US 4,954,503 AGranted

3-(1-substituted-4-piperazinyl)-1H-indazoles

AssigneeHoechst-Roussel Pharmaceuticals Inc.

InventorsJoseph T. Strupczewski, Kenneth J. Bordeau

Life of this patent

Estimating the term…

Loading patent…

Abstract

This invention relates to 3-(1-substituted-4-piperazinyl)-1H-indazoles having the following formula ##STR1## wherein R.sub.1 is hydrogen, lower alkyl, arylloweralkyl, acyl, cycloalkylloweralkylene, and phenylsulfonyl: and R.sub.2 is hydrogen, lower alkyl, hydroxyloweralkyl of the formula ##STR2## where Z is selected from hydrogen, halogen, loweralkoxy, CF.sub.3, NO.sub.2, and NH.sub.2 ; ##STR3## where Z is as defined above; ##STR4## where Z is as defined above; ##STR5## where R.sub.3 and R.sub.4 are each independently hydrogen and loweralkyl; ##STR6## where Z is as defined above; ##STR7## where R' and R" are each independently hydrogen and loweralkyl; X is hydrogen, loweralkyl, hydroxyl, halogen, loweralkoxy, CF.sub.3, NO.sub.2 and amino; n is an integer of 1 to 4, with the further proviso that R.sub.2 is not loweralkyl when R.sub.1 is hydrogen or acyl and X is chloro; the pharmaceutically acceptable acid addition salts thereof and where appropriate the geometric isomers, the stereoisomers and racemic mixtures thereof. The compounds of this invention display utility as analgesic and antipsychotic agents.

Claims187

Dependent claims

A compound of the formula ##STR39## wherein R.sub.1 is hydrogen, lower alkyl, arylloweralkyl, acyl, cycloalkylloweralkylene, and phenylsulfonyl;

wherein the term "aryl" signifies a phenyl group optionally substituted by one or more hydrogen or halogen atoms or loweralkyl, loweralkoxy, trifluoromethyl, nitro or amino groups;
the term "cycloalkyl" refers to a saturated hydrocarbon possessing at least one carbocyclic ring of three to seven carbon atoms;
and the term "acyl" refers to a substituent having the formula loweralkyl ##STR40## and R.sub.2 is hydrogen, lower alkyl, hydroxyloweralkyl of the formula ##STR41## where Z is selected from hydrogen, halogen, loweralkoxy, CF.sub.3, NO.sub.2 and NH.sub.2 ;
##STR42## where Z is as defined above, ##STR43## where Z is as defined above;
##STR44## where R.sub.3 and R.sub.4 are each independently hydrogen and loweralkyl;
##STR45## where Z is as defined above;
##STR46## where R' and R" are each independently hydrogen and loweralkyl;
X is hydrogen, loweralkyl, hydroxyl, halogen, loweralkoxy, CF.sub.3, NO.sub.2 ;
n is an integer of 1 to 4, with the proviso that if X is a chlorine atom attached at the 5 or 6 position of the benzene ring, R.sub.2 cannot be hydrogen or loweralkyl and R.sub.1 cannot be hydrogen or ##STR47## the pharmaceutically acceptable acid addition salts thereof;
and where applicable the geometric and optical isomers thereof and the racemic mixtures thereof.

7 more elements

Dependencies are inferred from the claim text.