1-3 alkyl-NH--,
- h) C.sub.1-3 alkyl-O--C.sub.1-3 alkyl-NH--,
- i) hydroxy-C.sub.1-3 alkyl-O--C.sub.1-3 alkyl-NH--,
- j) C.sub.1-3 alkyl-S(O).sub.m --,
- k) hydroxy-C.sub.1-3 alkyl-S(O).sub.m --,
- l) C.sub.1-3 alkyl-O--C.sub.1-3 alkyl-S(O).sub.m --,
- m) hydroxy-C.sub.1-3 alkyl-O--C.sub.1-3 alkyl-S(O).sub.m --,
- n) C.sub.1-3 alkyl-S(O).sub.m -C.sub.1-3 alkyl-O--,
- o) hydroxy-C.sub.1-3 alkyl-S(O).sub.m --C.sub.1-3 alkyl-O--,
- p) C.sub.1-3 alkyl-S(O).sub.m --C.sub.1-3 alkyl-S(O).sub.m --
- q) hydroxy-C.sub.1-3 alkyl-S(O).sub.m --C.sub.1-3 alkyl-S(O).sub.m --,
- 3) C.sub.2-3 alkenyl or C.sub.2-6 alkenyloxy;
- m and n are 0, 1, or 2.
26 more elements
Dependencies are inferred from the claim text.