Abstract: Certain esters of cyproheptadine-3-carboxylic acid and its bioisosteres are peripherally selective dopamine antagonists useful in the treatment of emesis caused by stimulation of dopamine receptors of the chemoreceptor trigger zone, as well as emesis and nausea resulting from other causes including post operative emesis, chronic pediatric vomiting, radiotherapy and chemotherapy induced emesis, and nausea associated with migraine attacks and dysmenorrhea or arising idiopathically.They are also useful in the treatment of gastrointestinal disorders, such as gastro-oesophageal reflux caused by stimulation of dopamine receptors in the stomach or other causes and dyspepsia arising from delayed gastric emptying, post prandial dyspepsia or dyspepsia of unknown etiology.

Abstract: Dibenzo[a,d]cycloocten-5,12-(and 6,12)-imines, derivatives and pharmaceutically acceptable salts thereof are useful as anxiolytics, antidepressants, anticonvulsants, muscle relaxants and in the treatment of mixed anxiety-depression, minimal brain dysfunction and extrapyramidal disorders such as Parkinson's disease.

Abstract: Certain esters of cyproheptadine-3-carboxylic acid and its bioisosteres are peripherally selective dopamine antagonists useful in the treatment of emesis caused by stimulation of dopamine receptors of the chemoreceptor trigger zone, as well as emesis and nausea resulting from other causes including post operative emesis, chronic pediatric vomiting, radiotherapy and chemotherapy induced emesis, and nausea associated with migrane attacks and dysmenorrhea or arising idiopathically.They are also useful in the treatment of gastrointestinal disorders, such as gastro-oesophageal reflux caused by stimulation of dopamine receptors in the stomach or other causes and dyspepsia arising from delayed gastric emptying, post prandial dyspepsia or dyspepsia of unknown etiology.

Abstract: Dibenzo[a,d]cycloocten-5,12-(and 6,12)-imines, derivatives and pharmaceutically acceptable salts thereof are useful as anxiolytics, antidepressants, anticonvulsants, muscle relaxants and in the treatment of mixed anxiety-depression, minimal brain dysfunction and extrapyramidal disorders such as Parkinson's disease.

Abstract: Dibenzo[a,d]cycloocten-5,12-(and 6,12)-imines, derivatives and pharmaceutically acceptable salts thereof are useful as anxiolytics, antidepressants, anticonvulsants, muscle relaxants and in the treatment of mixed anxiety-depression, minimal brain dysfunction and extrapyramidal disorders such as Parkinson's disease.

Abstract: The levorotatory enantiomers of 3-methoxy cyproheptadine and a related compound are antipsychotic agents.

Abstract: This invention concerns 2,3,5,6-dibenzobicyclo[5.1.0]octanes which may be substituted at the 4-position by either halogen, ketonic oxygen or hydroxyl. These compounds are prepared from 5H-dibenzo[a,d]cyclohepten-5-one by reaction with ethyl trichloroacetate in the presence of sodium methoxide to give 8,8-dichloro-2,3,5,6-dibenzobicyclo[5.1.0]octan-4-one which is reduced to the corresponding 4-hydroxy compound. The resulting 4-hydroxy compound is dehalogenated and converted to the corresponding 4-chloro or 4-keto compound. The 4-substituted compounds are useful in preparing other compounds of our invention.4-Dialkylaminopropylidenedibenzobicyclo[5.1.0]octane compounds and 4-dialkylaminopropyldibenzobicyclo[5.1.0]octane compounds, useful as antidepressant agents, are prepared from, respectively, dibenzobicyclo[5.1.0]octan-4-one by reaction with a dialkylaminopropyl Grignard reagent followed by dehydration of the resulting carbinol or by reaction of a 4-halo-2,3,5,6-dibenzobicyclo[5.1.

Abstract: Pyrrolo[2,1-b][3]benzazepines with a piperidinylidene group in the 11-position have utility as appetite stimulants.

Abstract: The levorotatory enantiomers of 3-halocyproheptadines and related compounds are antipyschotic agents and certain members of the group are novel compounds. Their dextrorotatory counterparts find utility as a source for additional levorotatory enantiomer.

