Characterization of orally active nonpeptide vasopressin V(2) receptor agonist. Synthesis and biological evaluation of both the (5R)- and (5S)-enantioisomers of 2-[1-(2-Chloro-4-pyrrolidin-1-yl-benzoyl)-2,3,4,5-tetrahydro-1H-1-benzazepin- 5-yl]-N-isopropylacetamide

Autor:	Kazumi, Kondo, Keizo, Kan, Yoshihisa, Tanada, Masahiko, Bando, Tomoichi, Shinohara, Muneaki, Kurimura, Hidenori, Ogawa, Shigeki, Nakamura, Takahiro, Hirano, Yoshitaka, Yamamura, Masaru, Kido, Toyoki, Mori, Michiaki, Tominaga
Rok vydání:	2002
Předmět:	Radioligand Assay Receptors Vasopressin Structure-Activity Relationship Cyclic AMP Administration Oral Animals Humans Rats Brattleboro Stereoisomerism Crystallography X-Ray HeLa Cells Rats
Zdroj:	Journal of medicinal chemistry. 45(17)
ISSN:	0022-2623
Popis:	The synthesis and evaluation of both the (R)- and (S)-enantioisomers about the 5-position on a tetrahydro-1H-1-benzazepine derivative were described. The absolute configuration of the (R,R)-isomer (10) was determined by X-ray crystallographic analysis. After evaluation of both enantiomers (compounds R-2, S-2) for binding affinity, cAMP accumulation, and an in vivo study using Brattleboro rats, R-2 showed more potent activity as a V(2) receptor agonist than S-2.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=pmid________::cfd61a2156c18a7ee7c75fa0a49ec554 https://pubmed.ncbi.nlm.nih.gov/12166952 Zobrazit plný text záznamu