83254-81-3Relevant academic research and scientific papers
A Novel Class of "GABAergic" Agents: 1-Aryl-3-(aminoalkylidene)oxindoles
Sarges, Reinhard,Howard, Harry R.,Koe, B. Kenneth,Weissman, Albert
, p. 437 - 444 (2007/10/02)
Antagonism of mercaptopropionic acid (MPA) induced convulsions, reflecting a GABAergic mechanism, was observed in a series of 1-aryl-3-(aminoalkylidene)oxindoles.Optimal MPA antagonism was associated with 3-halo, 3-alkyl, and/or 4-alkoxy substituents in the pendant aryl ring and with (dimethylamino)methylene, 1-(dimethylamino)ethylidene and N-methyl-2-pyrrolidinylidene side chains.The precise mechanism of action of these agents is unclear at this time; however, they are not GABA mimics and they do not affect GABA levels.Like other GABAergic agents, these compounds are potent enhancers of benzodiazepine binding and they antagonize cyclic GMP elevations induced by isoniazid.Compounds from this series may therefore have potential therapeutic utility as anticonvulsants or anxiolytics.
MONO(m-SUBSTITUTED) CHLOROACETYLDIARYLAMINES IN THE STOLLE REACTION
Przheval'skii, N. M.,Grandberg, I. I.
, p. 716 - 719 (2007/10/02)
The effect of substituted (OCH3, Cl) on the ratio of the isomeric N-aryloxindoles formed in the Stolle reaction from mono(m-substituted) chloroacetyldiarylamines was studied.It was shown by means of gas-liquid chromatography (GLC) and PMR spectroscopy that in the case of the methoxy group electrophilic substitution occurs only in the ring activated by the substituent.The presence of a halogen atom leads only to 1-(m-chlorophenyl)oxindole.The results show that high selectivity of the attack by the carbonium ion on the phenyl rings with electron-donor and electron-acceptor substituents is also retained in the case of intramolecular electrophilic substitution under conditions of kinetic control.