Abstract: (9-Carboxy-11H-pyrrolo[2,1-b][3]benzazepine-11-ylidene)piperidines useful as appetite stimulants, are prepared by hydrolysis of the corresponding ester or cyano derivatives.

Abstract: 10,11-Dihydro-3-carboxycyproheptadine is disclosed to have pharmaceutical utility as an appetite stimulant and as an antihistaminic agent. Also disclosed are processes for the preparation of such compound; pharmaceutical compositions comprising such compound; and methods of treatment comprising administering such compound and compositions.

Abstract: Pyrrolo[2,1-b][3]benzazepines with a piperidinylidene group in the 11-position have utility as antipsychotic agents. They also demonstrate antiserotonin and antihistaminic activity. They are prepared by reaction of a pyrrolo[2,1-b][3]benzazepin-11-one with a piperidinyl magnesium halide followed by dehydration.

Abstract: Cyproheptadine derivatives substituted with a trifluoromethylsulfinyl group in one of the benzo rings and having an alkyl group, either unsubstituted or substituted with a hydroxy or cycloalkyl group, on the piperidine nitrogen are potent antipsychotic agents, with a low propensity to induce extrapyramidal side effects that are experienced with most major tranquilizers. The novel compounds are generally prepared by treatment of the intermediate 5-carbinol with a dehydrating reagent, or by alkylation of the piperidine nitrogen with the appropriate alkyl or substituted alkyl group.

Abstract: The levorotatory enantiomers of 3-loweralkoxy-cyproheptadines are potent antiserotonin agents with a lower order of antihistaminic activity and substantially free of any anticholinergic activity. They are prepared by treatment of the levorotatory enantiomer of 3-iodocyproheptadine with an alkali metal lower alkoxide in the presence of copper powder.

Abstract: The new 4-aminomethyldibenzobicyclo[5.1.0]octane compounds of the present invention are prepared from the corresponding 4-halo compounds by reaction with a metal cyanide to produce the corresponding 4-cyano compound, which is reduced with an alkali metal aluminum hydride to produce the desired 4-aminomethyl compound. These new aminomethyldibenzobicyclo[5.1.0]octane compounds are converted to the corresponding secondary and tertiary amino derivatives.These new compounds are useful as antiarrhythmic agents and can be used to overcome cardiac irregularities.

Abstract: 1-Methyl-4-(2-carboxy-thioxanthen-9-ylidene)-piperidine is disclosed to have pharmaceutical utility as an appetite stimulant and an antihistamine with low antiserotonin and anticholinergic activity. Also disclosed are processes for the preparation of such compound; pharmaceutical compositions comprising such compound; and methods of treatment comprising administering such compound and compositions.

Abstract: The new 4-aminomethyldibenzobicyclo[ 5.1.0] octane compounds of the present invention are prepared from the corresponding 4-halo compounds by reaction with a metal cyanide to produce the corresponding 4-cyano compound, which is reduced with an alkali metal aluminum hydride to produce the desired 4-aminomethyl compound. These new aminomethyldibenzobicyclo[ 5.1.0] octane compounds are converted to the corresponding secondary and tertiary amino derivatives.These new compounds are useful as antiarrhythmic agents and can be used to overcome cardiac irregularities.

Abstract: Resolution of 1-methyl-4-(3-cyano-5H-dibenzo-[a,d]-cyclohepten-5-ylidene)piperidine provides a levorotary isomer (-) having major tranquilizer pharmaceutical utility and a dextrorotary isomer (+) having anticholinergic pharmaceutical utility. Also disclosed are pharmaceutical compositions comprising either isomer substantially free of the other; pharmaceutical compositions comprising preferred ratios of the (+) and (-) isomers; and methods of treatment comprising administering such compounds and compositions.

Abstract: 10,11-Furo and 10,11-bis-(hydroxyalkyl) derivatives of cyproheptadine are disclosed having anticholinergic activity but with diminished or eliminated antiserotonin and antihistamine activity. 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.

Abstract: This application discloses arylethynylphenylcyclopropylamines and processes for their preparation. These amines exhibit monoamine oxidase (MAO) inhibiting activity.