RESUMO
The synthesis of eight new 1-(R-pyridazinil)-3-methyl-4-(R-phenylazo)-5-pyrazolone, the structure of which was confirmed by the results of the physicochemical analysis, is presented. The preliminary tests for determining their biological action have revealed a moderate antimicrobial activity.
Assuntos
Anti-Infecciosos/síntese química , Pirazóis/síntese química , Sulfanilamidas/síntese química , Antibacterianos , Anti-Infecciosos/química , Anti-Infecciosos/farmacologia , Bactérias/efeitos dos fármacos , Candida albicans/efeitos dos fármacos , Fenômenos Químicos , Físico-Química , Testes de Sensibilidade Microbiana , Pirazóis/química , Pirazóis/farmacologia , Piridinas/síntese química , Piridinas/química , Piridinas/farmacologia , Relação Estrutura-Atividade , Sulfanilamidas/química , Sulfanilamidas/farmacologia , Tiazóis/síntese química , Tiazóis/química , Tiazóis/farmacologiaRESUMO
By the reaction of p-bromo-phenacyl bromide on the 3,8-dimethyl- and the 3,8-di-methoxy-benzocinnoline, a cycloimmonium salts was obtained which, in the presence of triethylamine, was converted to benzocinnolinium-phenacylides. The existence in situ of the ylids was furnished evidence of the 3+2 dipolar cyclo- addition reactions with various dipolarophiles, such dimethyl and diethyl acetylenedicarboxylate, diethyl propiolate and also with diethyl azodicarboxylate. Thus, the application of the 1.3-dipolar additions is a successful route for the synthesis of some new bicyclic two nitrogen bridged systems.
Assuntos
Acetofenonas/síntese química , Anti-Infecciosos Locais/síntese química , Reação de Cicloadição , Fenantrenos/síntese química , Quinolonas/síntese química , Alcinos/síntese química , Anti-Infecciosos Locais/farmacologia , Reação de Cicloadição/métodos , Etilaminas/síntese química , Propionatos/síntese química , Quinolonas/farmacologia , Espectrofotometria InfravermelhoRESUMO
The conditions for obtaining and the properties of some new diazabicyclic compounds is the new step in our investigation on the benzocynoline derivatives. The structure of the new compounds was confirmed by elementary (C, H, N) and spectral analyses. The antimicrobial tests evidenced that part of the newly synthetized compounds have a good antifungal action.
Assuntos
Anti-Infecciosos/farmacologia , Fenantrolinas/farmacologia , Pirazóis/farmacologia , Tetrazóis/farmacologia , Antibacterianos , Anti-Infecciosos/química , Bactérias/efeitos dos fármacos , Fungos/efeitos dos fármacos , Testes de Sensibilidade Microbiana , Fenantrolinas/química , Pirazóis/química , Relação Estrutura-Atividade , Tetrazóis/químicaRESUMO
This paper presents the synthesis of six hydrazones obtained by treating 5-methyl-isatin or 1-morpholino methyl-5-methyl-isatin with 3-(R-phenyl)-6-hydrazino-pyridazine (R = OCH3, Cl, Br) and two complex combination with copper, derived from 3-(p-anisyl-pyridazinyl)-hydrazone-5-methyl-indoline-2- one. The structure of the new compounds was confirmed by the results of the quantitative elementary and IR, UV-VIS spectral analysis. The biological tests point out that product VI, in which a copper atom binds two molecules of 3-(p-anisyl-pyridazinyl)-hydrazono-5-methyl-indoline-2-one, has a considerable antiinflammatory activity, giving a inflammation inhibition of 39, 6%. All the synthetized compounds have a moderate antimicrobial activity against Candida albicans.
