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US 6,150,336 AGranted
Steroidal glycosides
AssigneePfizer Inc.
InventorsMichael P. Deninno, Peter A. McCarthy
Life of this patent
Estimating the term…
Abstract
The invention relates to certain steroidal glycoside derivatives useful as hypocholesterolemic agents and anti-atherosclerosis agents. The present invention is also directed to pharmaceutical compositions comprising such derivatives and use of such derivatives in treating hypercholesterolemia or atherosclerosis.
Claims7
A steroidal glycoside compound of Formula I ##STR10## and the pharmaceutically-acceptable salts and hydrates thereof wherein:
- R.sup.1, R.sup.2 and R.sup.3 are each independently hydrogen, hydroxy, halo, amino, azido, (C.sub.1 -C.sub.6)alkoxy(C.sub.1 -C.sub.6)alkoxy or --Z--R.sup.5 ;
- Z for each occurrence is independently selected from the group consisting of --NH--C(.dbd.O)--, --O--C(.dbd.O)--, --O--C(.dbd.O)--N(R.sup.6)--, --NH--C(.dbd.O)--N(R.sup.6)--, --O--C(.dbd.S)--N(R.sup.6)-- and --O--C(.dbd.O)--N--(R.sup.6)--;
- ##STR11## wherein:
- - - - - - - is optionally a double bond;
- Q.sup.2 is --C(.dbd.O)--, --CH.sub.2 --, --C(N.dbd.OR.sup.9)-- or --CH(CH(CH.sub.3)--CH.sub.2 --CH.sub.2 --C(.dbd.O)(OR.sup.9))--;
- ##STR12## Q.sup.3 is --C(.dbd.O)--, --CH.sub.2 -- or Q.sup.4 is --CH.sub.2 -- or --C(.dbd.O)--;
- and
- Q.sup.5 is --CH.sub.2 -- or --C(.dbd.O)--;
- R.sup.5 for each occurrence is independently aryl, aryl(C.sub.1 -C.sub.6)alkyl, (C.sub.2 -C.sub.4)alkenyl, (C.sub.1 -C.sub.6)alkyl, (C.sub.3 -C.sub.7)cycloalkyl or (C.sub.3 -C.sub.7)cycloalkyl(C.sub.1 -C.sub.6)alkyl, and each R.sup.5 may be optionally mono-, di, or tri-substituted independently with halo, (C.sub.1 -C.sub.4)alkyl, hydroxy, phenoxy, trifluoromethyl, nitro, (C.sub.1 -C.sub.4)alkoxy, methylenedioxy, oxo, (C.sub.1 -C.sub.4)alkylsulfanyl, (C.sub.1 -C.sub.4)alkylsulfinyl, (C.sub.1 -C.sub.4)alkylsulfonyl, dimethylamino, mono- or di-(C.sub.1 -C.sub.4)alkylaminocarbonyl, (C.sub.1 -C.sub.4)alkylcarbonyl, (C.sub.1 -C.sub.4)alkoxycarbonyl or pyrrolidinylcarbonyl;
- R.sup.6 for each occurrence is independently hydrogen or (C.sub.1 -C.sub.4)alkyl, or R.sup.6 is taken together with the nitrogen to which it is attached and with R.sup.5, wherein R.sup.5 is a covalent bond, to form pyrrolidinyl, piperidinyl, N-methylpiperazinyl, indolinyl or morpholinyl, and such cyclic group may be mono-substituted on a carbon atom with (C.sub.1 -C.sub.4)alkoxycarbonyl;
- R.sup.9 is (C.sub.1 -C.sub.4)alkyl or aryl(C.sub.1 -C.sub.6)alkyl;
- m is 2, 3 or 4;
- wherein aryl is carbon-linked and is phenyl, furyl, thienyl, pyrrolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiazolyl, isothiazolyl, benzothiazolyl, thiadiazolyl, pyrazolyl, imidazolyl or pyridyl;
- provided that where Q.sup.2 is --C(.dbd.N--OR.sup.9)--, Q.sup.3 is not --C(.dbd.O)--.
11 more elements
Dependencies are inferred from the claim text.