Indolo-(1,5)-naphthyridine derivs. - having antianoxia and psychotropic activities

Naphthyridine derivs. of formula (I), as racemates or optical isomers, and their suitable salts with acids are new. In (I) R1=H, 1-4C alkyl, 2-oxopropyl, 2-hydroxypropyl, 3-oxobutyl, 3-hydroxybutyl, cyclopropyl methyl, benzyl (opt. halogenated esp. by F or Cl), acetyl, cyclopropylcarbonyl, benzoyl o...

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Main Author HENRY NAJER, G. GABOR, ISTVAN KOLETAR, REGIS DUPONT, JEAN, PIERRE, GASTON LEFEVRE, DON PIERRE, RENE, LUCIEN GIUDICELLI ET CLAUDE, CONSTANT, HENRI MOREL
Format Patent
LanguageEnglish
French
Published 30.12.1977
Subjects
CHEMISTRY
HETEROCYCLIC COMPOUNDS
METALLURGY
ORGANIC CHEMISTRY
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Summary:Naphthyridine derivs. of formula (I), as racemates or optical isomers, and their suitable salts with acids are new. In (I) R1=H, 1-4C alkyl, 2-oxopropyl, 2-hydroxypropyl, 3-oxobutyl, 3-hydroxybutyl, cyclopropyl methyl, benzyl (opt. halogenated esp. by F or Cl), acetyl, cyclopropylcarbonyl, benzoyl or (CH2)nR1. R2=H, halo, CH3 or CH3O. R6=H or COR7. R3=CH3 or C2H5, and R4=OH or H and R5=H, or R3+R4=oxo and R5=H, or R3=CH3 or C2H5 and R4+R5=an additional C-C bond. n=1 or 2. R1=(m)ethoxycarbonyl or CN. R7=OH, 1-4C alkoxy, NH2(opt. substd. by 1 or 2 CH3 or by one cyclopropyl). The following cpds. are excluded: R3+R4=oxo; (a) R1=H=R6 and R2=10-CH3O and (b) R1=R2=R6=H; but when R6=alkoxycarbonyl stereoisomers are included. Dose is 10-100 mg/day. In an example methyl 1,2,3,3a,4,5,-hexahydro-3-methyl-6-oxo-6H-indolo 3,2,1-de 1,5 naphthyridine-4-carboxylate was prepd. fron Nb-methyltryptamine and diethyl alpha-formyl succinate.
Bibliography:Application Number: FR19760016445