130259-91-5Relevant articles and documents
POTENTIAL NEUROLEPTICS OF THE ORTHOPRAMIDE SERIES; SYNTHESIS OF HETEROCYCLIC 5-AMINO-2-METHOXYBENZAMIDES AND OF SOME RELATED COMPOUNDS
Valenta, Vladimir,Holubek, Jiri,Svatek, Emil,Matousova, Oluse,Metysova, Jirina,Protiva, Miroslav
, p. 1297 - 1310 (2007/10/02)
2-Methoxy-5-nitrobenzoyl chloride was reacted with 2-(aminoethyl)-1-ethylpyrrolidine, 3-amino-1-ethylpiperidine, 4-amino-1-benzylpiperidine, 1-benzylpiperazine, and 1-amino-4-benzylpiperazine and gave the N-substituted 2-methoxy-5-nitrobenzamides VIa-VIe.Their reduction with hydrazine hydrate and Raney nickel in ethanol afforded the corresponding 5-amino-2-methoxybenzamides VIIa-VIIe.The amino amides VIIb and VIIc were transformed to methylamino compounds XIb and XIc via the 4-toluenesulfonamides VIIIb and VIIIc and the N-methyl-4-toluenesulfonamides Xb and Xc.The N-(1-benzyl-4-piperidinyl)amides VIc, VIIc, and XIc were found to be mild neuroleptics having antiapomorphine, some cataleptic and some ataxic activity.