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Biomedical subjects

P Schenone

Publications and source records attributed to P Schenone.

At least 109 records · Page 6Linked to original sources
PubMed1980

Derivatives of 1,2,3,3-tetramethyl-2-azabicyclo[2.2.2]octan-5-trans-ol with antiarrhythmic and other activities. III.

A new series of aliphatic and aromatic esters of 1,2,3,3-tetramethyl-2-azabicyclo[2.2.2]octan-5-trans-ol is described. A number of these compounds showed antiarrhythmic activity in guinea pigs and mice, as well as surface anesthesia in rabbits and infiltration anesthesia in mice, superior or similar to that of lidocaine. The circulatory, cardiac and respiratory effects in dogs and hens are also described.

Anesthetics, Local↗
PubMed1980

Derivatives of 1,2,3,3-tetramethyl-2-azabicyclo[2.2.2]octan-5-trans-ol with antiarrhythmic and other activities. IV.

A new series of aliphatic and aromatic amides of 5-trans-(3-aminopropoxy)-1,2,3,3-tetramethyl-2-azabicyclo[2.2.2] octane is described. A number of these compounds showed antiarrhythmic activity in guinea pigs and mice, as well as surface anesthesia in rabbits and infiltration anesthesia in mice, superior or similar to that of lidocaine. The circulatory, cardiac and respiratory effects in dogs and hens are also described.

Anesthetics, Local↗
PubMed1979

Synthesis and pharmacological activity of derivatives of exo-trimethylenenorbornane. I.

Lithium aluminum hydride reduction of exo-5,6-trimethylenenorbornan-2-one oxime gave in good yield exo-5,6-trimethylenenorbornan-2-endo-amine, from which a number of amides were prepared by reaction with acyl chlorides. Lithium aluminum hydride reduction of the above-mentioned amides afforded N-substituted exo-5,6-trimethylenenorbornan-2-endo-amines in good yields. Some amides showed CNS depressant and anti convulsant activity, and an amine convulsant activity in mice.

Amphetamine↗
PubMed1979

Synthesis and pharmacological activity of derivatives of exo-trimethylenenorbornane. II.

By reaction of secondary amines with 3-hydroxymethylene-exo-5,6-trimethylenenorbornan-2-one, synthesized from exo-5,6-trimethylenenorbornan-2-one and sodium/ethyl formate, a series of N,N-disubstituted 3-aminomethylene-exo-5,6-trimethylenenorbornan-2-ones has been obtained. These compounds gave N,N-disubstituted 3-aminomethyl-exo-5,6-trimethylenenorbornan-2-ones by LiAlH4 or catalytic reduction. Starting from the same alpha-hydroxymethyleneketone, pyrazole derivatives (V) and (VI) have been also synthesized; the former showed anticonvulsant activity in mice.

Amphetamine↗
PubMed1979

Synthesis and pharmacological activity of derivatives of exo-trimethylenenorbornane. III.

Two synthetic routes to (exo-5,6-trimethylenenorbornan-2-ylidene)acetonitrile starting from exo-5,6-trimethylenenorbornan-2-one are described. From the above-mentioned nitrile, 2-(exo-5,6-trimethylenenorbornan-2-ylidene)ethanamine and 2-(exo-5,6-trimethylenenorbornan-2-yl)ethanamine, as well as N,N-dimethyl and N,N-diethyl derivatives of the latter, were prepared.

Amphetamine↗
PubMed1979

Derivatives of 1,2,3,3-tetramethyl-2-azabicyclo[2.2.2]octan-5-endo-ol with antiarrhythmic and other activities. II.

Cyanoethylation of 1,2,3,3-tetramethyl-2-azabicyclo[2.2.2]octan-5-endo-ol, followed by LiAlH4 reduction and reaction with acyl chlorides, gave a series of amides derived from 5-endo-(3-aminopropoxy)-1,2,3,3-tetramethyl-2-azabicyclo[2.2.2]octane. The syntheses of N-methyl, N,N-dimethyl and N,N-dipropargyl derivatives of the afore mentioned amine, as well as of 5-endo-methylcarbamoyloxy- and 5-endo-phenylcarbamoyloxy-1,2,3,3-tetramethyl-2-azabicyclo[2.2.2]octane, are also described. Strong antiarrhythmic and local anesthetic activity was observed in two amides; an urethane showed antiarrhythmic activity only.

