RESUMO
2-(1-Piperidino)- and 2-(4-methyl-1-piperazinyl)-6-methyl-3,4-pyridinedicarboximides (1, 2) react with N-phenylhydrazine yielding N-phenylamino-3,4-pyridinedicarboximides (7, 8). The same reaction with 1,6-dimethyl-2-oxo-1,2-dihydro- and 2-chloro-6-methyl-3,4-pyridinedicarboximides (3, 17) gives the salts of the corresponding N-phenylpyridopyridazines with phenylhydrazine (13, 18), which transform into N-phenylaminoimides (14, 19) during boiling in 80% acetic acid. Compounds 7, 8 and 14 isomerize to the corresponding 2-phenyl-1,4-dioxo(1,4,5-trioxo)-1,2,3,4-tetra(1,2,3,4,5,6-hexa) hydropyrido[3,4-d]pyridazines (9, 10, 15) under the influence of heating in alcoholic solution of C2H5ONa or CH3ONa. Only in the case of imide 19 are 2- and 3-phenyl isomers (20 and 21) formed under these conditions. Some of the obtained compounds were pharmacologically active.
Assuntos
Piridazinas/química , Piridazinas/síntese química , Animais , Anti-Infecciosos/síntese química , Anti-Infecciosos/química , Feminino , Injeções Intraperitoneais , Dose Letal Mediana , Masculino , Camundongos , Estrutura Molecular , Atividade Motora/efeitos dos fármacos , Piridazinas/farmacologia , Piridazinas/toxicidade , Ratos , Ratos Wistar , Relação Estrutura-AtividadeRESUMO
Synthesis of 2-substituted N-(4-phenyl-1 piperazinyl)propyl(butyl)- and N-2-hydroxy-3[4-phenyl(2-pyrimidinyl)-1-piperazinyl]propyl-6-methyl-3,4- pyridinedicarboximides [VI-XIV] is described. Some of them displayed depressive action on the central nervous system.
Assuntos
Compostos Heterocíclicos com 1 Anel/síntese química , Imidas/síntese química , Pirimidinas/síntese química , Animais , Pressão Sanguínea/efeitos dos fármacos , Sistema Nervoso Central/efeitos dos fármacos , Avaliação Pré-Clínica de Medicamentos , Feminino , Compostos Heterocíclicos com 1 Anel/farmacologia , Imidas/farmacologia , Dose Letal Mediana , Masculino , Camundongos , Atividade Motora/efeitos dos fármacos , Pirimidinas/farmacologia , Ratos , Ratos WistarRESUMO
The synthesis of N-aryl(pyrimidinyl)piperazinylalkyl(hydroxyalkyl) derivatives of 1,4-dioxo(1,4,5-trioxo)-1,2,3,4-tetra (and 1,2,3,4,5,6-hexa)hydropyrido[3,4-d]pyridazines is described. Some of them show biological activity in the preliminary pharmacological tests.
Assuntos
Psicotrópicos/síntese química , Piridazinas/síntese química , Piridinas/síntese química , Animais , Ansiolíticos/síntese química , Ansiolíticos/farmacologia , Anticonvulsivantes/síntese química , Anticonvulsivantes/farmacologia , Interações Medicamentosas , Feminino , Hemodinâmica/efeitos dos fármacos , Dose Letal Mediana , Espectroscopia de Ressonância Magnética , Masculino , Camundongos , Atividade Motora/efeitos dos fármacos , Medição da Dor/efeitos dos fármacos , Equilíbrio Postural/efeitos dos fármacos , Psicotrópicos/farmacologia , Piridazinas/farmacologia , Piridinas/farmacologia , Ratos , Ratos Wistar , Espectrofotometria InfravermelhoRESUMO
2-(1-Piperidino)- and 2-(4-methyl-1-piperazinyl)-6-methyl-3, 4-pyridinedicarboximides (1,2) react with CH3NH-NH2 yielding 3-methyl derivatives of the corresponding 1,4-dioxo-1,2,3,4-tetrahydropyrido[3,4-d] pyridazines (4,5). The same reaction with 1,6-dimethyl-2-oxo-1,2-dihydro-3,4- pyridinedicarboximide (3) affords 2-methyl derivative of the corresponding 1,4,5-trioxo-1,2,3,4,5,6- hexahydropyrido[3,4-d]pyridazine (8. Compounds 4,5 and 8 were transformed into their N-arylpiperazinylalkyl derivatives (13-18) on two ways. Some of them were active pharmacologically.
