NEW MATERIAL:A cyclocondensation quinone derivative shown by formula I (R1, R2 and R3 are H, methyl or methoxy; R4 is hydroxymethyl or carboxyl which may be amidated or esterified; X is H, halogen, lower alkyl or methoxy; Y is CH2 or O) or a hydroquinone derivative thereof.
EXAMPLE: 1,2,3,4-Tetrahydro-4-(3,4-dimethoxy-6-methyl-2,5-benzoquinonyl)-2- naphthoic acid.
USE: A drug useful for improving and treating diseases based on organic disorder in the brain. A small of the drug is orally administered. Low toxicity.
PREPARATION: For example, a substituted benzaldehyde is reacted with succinic anhydride to give a butyrolactonecarboxylic acid derivative shown by formula II, which is esterified, reduced and then subjected to ring closure to give a tetralone derivative shown by formula IV. This derivative is reduced and treated with a dehydrating condensation agent to give a lactone shown by formula VI, which is condensed with a hydroquinone derivative shown by formula VII to give a compound shown by formula I wherein Y=CH2.
SUZUKI KENJI
SATO FUMIO
MIYANO SEIJI
SUMOTO KUNIHIRO
