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US 6,150,397 AGranted
5-aroylnaphthalene derivatives as anti-inflammatory agents
AssigneeSyntex (U.S.A.) Inc.
InventorsDavid Mark Rotstein, Eric Brian Sjogren
Life of this patent
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Abstract
The present invention relates to certain 5-aroylnaphthalene derivatives of formula (I): ##STR1## that are inhibitors of prostaglandin G/H synthase, pharmaceutical compositions containing them, methods for their use, and methods for preparing these compounds.
Claims21
A compound selected from the group of compounds represented by formula (I):
- ##STR21## wherein:
- A is a bond, --CH.sub.2 --, --CH(OH)--, --C.dbd.NOR.sup.4 --, --C(O)--, --NR.sup.5 --, --O--, or --S(O).sub.n -- where n is an integer from 0 to 2, R.sup.4 is hydrogen or akyl, and R.sup.5 is hydrogen, alkyl, or acyl;
- Z is a group represented by formula (C) or (D):
- ##STR22## where:
- X is O or S;
- R.sup.8 is hydrogen, alkyl, haloalkyl, alkoxy, cycloalkyloxy, haloalkyloxy, alkylthio, cycloalkylthio, nitro, cyano, hydroxy, or halo;
- R.sup.1 is hydrogen, alkyl, alkenyl, alkynyl, haloalkyl, cycloalkyl, cycloalkylalkyl, alkoxy, alkenyloxy, cycloalkyloxy, cycloalkylalkyloxy, haloalkyloxy, hydroxyalkyloxy, alkoxyalkyloxy, alkylthio, cycloalkylthio, cycloalkylalkylthio, hydroxy, halo, cyano, carboxy, alkoxycarbonyl, acyl, --C.dbd.NOR.sup.4, --NR.sup.9 R.sup.10, --CONR.sup.9 R.sup.10, --OCONR.sup.9 R.sup.10, or --OSO.sub.2 R.sup.11 where R.sup.4 is as defined previously;
- R.sup.9 and R.sup.10 are independently hydrogen, alkyl, or acyl;
- and R.sup.11 is alkyl, cycloalkyl, or haloalkyl;
- R.sup.2 is hydrogen, alkyl, alkoxy, halo, nitro, or --NR.sup.9 R.sup.10 ;
- and
- R.sup.3 is --SO.sub.2 R.sup.12 or --SO.sub.2 NR.sup.13 R.sup.14 where:
- R.sup.12 is alkyl, hydroxyalkyl, alkoxyalkyl, carboxyalkyl, or alkoxycarbonylalkyl;
- R.sup.13 is hydrogen, alkyl, or acyl;
- and
- R.sup.14 is hydrogen, alkyl, haloalkyl, cycloalkyl, cycloalkylalkyl, alkenyl, hydroxyalkyl, alkoxyalkyl, alkoxycarbonylalkyl, amino, aminoalkyl, aryl, aralkyl, heteroaralkyl, heterocyclo, heterocycloalkyl, acyl, hydroxy, or alkoxy;
- or R.sup.13 and R.sup.14 together with the nitrogen atom to which they are attached form a heterocycloamino group;
- and
- their pharmaceutically acceptable salts, prodrugs, individual isomers, and mixtures of isomers.
16 more elements
Dependencies are inferred from the claim text.