American Cyanamid Company

William J Fanshawe

Joseph William Epstein

Sidney Robert Safir

Lantz S Crawley

Corris M Hofmann

Thomas C McKenzie

Gretchen Ellen Wiegand, Deceased

By Earle Cooley, Executor

Andrew S Tomcufcik

Jeremy Ian Levin

Gary H Birnberg

James S Dixon

Gretchen Ellen Wiegand

This invention is compounds of the formula: ##STR1## and a method of treating cognitive and related neuronal behavioral problems in mammals using the compounds.

Benzoylaminoquinazolinones

New substituted N-[[2-(aminocarbonyl)phenylamino]-thioxomethyl]benzamides which are useful as congnition stimulators in mammals.

Substituted N-[[2-(aminocarbonyl)phenylamino]thioxomethyl]benzamides

This disclosure describes novel substituted guanidinedicarbonyl derivatives which possess anxiolytic activity and are also useful as agents for the treatment of cognitive and related neural behavioral problems in mammals.

Substituted guanidinedicarbonyl derivatives

This invention concerns 1-aryl-3-azabicyclo[3.2.0]heptanes and their acid-addition salts. More particularly, this invention pertains to compositions useful for treatment of depression in warm-blooded animals.

1-Aryl-3-azabicyclo[3.2.0]heptanes

This disclosure describes 3a-(substituted-phenyl)-2,3,3a,4,7,7a-hexahydro[or 3a-(substituted-phenyl) octahydro]-4,7-alkano-1H-isoindoles which possess activity as antidepressants and as antistress agents in mammals.

3a-(substituted phenyl)-2,3,3a,4,7,7a-hexahydro[or

Novel compounds are disclosed having the formula ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 are each individually selected from the class consisting essentially of hydrogen, hydroxy, chloro, bromo, an alkyl radical having up to 3 carbon atoms, an alkoxy radical having up to 3 carbon atoms, and trifluoromethyl, and any two or more of R.sub.1, R.sub.2 and R.sub.3 may be the same; R.sub.4 is selected from the class consisting essentially of hydrogen, an alkyl radical having up to 3 carbon atoms, an allyl radical having up to 4 carbon atoms, the cyclopropylmethyl radical or the phenethyl radical; and W and W' each represent a monovalent alkyl moiety having up to 3 carbon atoms or W-W' jointly represent a divalent moiety of the formula ##STR2## where n is an integer of 2 or 3, including individual optically active isomers, racemic mixtures thereof, and non-toxic pharmacologically-acceptable acid-addition salts thereof. Such compounds are useful as analgesics in mammals. They can be prepared by irradiating with ultra-violet light a mixture of a dialkoxyethylene and a maleimide of the formula ##STR3## to produce a 4,4-dialkoxy-N-alkyl-1-phenyl-1,2-cyclobutanedicarboximide, and chemically reducing the same. Three other processes of preparation are also described.

5-Aryl-3-azabicyclo[3.2.0]heptan-6-one acetals, and analgesic use

Novel substituted 3-[2-(4-phenyl or pyridyl-1-piperazinyl or piperidino)ethyl]indolines useful as antipsychotic agents in mammals as well as substituted 3-[2-(4-phenylpiperidino)ethyl]indole intermediates for their preparation.

Cis-mono and disubstituted-2-methyl-3-[(piperazinyl) and

Substituted 3-azabicyclo[3.1.0]hexanes, acid addition salts, method of use and method of preparation are described. The compounds have anxiolytic and analgesic activity.

1-Phenyl-3-azabicyclo[3.1.0]hexanes

Azabicyclohexanes, method of use and preparation of the same

Azabicyclohexanes

Substituted phenyl azabicyclohexanones, their method of preparation, and their conversion into substituted phenyl azabicyclohexanes which are active anxiolytic and analgesic agents.

Phenyl azabicyclohexanones

Phenyl and substituted phenyl 3-azabicyclo[3.1.0]-hexanes and method of preparing the same are described. They are useful as intermediates in preparing other physiologically active compounds.

Acylazabicyclohexanes

This application discloses novel substituted enaminoketones which possess analgesic and antipyretic activity in warm-blooded animals.

Substituted enaminoketones

The preparation of cyclopropylisoxazolylpyridines and cyclopropylisoxazolyldiazines from corresponding cyclopropyl monooximes is described. The products are useful in the treatment of pain, muscle spasm, inflammation, anxiety, or tension.

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Pearl River, NY, United States of America

William J Fanshawe