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Biomedical subjects

P Schenone

Publications and source records attributed to P Schenone.

At least 73 records · Page 4Linked to original sources
PubMed1987

Esters of N-methyl-N-(2-hydroxyethyl or 3-hydroxypropyl)-1,3,3-trimethylbicyclo [2.2.1]heptan-2-endo-amine with hypotensive activity.

The synthesis of title compounds by reaction of fenchone nitrimine with 2-aminoethanol and 3-aminopropanol, followed by stereospecific NaBH4 reduction of the resulting imines, Eschweiler-Clarke reductive methylation and esterification with aliphatic and aromatic acyl chlorides is described. Some esters showed an appreciable hypotensive activity in rats. Effects on heart rate and antiarrhythmic activity in rats, as well as infiltration anesthesia in mice, are also reported.

Anesthetics, Local↗
PubMed1986

Aminoethers of (+)-1,3,3-trimethyl-2-oxabicyclo[2.2.2]-octan-6-hydroxyimine with hypotensive activity. II.

The synthesis of a series of N-substituted 3-amino-2-hydroxypropyl ethers (III a-1) starting from (+)-1,3,3-trimethyl-2-oxabicyclo [2.2.2]-octan-6-hydroxyimine is described. Some of these compounds showed a remarkable hypotensive and a weak bradycardic activity in rats, as well as a moderate local anesthetic activity in mice. All compounds were found to be devoid of antiarrhythmic activity in rats and of beta-blocking activity in dogs.

Adrenergic beta-Antagonists↗
PubMed1986

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

The synthesis of a series of alkyl and aryl amides (IV) starting from 5-trans-(3-aminopropoxy)-N-benzyl-1,2,3,3-tetramethyl-2-azabicyclo [2.2.2] octane is described. Some of compounds (IV) showed a moderate hypotensive activity in rats and infiltration anesthesia in mice. Effects on heart rate in rats and antiarrhythmic activity in mice were practically absent.

Anesthetics, Local↗
PubMed1986

N,N-disubstituted 4-amino-3-chloroangelicins: interactions with DNA in the ground and in the excited states (365 nm).

The interactions between three N,N-disubstituted 4-amino-3-chloroangelicins and DNA in the ground and in the excited states have been examined. The three compounds form a molecular complex with DNA in the dark, but to a quite different extent. Spectrophotometric and fluorimetric data suggest that while 3-chloro-4-dimethylaminoangelicin (III) undergoes intercalation between two phase pairs of DNA, the compounds i.e. 3-chloro-4-methylphenyl amino angelicin (I) and its 5,6-dihydroderivative (II) should not undergo intercalation. Compound (I) photobinds to DNA to an extent similar to that of parent angelicin, while compound (III) photobinds to the macromolecule much more effectively. This fact may be attributed to the more suitable type of molecular complex (intercalation) formed by compound (III) with the macromolecular in respect to that formed by compound (I). The observed very low ability of compound (II) both to form a complex and to photobind with DNA can be ascribed primarily to the marked modification of the chromophore due to the saturation of the 5,6 double bond in the central benzene ring.

Chemical Phenomena↗
PubMed1986

1,3,3-Trimethyl-N-(2-pyridyl)-2-oxabicyclo[2.2.2]octan-6-amine derivatives with hypotensive and other activities.

The synthesis of 1,3,3-trimethyl-N-(2-pyridyl)-2-oxabicyclo-[2.2.2]octan-6-amine (cis, trans mixture) starting from 1,3,3-trimethyl-N-nitro-2-oxabicyclo[2.2.2]octan-6-imine, as well as of a series of amides (V) derived from the above amine, is described. Some compounds (V) showed strong hypotensive activity in rats. Effects on heart rate and antiarrhythmic activity in rats, as well as local anesthetic activity in mice, are also reported.

Anesthetics, Local↗
PubMed1986

Reaction of N,N-disubstituted alpha-aminomethyleneketones with tosyl isocyanate. Synthesis of amino-disubstituted 2-acyl-3-amino-N-tosylpropenamides, N,N-(3-amino-1-alkyl-2-propenylidene) and N,N-[2-(aminomethylene)cyclohexylidene]tosylamides.

The reaction of N,N-disubstituted open-chain and cyclohexane alpha-aminomethyleneketones (I) and (II) with p-toluenesulfonyl (tosyl) isocyanate gave amino-disubstituted 2-acyl-3-amino-N-tosylpropenamides (III) and/or N,N-(3-amino-1-alkyl-2-propenylidene) and N,N-[2-(aminomethylene)-cyclohexylidene] tosylamides (IV) and (V), the final product being related to the carbon and nitrogen substituents of the enaminone. The evaluation of the hypoglycemic activity concerning some of the above compounds gave no interesting results.

Amides↗
PubMed1985

Aminoethers of (+)-1,3,3-trimethyl-2-oxabicyclo[2.2.2]octan-6-hydroxyimine with hypotensive activity.

