Warner-lambert Company

Warner Lambert LLC

Harold Zinnes

Jagadish C Sircar

John Shavel, Jr

Stephen J Kesten

Neil A Lindo

Jerome D Genzer

Arthur C Fabian

Charles Francis Kasulanis

Martin L Schwartz

Annette M Doherty

James S Kaltenbronn

Gary Louis Bolton

John Quin, Iii

Judith Sebolt-Leopold

Jeffrey D Scholten

Neil A Linda

Tricyclic inhibitors of protein farnesyltransferase

3,4-Dihydro-10-[2-(dialkylamino)ethyl]-1-phenyl-1H-thiazino[4,3-a]indol-4-o l compounds having in free base form the formula ##STR1## where R.sub.1 and R.sub.2 are lower alkyl groups. The compounds of this invention exhibit anti-allergy properties and are indicated in the management of allergy.

Thiazino indole compounds

This invention relates to novel amides of 4-hydroxy-6H-thieno[2,3-b]thiopyran-5-carboxylic acid-7,7-dioxide having the Formula I: ##STR1## wherein R.sub.1 is hydrogen, halogen or lower alkyl; R.sub.2 is hydrogen, lower alkyl or aryl; Ar is aryl or heterocyclic; to the pharmaceutically acceptable salts thereof; and to processes for their preparation. The compounds of this invention exhibit antiinflammatory activity.

Amides of 4-hydroxy-6H-thieno[2,3-b]thiopyran-5-carboxylic

3,3'-Thiodimethylenebis 2-[(dialkylamino)methyl]indole compounds having in free base form the formula ##STR1## where R.sub.1 and R.sub.2 are lower alkyl groups. The compounds of this invention exhibit antifungal and CNS depressant properties and can be used as antifungal agents or CNS depressant agents.

Bis 2-[(dialkylamino)methyl]indoles

.beta.-[2-[(DIALKYLAMINO)METHYL]-1H-indol-3-yl]-.alpha.,.alpha.-diphenylpro pionitriles and 4-[[2-[(dialkylamino)methyl]-1H-indol-3-yl]methyl]-2,4-dihydro-5-lower alkyl-2-phenyl-3H-pyrazol-3-ones and acid addition salts thereof which are useful pharmacological agents, especially as central nervous system depressants, are disclosed. The compounds can be produced by reacting an anion of an acetonitrile or a pyrazol-3-one with the appropriate quatenary salt of 2-alkyl-1,2,3,4-tetrahydropyrrolo[3,4-b]indole.

3-(3H-Pyrazol-3-one)-2-(disubstituted aminomethyl)indoles and

3-[2-(Dialkylamino)ethyl]-2-(benzyl)indoles having in free base form the formula ##STR1## where R.sub.1 and R.sub.2 are lower alkyl groups and R.sub.3 is a phenyl, carboalkoxymethyl, lower alkyl or hydroxyethyl group. The compounds of the invention exhibit anti-aggression and anti-secretory properties and are indicated in the management of aggression and gastric hypersecretion.

3-[2-(Dialkylamino)ethyl]-2-(benzyl)indoles

N,N-dialkyl-3-[(phenylthio)methyl]-1H-indole-2-methanamines or 3-(1H-imidazol-1-ylmethyl)-N,N,-dimethyl-1H-indole-2-methanamines and acid addition salts thereof which are useful pharmacological agents, especially antifungals, are disclosed. The compounds can be produced by reacting a thiophenols or imidazoles with the appropriate 2-alkyl-1,2,3,4-tetrahydropyrrolo[3,4-b]indole.

3-(1H-imidazol-1-ylmethyl)-2-(disubstitutedaminomethyl)indoles and a

This invention relates to 5,6-dihydro-4-oxo-4H-thieno[2,3-b]thiopyran-5-carboxamides of the Formula I: ##STR1## wherein R.sub.1 is hydrogen, halogen or lower alkyl; R.sub.2 is hydrogen, lower alkyl or aryl; and Ar is aryl or heterocyclic; their pharmaceutically acceptable salts and to processes for their preparation. The compounds of this invention exhibit antibacterial, antifungal and antiallergy activity.

5,6-Dihydro-4-oxo-4H-thieno[2,3-b]thiopyran-5-carboxamides, and process

This invention relates to 5,6-dihydro-4-oxo-4H-theino[2,3-b]thiopyran-5-carboxamides of the Formula I: ##STR1## wherein R.sub.1 is hydrogen, halogen or lower alkyl; R.sub.2 is hydrogen, lower alkyl or aryl; and Ar is aryl or heterocyclic; their pharmaceutically acceptable salts and to processes for their preparation. The compounds of this invention exhibit antibacterial, antifungal and antiallergy activity.

Pyrrolo[1,2-a]indole compounds having in free base form the formulas ##STR1## where R.sub.1, R.sub.2 and R.sub.3 are lower alkyl; R.sub.4 is lower alkyl, phenyl, lower alkoxy or ##STR2## in which R.sub.8 and R.sub.9 are hydrogen, lower alkyl, phenyl or benzyl; R.sub.5 is hydrogen or lower alkyl; A is O or NH; and R.sub.6 and R.sub.7 are lower alkyl, phenyl, or carbo(lower)alkoxy.

Pyrrolo[1,2-a]indole compounds

Bis(2-[(disubstitutedamino)methyl]-1H-indole) compounds wherein said 2-[(disubstitutedamino)methyl]-1H-indol-3-ylmethylene moieties are linked together through a piperazine or 1,3-dihydro-2H-indol-2-one fragment and acid addition salts thereof which are useful pharmacological agents, especially antifungals, are disclosed. The compounds can be produced by reacting a piperazine or 1,3-dihydro-2H-indole-2-one compound with the appropriate quaternary salt of 2-alkyl-1,2,3,4-tetrahydropyrrolo-[3,4-b]indole.

Bis(2-[(disubstituted amino)methyl]-1H-indole) compounds

Isoxazol amides of 4-hydroxy-6H-thieno[2,3-b]thiopyran-5-carboxylic

A novel process for preparing 4-hydroxy-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxides is disclosed. The process involves the base catalyzed rearrangement of a saccharinacetamide of structure I to give II, ##STR1## wherein R.sup.1 is hydrogen or lower alkyl and R.sup.2 is lower alkyl, aryl or a heterocyclic ring selected from the group consisting of pyridyl, substituted-pyridyl, and thiazolyl. Compounds of the formula II have useful anti-inflammatory properties. In addition, they can be used as intermediates in the preparation of known anti-inflammatory agents.

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Rockaway, NJ, United States of America

Harold Zinnes