RESUMEN
Synthesis and physico-chemical properties of some 3-benzyl- and 3-phenacyl-4-thioxo-5-benzylidenethiazolidin-2-one derivatives are described. Fifteen new compounds were synthesized from thiazolidin-2-one by thionation of the 4-carbonyle, alkylation of the 3-N and aldolisation-crotonisation of 5-CH(2) with aromatic aldehydes. Soon, these new compounds will be tested for their bacteriostatic activity.
Asunto(s)
Antiinfecciosos/síntesis química , Tiazoles/síntesis química , Tiazoles/farmacología , Alquilación , Antiinfecciosos/farmacología , Indicadores y ReactivosRESUMEN
The synthesis and physicochemical properties of 4-butyl-2H-benzo[1,4]thiazin-3-one derivatives are described. These new compounds were synthesised by alkylation in 4-N position and acylation and/or alkylation of 6-NH2 by phase transfer catalysis. Acid hydrolysis of 6-alkylacylamino group yielded 6-alkylamino-4-butyl-2H-benzo[1,4]thiazin-3-ones. The antimicrobial in vitro activity was determined on five compounds.
Asunto(s)
Antiinfecciosos/síntesis química , Tiazinas/síntesis química , Antiinfecciosos/química , Antiinfecciosos/farmacología , Pruebas de Sensibilidad Microbiana , Tiazinas/farmacologíaRESUMEN
Synthesis and physico-chemical properties of six 5-arylidène-3-benzyl-1-methyl-2-thioxoimidazolidin-4-ones and three 2-arylidene-6-nitro-2H-1,4-benzothiazin-3(4H)-ones have been described. These new compounds were synthetised by Knoevenagel condensation reaction from aromatic aldehydes. The N-alkylation reaction of arylidenebenzothiazines by methyl iodide give the N-methylarylidenebenzothiazines.
Asunto(s)
Imidazoles/síntesis química , Tiazinas/síntesis química , Fenómenos Químicos , Química Física , Espectroscopía de Resonancia Magnética , EstereoisomerismoRESUMEN
Synthesis and physico-chemical properties of 3-(4-bromobenzyl)-, 3-(4-chlorobenzyl)-5-arylidene-thiazolidine-2,4-diones and 3-(4-chlorobenzyl)-4-thioxo-5-arylidene-thiazolidin-2- ones are described. Twelve new products were synthesized by the aldolisation-crotonisation reaction from aromatic aldehydes and N-alkylated thiazolidinediones or thioxothiazolidinones. Seven compounds were preliminary tested for their bacteriostatic activity.
Asunto(s)
Antibacterianos/síntesis química , Tiazoles/síntesis química , Antibacterianos/farmacología , Bacterias/efectos de los fármacos , Pruebas de Sensibilidad Microbiana , Tiazoles/farmacologíaRESUMEN
Synthesis and physico-chemical properties of new 3-benzyl-4-thioxo-5-arylideneimidazolidine-2-ones and 3-benzyl-5-arylideneimidazolidine-2,4-dione are described. These compounds were synthesized by condensation reaction from aromatic aldehydes and 3-substituted imidazolidine-2,4-diones or 4-thioxoimidazolidine-2-ones. The N-alkylation of 5-benzylideneimidazolidine-2,4-dione led simultaneously to mono- and dialkylated derivatives. The nucleophilic addition of 1-methyl-3-benzylimidazolidine-2,4-dione with 2-cyano-3-(3,4-dichlorophenyl) acrylate also yielded the 3-substituted 5-arylideneimidazolidine-2,4-dione derivative. Antimicrobial in vitro activity was determined on some compounds.
Asunto(s)
Antibacterianos/síntesis química , Imidazoles/síntesis química , Antibacterianos/química , Antibacterianos/farmacología , Bacterias/efectos de los fármacos , Recuento de Colonia Microbiana , Cromatografía de Gases y Espectrometría de Masas , Imidazoles/química , Imidazoles/farmacologíaRESUMEN
Synthesis and physico-chemical properties of four 3-benzyl or 3-(4-chlorobenzyl)-4-thioxo-5-arylazo-imidazolidin-2-ones, five 3-(4-nitrobenzyl)-5-arylidenethiazolidine-2,4-diones and three 3-(4-phenyl-phenacyl)-4-thioxo-5-arylidenethiazolidin-2-ones have been described. These new products were synthesized by an aldolisation-crotonisation reaction from aromatic aldehydes and 3-substituted thioxothiazolidin-2-ones or thiazolidine-2,4-diones. The arylazo-imidazolidine compounds were synthesized by copulation of diazonium ions with imidazolidines. Antimicrobial activity was determined for some compounds.
Asunto(s)
Antiinfecciosos/síntesis química , Antifúngicos/síntesis química , Tiazoles/síntesis química , Antiinfecciosos/química , Antiinfecciosos/farmacología , Antifúngicos/química , Antifúngicos/farmacología , Tiazoles/química , Tiazoles/farmacologíaRESUMEN
The synthesis of 54 3-phenacyl-5-benzylidene-thiazolidine-2,4-diones is reported. Eight of them were tested for anti-oedema, analgesic and anticonvulsant activity. Only one compound showed significant anti-oedematous and analgesic activity. Three compounds protected against tonic seizures and death.
Asunto(s)
Antiinflamatorios no Esteroideos/síntesis química , Tiazoles/síntesis química , Animales , Antiinflamatorios no Esteroideos/farmacología , Anticonvulsivantes/síntesis química , Anticonvulsivantes/farmacología , Cromatografía en Capa Delgada , Edema/inducido químicamente , Edema/prevención & control , Inmersión , Espectroscopía de Resonancia Magnética , Masculino , Espectrometría de Masas , Ratones , Ratas , Convulsiones/inducido químicamente , Convulsiones/prevención & control , Espectrofotometría Infrarroja , Tiazoles/farmacología , Tiazoles/toxicidadRESUMEN
Quantitative structure-activity relationships are described for twenty six title compounds. Five compounds exhibit a significant hypoglycemic activity like insulin used as standard. The aim of the present paper is to investigate the contribution of the different substituents in the biological activity. The application of Fujita-Ban and Hansch models has shown that lipophilic and electronic parameters seem to be the best explanation of variance of biological data.
Asunto(s)
Hipoglucemia/inducido químicamente , Imidazoles/farmacología , Tiazoles/farmacología , Animales , Femenino , Masculino , Ratones , Relación Estructura-ActividadRESUMEN
Quantitative structure activity relationships of 2-amino-3-carboxylic acid ethyl ester thiophene derivatives are described. These compounds exhibit a weak anti-edema activity and a more significant analgesic activity relative to acetylsalicylic acid and oxyphenylbutazone. The application of statistical analysis has shown that for analgesic activity, lipophilic parameters and molar refractivity seem to be the parameters giving the best explanations of variances of biological data for eight compounds, the lipophilicity exhibits a degree of correlation of 81.9% regarding anti-inflammatory activity.