RESUMO
New ester, acetamide and aminomethylacetamide derivatives of 3-benzoxazolin-2-one and its 5- and 6-chloro derivatives, 2-methyl-l-benzimidazole, and of 1- and 2-benzotriazole were obtained. Pharmacological screening has shown that amides VII, VIII, XI and XII exert slight deppressory effects on the central nervous system.
Assuntos
Acetatos/farmacologia , Benzimidazóis/farmacologia , Benzoxazóis/farmacologia , Atividade Motora/efeitos dos fármacos , Triazóis/farmacologia , Acetatos/síntese química , Animais , Benzimidazóis/síntese química , Benzoxazóis/síntese química , Fenômenos Químicos , Química , Depressão Química , Avaliação Pré-Clínica de Medicamentos , Camundongos , Atividade Motora/fisiologia , Triazóis/síntese químicaRESUMO
Either the alkylation of 5(6)-nitro-benzimidazoles (R = H, CH3) or the nitration of 1-alkyl-benzimidazoles afforded corresponding mixtures of 1-alkyl-5-nitro- and 1-alkyl-6-nitro-benzimidazoles (III, IV, VII, VIII, XI). Fractional crystallization from water was employed for isolation of 6-nitro isomers V, VI and IX from mixtures III, IV and VII. On the other hand, application of this isolation method to mixtures VIII and XI proved unsuccessful. 6-Nitro-compound X and 5-nitro derivatives XIII and XV were obtained by direct syntheses. From calibration curves depicting dependence of absorbance of the mixtures upon their composition, percentage ratios of 5-nitro to 6-nitro isomers in the mixtures were estimated. Usefulness of thin-layer chromatography, and UV and IR spectrometry for identification of 5-nitro and 6-nitro isomers was stated; e. g. 5-nitro isomers have higher epsilon values, while 6-nitro isomers exhibit two vmax values of the benzene ring. Compounds IV, IX and X proved to exert antihelminthic, antibacterial and antiphlogistic activities.
Assuntos
Infecções Bacterianas/tratamento farmacológico , Benzimidazóis/uso terapêutico , Infecções por Nematoides/tratamento farmacológico , Nitrocompostos/uso terapêutico , Animais , Anti-Infecciosos , Anti-Inflamatórios não Esteroides , Antinematódeos , Benzimidazóis/síntese química , Fenômenos Químicos , Química , Avaliação Pré-Clínica de Medicamentos , Inflamação/tratamento farmacológico , Camundongos , Nitrocompostos/síntese químicaAssuntos
Isoxazóis/síntese química , Oxazóis/síntese química , Animais , Antinematódeos , Antitricômonas , Fenômenos Químicos , Química , Depressão/induzido quimicamente , Avaliação Pré-Clínica de Medicamentos , Humanos , Isoxazóis/farmacologia , Camundongos , Morfolinas/síntese química , Morfolinas/farmacologia , Nematoides/efeitos dos fármacos , Piperazinas/síntese química , Piperazinas/farmacologia , Piperidinas/síntese química , Piperidinas/farmacologia , Trichomonas vaginalis/efeitos dos fármacosRESUMO
The acylation courses of 5-bromo and 5,7-dibromo derivatives of benzoxazolin-2--one (BO) and isomeric 3-hydroxy-1,2-benzisoxazoles (BIO) with acetic anhydride, benzoyl chlorides and alkyl chloroformates were investigated. In view of principal course of N-acylation in BO-and O-acylation in BIO-group some of the newly obtained compounds, namely 5,7-Br2-2-(o-chlorobenzoyloxy)-BO (5a) and N-alkoxycarbonyl BIO (22a--27a) make the exceptions. Compounds 25a and 26a were found to possess relatively the most intensive depressant action on the CNS.
