RESUMO
A number of spiro[1,3-dioxolane-2,3'-indolin]-2'-ones were synthesized and tested for anticonvulsant activity in the maximal electroshock seizure (MES) and pentylenetetrazole seizure threshold (sc-Met) tests. 5'-Chlorospiro[1,3-dioxolane-2,3'-indolin]-2'-one was the most active compound in the MES test and had ED50 = 27.97 mg/kg. Structural analogues spiro[1,3-dioxane-2,3'-indolin]-2'-one, spiro[1,3-dithiolane-2,3'-indolin]-2'-one, spiro[indoline-3,2'-[1,3]-oxathiolan]-2-one, and 3,3-dimethoxyindolin-2-one were also evaluated for anticonvulsant activity. Almost all compounds submitted for screening exhibited the ability to protect mice against electrically and chemically induced seizures. The ED50 and TD50 values for some of the title compounds are reported. Anticonvulsant screenings were carried out through NINCDS, NIH.
Assuntos
Anticonvulsivantes/síntese química , Indóis/síntese química , Animais , Anticonvulsivantes/toxicidade , Fenômenos Químicos , Química , Avaliação Pré-Clínica de Medicamentos , Indóis/farmacologia , Indóis/toxicidade , Masculino , Camundongos , Equilíbrio Postural/efeitos dos fármacos , Convulsões/tratamento farmacológico , Relação Estrutura-AtividadeRESUMO
Substituted isatins were condensed with acetone and other ketones to give analogs of 3-hydroxy-3-acetonyloxindole. Some of these alcohols were dehydrated. Several compounds with anticonvulsant activity were obtained.
Assuntos
Acetona , Anticonvulsivantes/síntese química , Indóis , Isatina , Fenômenos Químicos , Química , Avaliação Pré-Clínica de Medicamentos , Ácido Hidroxi-Indolacético/análogos & derivadosRESUMO
6,7-Dimethoxyphthalazine was obtained in four steps from veratric acid and converted to its Reissert compound. Alkylation of this Reissert compound with 3,4-dimethoxybenzyl chloride followed by hydrolysis gave 3-azapapaverine.
Assuntos
Papaverina/análogos & derivados , Ftalazinas , Piridazinas , Papaverina/síntese químicaRESUMO
Substituted isatins and substituted acetophenones were condensed to give analogs of 3-hydroxy-3-phenacyloxindole. These alcohols were dehydrated, and the alkene was reduced. None of the products had the level of anticonvulsant activity exhibited by the parent compound.
Assuntos
Indóis/síntese química , Animais , Anticonvulsivantes/síntese química , Eletrochoque , Indóis/farmacologia , Oxindóis , Pentilenotetrazol/antagonistas & inibidores , Fenilacetatos/síntese química , Fenilacetatos/farmacologiaRESUMO
A number of 3-alkyl-1,3,4,6,7,11b-hexahydro-9,10-dimethoxy-2H-benzo[a]2-quinolizinones and 2-substituted 3-ethyl-1,3,4,6,7,11b-hexahydro-9,10-dimethoxy-2H-benzo[a]quinolizines were prepared and submitted for antineoplastic and anticonvulsant screening.
Assuntos
2-etil-1,3,4,6,7,11b-hexaidro-3-isobutil-9,10-dimetoxi-2H-benzo(a)quinolizin-2-ol/síntese química , Antineoplásicos/síntese química , Quinolizinas/síntese química , 2-etil-1,3,4,6,7,11b-hexaidro-3-isobutil-9,10-dimetoxi-2H-benzo(a)quinolizin-2-ol/análogos & derivados , 2-etil-1,3,4,6,7,11b-hexaidro-3-isobutil-9,10-dimetoxi-2H-benzo(a)quinolizin-2-ol/farmacologia , 2-etil-1,3,4,6,7,11b-hexaidro-3-isobutil-9,10-dimetoxi-2H-benzo(a)quinolizin-2-ol/uso terapêutico , Animais , Anticonvulsivantes/síntese química , Antineoplásicos/uso terapêutico , Leucemia L1210/tratamento farmacológico , Leucemia Experimental/tratamento farmacológicoRESUMO
Several new isoquinolines were prepared using Reissert compounds. A few compounds were screened, and they exhibited no antineoplastic activity.
