579-58-8Relevant articles and documents
Synthesis and pharmacological evaluation of piperidine (piperazine)-amide substituted derivatives as multi-target antipsychotics
Huang, Ling,Gao, Lanchang,Zhang, Xiaohua,Yin, Lei,Hu, Jintao,Song, Ting,Chen, Yin
, (2020/09/01)
We report the optimisation of a series of novel amide-piperidine (piperazine) derivatives using the multiple ligand approach with dopamine and serotonin receptors. Of the derivatives, compound 11 exhibited high affinity for the D2, 5-HT1A, and 5-HT2A receptors, but low affinity for the 5-HT2C and histamine H1 receptors and human ether-a-go-go-related gene (hERG) channels. In vivo, compound 11 reduced apomorphine-induced climbing, MK-801-induced hyperactivity and DOI-induced head twitching without observable catalepsy, even at the highest dose tested. In addition, it exhibited suppression in a CAR test. Furthermore, in a novel object recognition task, it displayed procognition properties. Therefore, compound 11 is a promising candidate multi-target antipsychotic.
Heterocyclic compounds
-
, (2008/06/13)
The use of compounds of formula (IIA) where R3 is halogen, CF3 or methyl, R4′is methyl or ethyl; and, R5′is OR6 or -NHSO2R7 wherein R6 is hydrogen, optionally substituted C1
Formation and Reactions of the Cyclic Tautomers of Tryptophans and Tryptamines. VII. Hydroxylation of Tryptophans and Tryptamines
Taniguchi, Mikio,Anjiki, Tomiko,Nakagawa, Masako,Hino, Tohru
, p. 2544 - 2554 (2007/10/02)
The 5-hydroxytryptophan derivative 12 was prepared in 60percent yield from the tryptophan derivative 8 by selective oxidation of the cyclic tautomer 9 with Fremy's salt or Pb(OAc)4-CF3COOH to the p-quinoneimine 10, followed by reduction and ring-opening.By analogous oxidation, serotonin was prepared from tryptamine.On the other hand, the oxidation of the Na-acetyl-cyclic tautomers (16 and 22) with Pb(OAc)4-CF3COOH followed by methylation gave the 5- and 6-methoxy derivatives (17, 18, 23, and 24) in 20-40percent yields.These compounds were readily converted to the 5- and 6-methoxytryptophan derivatives (20, 21) by acid treatment.These methods are the first practical hydroxylation procedures to be reported for tryptophans.Keywords: 5-hydroxytryptophan; methoxytryptophan; cyclic tautomer; tryptophan; oxidation; hydroxylation; lead tetraacetate; Fremy's salt.