Antidepressant imidazolines and related compounds
AssigneeSterling Drug Inc.
InventorDenis M. Bailey
Life of this patent
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Abstract
2-(2-Naphthalenyl)alkyl-4,5-dihydro-1H-imidazoles and -tetrahydropyrimidines, the corresponding 3,4-dihydronaphthalenyl and 1,2,3,4-tetrahydronaphthalenyl compounds; and the corresponding indene and indane derivatives, useful as antidepressant or diuretic agents, are prepared by reacting the appropriate 2-(cyanoalkyl)naphthalene or -indane derivative (or the corresponding ester or imino-ether) with an alkylenediamine.
Claims21
A compound of the formula ##STR9## wherein:
- R is H or CH.sub.3 ;
- R' is hydrogen, lower-alkyl, lower-alkoxy or halo;
- R" is hydrogen or lower-alkyl;
- n is 0 or 1;
- Y is an alkylene bridge of 1-2 carbons;
- and
- Z is --C.dbd.C-- or an alkylene bridge of 2 carbon atoms optionally substituted by one or two alkyl groups of 1-2 carbon atoms;
- or a pharmaceutically acceptable acid-addition salt thereof.
A method for treating depressed states in warm blooded animals, which comprises administering a composition which comprises an antidepressantly effective amount of 4,5-dihydro-2-(2-naphthalenylmethyl)-1H-imidazole or a pharmaceutically acceptable acid-addition salt thereof together with one or more pharmaceutically acceptable excipients.
A method for treating depressed states in warm blooded animals, which comprises administering a composition which comprises an antidepressantly effective amount of a compound of the formula ##STR10## wherein:
- R' is hydrogen, lower-alkyl, lower-alkoxy or halo;
- R" is hydrogen or lower-alkyl;
- Y is an alkylene bridge of 1-2 carbons;
- and
- Z is --C.dbd.C-- or an alkylene bridge of 2 carbon atoms optionally substituted by one or two alkyl groups of 1-2 carbon atoms;
- or a pharmaceutically acceptable acid-addition salt thereof;
- together with one or more pharmaceutically acceptable excipients.
A method for treating depressed states in warm blooded animals, which comprises administering a composition which comprises an antidepressantly effective amount of a compound of the formula ##STR11## wherein:
- R is H or CH.sub.3 ;
- R' is hydrogen, lower-alkyl, lower-alkoxy or halo;
- R" is hydrogen or lower-alkyl;
- n is 0 or 1;
- Y is an alkylene bridge of 1-2 carbons;
- and
- Z is --C.dbd.C-- or an alkylene bridge of 2 carbon atoms optionally substituted by one or two alkyl groups of 1-2 carbon atoms;
- or a pharmaceutically acceptable acid-addition salt thereof together with one or more pharmaceutically acceptable excipients.
Dependencies are inferred from the claim text.