4-Ethoxycarbonyloxy-3,5-dimethoxybenzanilide (I), 3-dimethylamino-benzanilide (II), N(3,4-dimethoxyphenethyl)-4-ethoxycarbonyloxy- 3,5-dimethoxybenzamide (III), N-(3,4-dimethoxyphenethyl)-3-dimethylaminobenzamide (IV), 4-(3,4,5-trimethoxybenzoyloxy)- benzanilide (V), 4-(4-ethoxycarbonyloxy-3,5-dimethoxybenzoyloxy)- benzanilide (VI), 3-acetoxy-N-(3,4-dimethoxyphenethyl)cyclohexane- carboxyamide
... [Show full abstract] (VII), 3-anisoyloxy-N-(3,4-dimethoxyphenethyl)cyclo- hexanecarboxyamide (VIII), N-(3,4-dimethoxyphenethyl)-3-veratroyl- oxycyclohexanecarboxyamide (IX), N-(3,4-dimethoxyphenethyl)-3- trimethoxybenzoyloxycyclohexanecarboxyamide (X), and N-(3,4-dimethoxyphenethyl)-4-trimethoxy benzoyloxycyclohexanecarboxyamide (XI) have been prepared. Eight of the compounds, I-VII and X, were compared with reserpine for their ability to potentiate barbiturate hypnosis in mice and to deplete the 5-hydroxytryptamine content of rat brain. None of them lowered the brain 5-hydroxytryptamine content but several showed barbiturate potentiation. Compound V was the most potent of the series in producing potentiation of barbiturate hypnosis, being about one tenth as action as reserpine.