Assuntos
Anti-Infecciosos/síntese química , Anti-Inflamatórios/síntese química , Hidrazinas/química , Hidrazonas/síntese química , Isatina/análogos & derivados , Piridazinas/química , Animais , Antibacterianos , Anti-Infecciosos/farmacologia , Anti-Infecciosos/uso terapêutico , Anti-Infecciosos/toxicidade , Anti-Inflamatórios/farmacologia , Anti-Inflamatórios/uso terapêutico , Anti-Inflamatórios/toxicidade , Candida albicans/efeitos dos fármacos , Carragenina , Fenômenos Químicos , Físico-Química , Avaliação Pré-Clínica de Medicamentos , Escherichia coli/efeitos dos fármacos , Hidrazonas/farmacologia , Hidrazonas/uso terapêutico , Hidrazonas/toxicidade , Inflamação/induzido quimicamente , Inflamação/tratamento farmacológico , Isatina/química , Camundongos , Staphylococcus aureus/efeitos dos fármacos , Relação Estrutura-AtividadeRESUMO
This paper presents a synthesis about some hydrazones, formazans and copper's complexes combinations. The structure of the new compounds was confirmed by the results of the quantitative elementary and IR spectral analysis. The antimicrobial and antiinflammatory activities were investigated.
Assuntos
Formazans/farmacologia , Hidrazonas/farmacologia , Bactérias/efeitos dos fármacos , Candida albicans/efeitos dos fármacos , Formazans/síntese química , Formazans/química , Hidrazonas/síntese química , Hidrazonas/química , Testes de Sensibilidade Microbiana/estatística & dados numéricos , Relação Estrutura-AtividadeRESUMO
This paper presents the synthesis of some tetrazolium salts and metal complexes combinations, which are derived from aromatic and heterocyclic formazans. Elemental quantitative analyses and spectral data confirmed the structure of the new synthesized compounds. The new synthesized compounds were submitted to microbiological tests.
Assuntos
Anti-Infecciosos/síntese química , Formazans/síntese química , Sais de Tetrazólio/síntese química , Antibacterianos , Anti-Infecciosos/química , Anti-Infecciosos/farmacologia , Bactérias/efeitos dos fármacos , Candida albicans/efeitos dos fármacos , Fenômenos Químicos , Físico-Química , Formazans/química , Formazans/farmacologia , Testes de Sensibilidade Microbiana/estatística & dados numéricos , Sais de Tetrazólio/química , Sais de Tetrazólio/farmacologiaRESUMO
This paper presents the synthesis of six hydrazones from isatin and 1-morpholinomethyl-isatin and also of their six cooper's complex salts. Their structure was confirmed by the results of the quantitative elemental analysis and by IR, UV-VIS spectral analysis. The biological tests point out that cooper's complex salt of 3-(3'-phenyl-pyridazinylhydrazono)-5-methyl-indoline-2-one (1:2) (VI a) has the smallest toxicity (DMT over 800 mg/kg.w. p.o.), a remarkable anti-inflammatory activity (inhibition 57.1%, IAR 1.1) and also a gastroprotector coefficient of 43.3%. In the mean time, the cooper's complex salt of 3-(3'-p-anisyl-pyridazinyl-hydrazono)-5-methyl-ind oline-2-one (1:2) (VI b) has a gastroprotector coefficient of 76.3% and a lower anti-inflammatory activity than the first derivative (inhibition 36.9%).
Assuntos
Anti-Inflamatórios/síntese química , Isatina/análogos & derivados , Piridazinas/síntese química , Animais , Anti-Inflamatórios/química , Anti-Inflamatórios/uso terapêutico , Anti-Inflamatórios/toxicidade , Carragenina , Avaliação Pré-Clínica de Medicamentos , Edema/induzido quimicamente , Edema/tratamento farmacológico , Feminino , Inflamação/induzido quimicamente , Inflamação/tratamento farmacológico , Isatina/química , Masculino , Camundongos , Piridazinas/química , Piridazinas/uso terapêutico , Piridazinas/toxicidadeRESUMO
The paper presents a synthesis of six new Mannich bases, five hydrazones derived from 1-piperidino-methyl-5-R-isatin and three copper complex compounds of 3-(3'-R-phenyl-pyridazinil-hydrazone)-indoline-2-ones (R=H, CH3, OCH3). The structure of the new compounds was confirmed by the results of the elementary and spectral analysis. Pharmacodynamic studies indicated that copper complex compounds present effective biological properties. Thus, it can be seen that the experimental carrageenan-induced inflammatory oedema was 58.3% inhibited by the complex V (R=CH3) after oral administration. Antimicrobial tests revealed that only compound V (R=OCH3) shows a moderate antimicrobial activity against the gram-positive and gram-negative bacteria, used in the test.