US 5,688,796 A · Heterocyclic substituted benzothiophenes, compositions, and methods

Abstract

The present invention provides class of compounds of formula I ##STR1## and their pharmaceutically acceptable salts in which R.sup.1 is hydrogen, hydroxy, alkoxy, alkoxycarbonyloxy, alkylcarbonyloxy, arylcarbonyloxy; R.sup.2 is hydrogen, hydroxy, alkoxy, alkoxycarbonyloxy, alkylcarbonyloxy, alkylsulfonyloxy, arylcarbonyloxy, Cl or Br; R.sup.3 and R.sup.4 are independently C.sub.1 -C.sub.4 alkyl, or combine with the nitrogen atom to which they are attached to form a pyrrolidino, piperidino, or hexamethyleneimino ring; X is selected from ##STR2## and Y is --CO--, --CHOH--, or --CH.sub.2 --. The compounds and pharmaceutical compositions containing the compounds, either alone or in combination with either progestin or estrogen, are useful for alleviating the symptoms of osteoporosis, cardiovascular related pathological conditions such as hyperlipidemia, and estrogen-dependent cancer. The compounds of the present invention also are useful for inhibiting uterine fibroid disease and endometriosis in women and aortal smooth muscle cell proliferation, particularly restenosis, in humans.

Claims13

Dependent claims

A compound of formula I ##STR12## or a pharmaceutically acceptable salt thereof wherein R.sup.1 is selected from the group consisting of

hydrogen,
hydroxy,
C.sub.1 -C.sub.4 alkoxy,
--OC(O)O(C.sub.1 -C.sub.6 alkyl),
--OC(O)(C.sub.1 -C.sub.6 alkyl), and
--OC(O)Ar wherein which Ar is selected from the group consisting of
unsubstituted phenyl, and
phenyl substituted with --OSO.sub.2 (C.sub.4 -C.sub.6 straight chain alkyl);
R.sup.2 is selected from the group consisting of
hydrogen,
chloro,
bromo,
hydroxy,
C.sub.1 -C.sub.4 alkoxy,
--OC(O)O(C.sub.1 -C.sub.6 alkyl),
--OC(O)(C.sub.1 -C.sub.6 alkyl), and
--OC(O)Ar wherein which Ar is selected from the group consisting of
unsubstituted phenyl, and
phenyl substituted with --OSO.sub.2 (C.sub.4 -C.sub.6 straight chain alkyl );
R.sup.3 and R.sup.4 are independently selected from C.sub.1 -C.sub.4 alkyl, or combine to form, together with the nitrogen atom to which they are attached, ring selected from the group consisting of
piperidino,
pyrrolidino, and
hexamethyleneimino;
X is selected from the group consisting of ##STR13## Y is selected from the group consisting of --CO--,
--CHOH--, and
--CH.sub.2 --.

23 more elements

Dependencies are inferred from the claim text.

Heterocyclic substituted benzothiophenes, compositions, and methods

Life of this patent

Heterocyclic substituted benzothiophenes, compositions, and methods

Life of this patent

Abstract

Claims13