US 5,308,864 A · 6-(hydronaphtyl-1-ethyl)-4-hydroxy-3,4,5,6-tetrahydro-2H-pyran-2-ones and the corresponding hydroxy acids

Abstract

Compounds of either of general formulae (I) and (II), wherein: R.sup.1 represents a C.sub.1-8 alkyl, C.sub.3-8 cycloalkyl, C.sub.3-8 cycloalkyl(C.sub.1-8)alkyl, C.sub.2-8 alkenyl, or C.sub.1-6 alkyl substituted phenyl group; R.sup.2 represents a C.sub.1-8 alkyl, C.sub.2-8 alkenyl, C.sub.2-8 alkynyl group or a C.sub.1-5 alkyl, C.sub.2-5 alkenyl or C.sub.2-5 alkynyl group substituted with a substituted phenyl group; R.sup.3 represents a hydrogen atom or a substituent R.sup.4 or M; R.sup.4 represents a C.sub.1-5 alkyl group, or C.sub.1-5 alkyl group substituted with a group chosen from substituted phenyl, dimethylamino and acetylamino; R.sup.5 represents a hydrogen atom or a methyl or ethyl group except that when R.sup.2 is methyl then R.sup.5 is not methyl; M represents a cation capable of forming a pharmaceutically acceptable salt; Q represents C.dbd.O or CHOH; and each of a, b, c, and d, is independently a single or double bond except that when a and c are double bonds then b is a single bond; are inhibitors of the enzyme 24 3-hydroxy-3-methylglutaryl coenzyme A reductase (HMG-CoA reductase), the rate limiting enzyme in the biosynthesis of cholesterol in mammals including man, and as such are useful in the treatment of hypercholesterolemia in general and arteriosclerosis, familiar hypercholesterolemia or hyperlipidemia in particular.

Claims14

Dependent claims

A compound of either of general formulae I and II ##STR29## wherein:

R.sup.1 represents a C.sub.1-8 alkyl, C.sub.3-8 cycloalkyl, C.sub.3-8 cycloalkyl (C.sub.1-8) alkyl, C.sub.2-8 alkenyl, or C.sub.1-6 alkyl substituted phenyl group;
R.sup.2 represents a C.sub.2-8 alkenyl, C.sub.2-8 alkynyl, group or C.sub.2-5 alkenyl, or C.sub.2-5 alkynyl group substituted with a phenyl or substituted phenyl group;
R.sup.3 represents a hydrogen atom or a substituent R.sup.4 or M;
R.sup.4 represents a C.sub.1-5 alkyl group, or a C.sub.1-5 alkyl group substituted with a group chosen from substituted phenyl, dimethylamino and acetylamino;
wherein substituted phenyl is phenyl substituted with C.sub.1-6 alkyl, C.sub.1-6 alkoxy, hydroxy, thiol amino, halo, trifluoromethyl or nitro;
R.sup.5 represents a hydrogen atom or a methyl or ethyl group;
M represents a cation capable of forming a pharmaceutically acceptable salt;
Q represents C.dbd.O or CHOH;
and each of a, b, c, and d is independently a single or double bond except that when a and c are double bonds then b is a single bond.

6 more elements

Dependencies are inferred from the claim text.

6-(hydronaphtyl-1-ethyl)-4-hydroxy-3,4,5,6-tetrahydro-2H-pyran-2-ones and the corresponding hydroxy acids

Life of this patent

6-(hydronaphtyl-1-ethyl)-4-hydroxy-3,4,5,6-tetrahydro-2H-pyran-2-ones and the corresponding hydroxy acids

Life of this patent

Abstract

Claims14