The synthesis of beta-dialkylaminoethyl ethers (II a-f) and gamma-dialkylaminopropyl ethers (II g-i), as well as of aryl carbamates (III 1, m), starting from (+)-1,3,3-trimethyl-2-oxabicyclo[2.2.2]octan-6-hydroxyimine (I), is described. beta-Dimethylaminoethyl ether (II a) showed a remarkable hypotensive and bradycardic activity in rats; moreover, nearly all compounds (II) and (III) exhibited a weak antiarrhythmic activity in rats. Infiltration anesthesia in mice, beta-blocking activity in dogs and antiacetylcholine activity in vitro are also reported.

Acetylcholine↗
PubMed1985

N-substituted 4,7,7-trimethyl-3-(1-piperidinyl)bicyclo-[2.2.1]hept-2-ene 2-carboxamides and 2-carbothioamides with hypotensive activity.

The synthesis of two series of N-substituted 4,7,7-trimethyl-3-(1-piperidinyl)bicyclo[2.2.1]hept-2-ene 2-carboxamides (I d-h) and 2-carbothioamides (I i-o), as well as of some N-aryl 4,7,7-trimethyl-3-(1-pyrrolidinyl)bicyclo[2.2.1]hept-2-ene 2-carboxamides (I a-c), by reaction of camphor piperidinoenamine and pyrrolidinoenamine with aryl isocyanates and isothiocyanates is described. On the whole compounds (I d-h) showed a weak hypotensive activity in rats.

Animals↗
PubMed1985

Amides of N-phenyl benzonorbornen-2-endo-amine with hypotensive and other activities.

The synthesis of two series of amides and glycinamides starting from N-phenyl benzonorbornen-2-endo-amine, prepared from benzonorbornen-2-one via sodium borohydride reduction of its N-phenyl imine, is described. Some amides showed a remarkable hypotensive activity in rats, whereas amides and glycinamides usually exhibited a moderate infiltration anesthesia in mice. Effects on heart rate in rats and antiarrhythmic activity in mice are also reported.

Amides↗
PubMed1985

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

The synthesis of two series of amides and glycinamides starting from N-phenyl exo-5,6-trimethylenenorbornan-2-endo-amine, prepared from exo-5,6-trimethylenenorbornan-2-one via sodium borohydride reduction of its N-phenyl imine, is described. All amides showed a moderate hypotensive activity in rats, whereas some glycinamides and amides showed weak infiltration anesthesia and antiarrhythmic activity in mice. Effects on heart rate in rats are also reported.

Amides↗
PubMed1984

Esters and N-substituted urethanes of 6-cis-dimethylamino-1,3,3-trimethyl-2-oxabicyclo[2.2.2]octan-5-cis-ol with hypotensive and other activities.

The synthesis of 6-cis-dimethylamino-1,3,3-trimethyl-2-oxabicyclo [2.2.2] octan-5-cis-ol (III) starting from 6-cis-dimethylamino-1,3,3-trimethyl-2-oxabicyclo [2.2.2] octan-5-trans-ol (I) is described. Starting from aminoalcohol (II), a series of esters (IV) and N-substituted urethanes (V) was prepared. Benzoate (IV e) showed a remarkable hypotensive and bradycardic activity in rats, whereas acetate (IV a) showed infiltration anesthesia and antiarrhythmic activity in mice slightly inferior to those of lidocaine. Antiacetylcholine activity in vitro is also reported.

Acetylcholine↗
PubMed1984

Synthesis and photobiological activity of N,N-disubstituted 4-amino-3-chloro-2H-thieno[2,3-h]-1-benzopyran-2-ones, 7-thioisosteres of 4-amino-3-chloroangelicins.

A convenient synthesis of a series of N,N-disubstituted 4-amino-3-chloro-2H-thieno[2,3-h]-1-benzopyran-2-ones (IV), which are 7-thioisosteres of 4-amino-3-chloroangelicins, was accomplished via dehydrochlorination and dehydrogenation of the 1,4-cycloadducts obtained by reaction of dichloroketene with N,N-disubstituted (E)-5-aminomethylene-6,7-dihydrobenzo-[b]thiophen-4(5H)-ones . Some aspects of the photobiological activity of these thioangelicins were studied; three of them (IV a, e, f) appeared to inhibit DNA synthesis in Ehrlich ascites tumor cells. The most active compound, namely 3-chloro-4-morpholino-7-thioangelicin (IV e), afforded 70% of the antiproliferative effect of 8-MOP, but unlike this reference compound was unable to induce erythema on guinea pig skin. However, compounds (IV a, f) produced a slight erythema, thus suggesting that a relationship between antiproliferative and phototoxic effects does not exist.

Animals↗
PubMed1984

Derivatives of 4,5,6,7-tetrahydro-7,8,8-trimethyl-3-phenylamino-4,7-methano-2H-ind azo le with hypotensive and hypoglycemic activities. II.

A series of N-substituted thioureas (II) and some ureas (III) were synthesized in excellent yields by reaction of 4,5,6,7-tetrahydro-7,8,8-trimethyl-3-phenylamino-4,7-methano-2H-indazole with alkyl, aryl isothiocyanates and isocyanates, respectively. On the whole compounds (II) and (III) showed hypotensive and in some cases hypoglycemic activity in rats. Effects on heart rate in rats, infiltration anesthesia in mice and antiacetylcholine activity in vitro are also reported.

Acetylcholine↗