Heterocyclic dihydroanthracen imines
AssigneeMerck & Co., Inc.
InventorsPaul S. Anderson, Marcia E. Christy, Gerald S. Ponticello
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Abstract
Heterocyclic dihydroanthracen imines are disclosed to be useful as minor tranquilizers, anticonvulsants, muscle relaxants and to be useful in the treatment of extrapyramidal disorders such as Parkinson's disease; also disclosed are processes for the preparation of such compounds; pharmaceutical compositions comprising such compounds; and methods of treatment comprising administering such compounds and compositions.
Claims7
A compound selected from the group consisting of:
- ##STR21## ##STR22## wherein R.sup.1 and R.sup.2 are selected from the group consisting of hydrogen, lower alkyl having from 1 to 6 carbon atoms, trifluoromethylsulfonyl, trifluoromethyl, dimethylaminopropyl;
- R is hydrogen or lower alkyl having from 1 to 6 carbon atoms, benzyl, dimethylaminopropyl, cyclopropyl, or cyclobutyl;
- X and Y are iodo, chloro, bromo, lower alkoxy having from 1 to 6 carbon atoms, lower alkyl having from 1 to 6 carbon atoms, thiomethyl, carboxamido, trifluoromethoxy, trifluoromethyl, trifluoromethylsulfonyl, and trifluoromethylthio;
- n is an integer selected from 0 (X or Y is hydrogen), and 1.
A method of producing a tranquilizing, muscle relaxant, anticonvulsant and/or anti-Parkinson effect in a patient in need of such treatment by the administration of an effective amount of a compound of formula:
- ##STR23## wherein R.sup.1 and R.sup.2 are selected from the group consisting of hydrogen, lower alkyl having from 1 to 6 carbon atoms, trifluoromethylsulfonyl, trifluoromethyl, dimethylaminopropyl;
- R is hydrogen or lower alkyl having from 1 to 6 carbon atoms, benzyl, dimethylaminopropyl, cyclopropyl, or cyclobutyl;
- X and Y are iodo, chloro, bromo, lower alkoxy having from 1 to 6 carbon atoms, lower alkyl having from 1 to 6 carbon atoms, thiomethyl, carboxamido, trifluoromethoxy, trifluoromethyl, trifluoromethylsulfonyl, and trifluoromethylthio;
- n is an integer selected from 0 (X or Y is hydrogen), and 1.
A pharmaceutical composition for use as tranquilizer, muscle relaxant, anti-convulsant and/or anti-Parkinson agent in unit dosage form comprising a pharamaceutical carrier and an effective amount of a compound of formula:
- ##STR24## wherein R.sup.1 and R.sup.2 are selected from the group consisting of hydrogen, lower alkyl having from 1 to 6 carbon atoms, trifluoromethylsulfonyl, trifluoromethyl, dimethylaminopropyl;
- R is hydrogen or lower alkyl having from 1 to 6 carbon atoms, benzyl, dimethylaminopropyl, cyclopropyl, or cyclobutyl;
- X and Y are iodo, chloro, bromo, lower alkoxy having from 1 to 6 carbon atoms, lower alkyl having from 1 to 6 carbon atoms, thiomethyl, carboxamido, trifluoromethoxy, trifluoromethyl, trifluoromethylsulfonyl, and trifluoromethylthio;
- n is an integer selected from 0 (X or Y is hydrogen), and 1.
The compound 1-aza-5,10-dihydro-11-methylanthracen-5,10-imine.
The compound, 2-aza-5,10-dihydro-11-methylanthracen-5,10-imine.
The compound, 2-aza-5,10-dihydro-5,10,11-trimethylanthracen-5,10-imine.
The compound, 1-aza-5,10-dihydro-5,10,11-trimethylanthracen-5,10-imine.
Dependencies are inferred from the claim text.