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US 5,510,376 AGranted
Aminocycloalkanobenzodioxoles as beta-3 selective adrenergic agents
AssigneeAmerican Cyanamid Company
InventorsJoseph W. Epstein, Gary H. Birnberg, Gary E. Walker, Minu D. Dutia, Jonathan D. Bloom
Life of this patent
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Abstract
The invention is antiobesity/antidiabetic/beta-3 agonists of the formula ##STR1## wherein the substituents R.sub.o, R.sub.1, R.sub.4, R.sub.4 ', R.sub.5, R.sub.6 or n are as defined in the specification.
Claims21
A compound of the formula:
- ##STR25## wherein:
- R.sub.o is naphthyl, 5,6,7,8-tetrahydronaphth-(1 or 2)-yl, 5,8-dihydronaphth-(1 or 2)-yl;
- or ##STR26## and R.sub.2, R.sub.2 ', R.sub.2 may be the same or different and are hydrogen, (C.sub.1 -C.sub.4)alkyl, (C.sub.1 -C.sub.4)alkoxy, hydroxy, halogen (chlorine, bromine, fluorine or iodine), trifluoromethyl, carboxy, hydroxy(C.sub.1 -C.sub.10)alkyl, (C.sub.1 -C.sub.10)-alkoxycarbonyl or thio(C.sub.1 -C.sub.4)alkyl;
- n is an integer from 1 to 3;
- X is a divalent radical of ##STR27## wherein R.sub.3 is hydrogen, (C.sub.1 -C.sub.4)alkyl, (C.sub.1 -C.sub.4)acyl, (C.sub.1 -C.sub.4)alkoxycarbonyl or benzoyl;
- and wherein * denotes an asymmetric carbon;
- R.sub.1 is hydrogen or (C.sub.1 -C.sub.4)alkyl;
- R.sub.4 and R.sub.4 ' may be the same or different and are hydrogen, (C.sub.1 -C.sub.4)alkyl, (C.sub.1 -C.sub.4)alkoxy, hydroxy, halogen (chloride, bromine, fluorine or iodine), trifluoromethyl, carboxy, hydroxy(C.sub.1 -C.sub.10)alkyl, (C.sub.1 -C.sub.10)alkoxycarbonyl, thio(C.sub.1 -C.sub.4)alkyl;
- R.sub.5 and R.sub.6 hydrogen, carboxyl, (C.sub.1 -C.sub.10)alkoxycarbonyl, hydroxymethyl, --CH.sub.2 OCH.sub.2 COOR.sub.7, --CH.sub.2 OCH.sub.2 CH.sub.2 OR.sub.7, wherein R.sub.7 is hydrogen, or (C.sub.1 -C.sub.4)alkyl, or CONHR.sub.8, R.sub.8 is hydrogen, straight or branched (C.sub.1 -C.sub.10)alkyl or 2-methoxy-1-ethyl;
- with the proviso that R.sub.5 and R.sub.6 may not be hydrogen;
- and the pharmacologically acceptable salt or ester thereof;
- the racemic mixture thereof or the diastereomeric mixture thereof.
9 more elements
A pharmaceutical composition for treating diabetes, hyperglycemia or obesity in humans or other mammals, comprising an effective amount of (R*,R*)-7- 2-(3-chlorophenyl)-2-hydroxyethyl!amino!-7,8-dihydro-6H-indeno 4,5-d!-1,3-dioxole-2,2-dicarboxylic acid disodium salt.
Dependencies are inferred from the claim text.