5-Methoxytryptamine and L-tryptophan methyl ester were acylated with maloni
c acid, dimethyl malonate, or succinic anhydride to produce the correspondi
ng N, N'-dicarbonyl-tryptamine derivatives. The analgesic activity was eval
uated by the tail flick test. All of the compounds exhibited desirable anal
gesic potency. This result is consistent with that of N-(N-acetyl-L-tryptop
hanyl)-5-methoxytryptamine and confirmed that introducing substituted trypt
amine into the amide chain of melatonin does enhance analgesic potency.