Animals↗
PubMed1978

Nitrogen mustards derived from alpha-hydroxymethyleneketones.

alpha-[Bis-(2-chloroethyl)]aminomethyleneketones were prepared starting from alpha-hydroxymethyleneketones and N-(2-chloroethyl)-2-chloroethanamine. Also 3-[2-(2-chloroethylthio)ethyl]aminomethylene-2-bornanone was synthesized from 2-(2-chloroethylthio)ethanamine and 3-hydroxymethylene-2-bornanone. This compound and 3-[bis-(2-chloroethyl]aminoemthylene-2-norbornanone were active against P388 lymphocytic leukemia in mice.

Animals↗
PubMed1977

Reaction of dichloroketene and sulfene with N,N-disubstituted 6-aminomethylene-5,6,8,9-tetrahydro-7H-benzocyclohepten-7-ones. Synthesis of 5H-benzo(5,6)cyclohepta(2,1-b)pyran and 5H-benzo(5,6)cyclohepta(1,2-e)-1,2-oxathiin derivatives.

The 1,4-cycloaddition of dichloroketene to N,N-disubstituted 6-aminomethylene-5,6,8,9-tetrahydro-7H-benzocyclohepten-7-ones afforded N,N-disubstituted 4-amino-3,3-dichloro-3,4,10,11-tetrahydro-5H-benzo[5,6]cyclohepta[2,1-b]pyran-2-ones only in the case of full or partial aromatic N-substitution. The relative adducts gave N,N-disubstituted 4-amino-3-chloro-10,11-dihydro-5H-benzo[5,6]cyclohepta[2,1-b]pyran-2-ones by dehydrochlorination. The 1,4-cycloaddition with sulfene occurred readily in the case of both aliphatic and aromatic N-substitution to give N,N-disubstituted 4-amino-3,4,10,11-tetrahydro-5H-benzo[5,6]cyclohepta[1,2-e]-1,2-oxathiin-2,2-dioxides. These compounds, as well as the pyran derivatives, can be considered as linear heterocyclic analogues of the Amitriptyline ring system.

Cycloheptanes↗
PubMed1976

2- and 5- substituted 5-amino-2,6,6-trimethyltetrahydropyrans.

Reaction of N,N-disubstituted 2-carboxyamido-2,6,6-trimethyltetrahydropyran-5-carboxylic acids with diphenyl phosphorazide in the presence of triethylamine and benzyl alcohol gave N,N-disubstituted 5-benzyloxycarbonylamino-2-carboxyamido-2,6,6-trimethyltetrahydr-pyrans, which in turn yielded N,-disubstituted 2-aminomethyl-5-methylamino-2,6,6-trimethyltetrahydropyrans by LiA1H4 reduction. 5-Benzyloxycarbonylamino-2-carboxypyrrolidino-2,6,6-trimethyltetrahydropyran gave 5-amino-2,6,6-trimethyl-2--pyrrolidinomethyltetrahydropyran by hydrogenolysis followed by LiA1H4 reduction. Among the amides prepared from the latter, the diphenylacetic acid amide showed antiarrhythmic and local-anesthetic activity.

Amides↗
PubMed1975

[1-(2-Diethylaminoethyl)-3,4-pentamethylenepyrazole and N2-substituted bornylenepyrazoles].

An unambiguous synthesis of 1-(2-diethylaminoethyl)-3,4-pentamethylenepyrazole (III) by acid cyclization of 2-(2-cycloheptanonyl)-1,3-dioxolane 2-diethylaminoethylhydrazone, and of N2-methyl and N2-(2-diethylaminoethyl)bornylenepyrazole (VIII) and (IX), by heating the hydrazones from 3-hydroxymethylene-2-bornanone and methylhydrazine or 2-diethylaminoethylhydrazine respectively, is described. (III) showed antiinflammatory activity and (VIII) an anticonvulsant action.

Animals↗
PubMed1975

[N 1-nicotinoyl and isonicotinoylpyrazoles].

Synthesis of twelve N 1-nicotinoyl and isonicotinoylpyrazoles by reaction of 4,5-tetra-, penta-, hexamethylenepyrazoles, dihydronaphtopyrazole, bornylenepyrazole and cineolylenepyrazole with nicotinoyl and isonicotinoylchloride, is described. The structure of N 1-derivatives of these compounds was ascertained by comparison of N.M.R. spectra with those of 1-nicotinoyl and 1-isonicotinoyl-4,5-pentamethylene-5-hydroxy-2-pyrazoline, obtained by reaction of 2-hydroxymethylenecycloheptanone with nicotinoyl and isonicotinoylhydrazide, respectively. N 1-isonicotinoylbornylenepyrazole shows weak C.N.S. depression, muscle relaxation and anticonvulsant activity.

Animals↗