RESUMEN
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.
Asunto(s)
Anticonvulsivantes/síntesis química , Indoles/síntesis química , Animales , Anticonvulsivantes/toxicidad , Fenómenos Químicos , Química , Evaluación Preclínica de Medicamentos , Indoles/farmacología , Indoles/toxicidad , Masculino , Ratones , Equilibrio Postural/efectos de los fármacos , Convulsiones/tratamiento farmacológico , Relación Estructura-ActividadRESUMEN
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.
Asunto(s)
Papaverina/análogos & derivados , Ftalazinas , Piridazinas , Papaverina/síntesis químicaRESUMEN
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.
Asunto(s)
Indoles/síntesis química , Animales , Anticonvulsivantes/síntesis química , Electrochoque , Indoles/farmacología , Oxindoles , Pentilenotetrazol/antagonistas & inhibidores , Fenilacetatos/síntesis química , Fenilacetatos/farmacologíaRESUMEN
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.
Asunto(s)
2-etil-1,3,4,6,7,11b-hexahidro-3-isobutil-9,10-dimetoxi-2H-benzo(a)quinolizin-2-ol/síntesis química , Antineoplásicos/síntesis química , Quinolizinas/síntesis química , 2-etil-1,3,4,6,7,11b-hexahidro-3-isobutil-9,10-dimetoxi-2H-benzo(a)quinolizin-2-ol/análogos & derivados , 2-etil-1,3,4,6,7,11b-hexahidro-3-isobutil-9,10-dimetoxi-2H-benzo(a)quinolizin-2-ol/farmacología , 2-etil-1,3,4,6,7,11b-hexahidro-3-isobutil-9,10-dimetoxi-2H-benzo(a)quinolizin-2-ol/uso terapéutico , Animales , Anticonvulsivantes/síntesis química , Antineoplásicos/uso terapéutico , Leucemia L1210/tratamiento farmacológico , Leucemia Experimental/tratamiento farmacológicoRESUMEN
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.
Asunto(s)
Acetona , Anticonvulsivantes/síntesis química , Indoles , Isatina , Fenómenos Químicos , Química , Evaluación Preclínica de Medicamentos , Ácido Hidroxiindolacético/análogos & derivadosRESUMEN
Several new isoquinolines were prepared using Reissert compounds. A few compounds were screened, and they exhibited no antineoplastic activity.