RESUMO
Some new pyrazolo[3,4-b]pyrazines and related heterocycles were synthesized and evaluated for their antifungal and antiparasitic activities. The key intermediate, 6-amino-3-methyl-1-phenyl-1H-pyrazolo[3,4-b]pyrazine-5-carbonitrile (3) was obtained in a one-pot synthesis via the reaction of 5-amino-3-methyl-4-nitroso-1-phenylpyrazole 2 with malononitrile.
Assuntos
Antifúngicos/síntese química , Parasitos/efeitos dos fármacos , Pirazinas/síntese química , Pirazóis/síntese química , Animais , Antifúngicos/farmacologia , Fungos/efeitos dos fármacos , Leishmania/efeitos dos fármacos , Espectroscopia de Ressonância Magnética , Testes de Sensibilidade Microbiana , Pirazinas/farmacologia , Pirazóis/farmacologia , Espectrofotometria Infravermelho , Trichomonas vaginalis/efeitos dos fármacosRESUMO
The aminoimidazolinyl derivative 3 was synthesized using the pyrazole amino aldehyde 1 as a starting material. Compound 3 has been used as a key intermediate in the synthesis of the title compounds.
Assuntos
Compostos Policíclicos/síntese química , Pirazóis/síntese química , Piridinas/síntese química , Espectroscopia de Ressonância Magnética , Espectrofotometria InfravermelhoRESUMO
1,3-Diphenyl-1 H-pyrazole-4-carboxaldehyde (1) was reacted with barbituric acid, thiobarbituric acid, some activated nitriles and/or acetophenone to give the condensation products 2a, b, 3a-c and 4, respectively. The reaction of 1 with hydrazine hydrate, semicarbazide or thiosemicarbazide afforded the corresponding azomethines 5a-c. The compounds 3a, b, 4 and 5a, c were subjected for different sequence reactions to produce the title compounds. The antibacterial and antifungal activity of some selected derivatives were evaluated.
