Absolute configuration of (-)-4-(3,4-dichlorophenyl)-4-(2-pyridyl)butanoicacid: essential information to determine crucial steric features of arpromidine-type histamine H-2 receptor agonists

Authors
Zabel, M Breu, J Rau, F Range, KJ Krey, V Uffrecht, A Buschauer, A
Citation
M. Zabel et al., Absolute configuration of (-)-4-(3,4-dichlorophenyl)-4-(2-pyridyl)butanoicacid: essential information to determine crucial steric features of arpromidine-type histamine H-2 receptor agonists, ACT CRYST C, 56, 2000, pp. 250-251
Citations number
13
Categorie Soggetti
Physical Chemistry/Chemical Physics
Journal title
ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS
ISSN journal
01082701 → ACNP
Volume
56
Year of publication
2000
Part
2
Pages
250 - 251
Database
ISI
SICI code
0108-2701(200002)56:<250:ACO(>2.0.ZU;2-Q
Abstract
The structural information gained from the study of the chiral building blo ck (R)-(-)-4-(3,4-dichlorophenyl)-4-(2-pyridyl)-butanoic acid-L-(-)-ephedri ne [methyl(1-hydroxy-1-phenyl-prop-2-yl)ammonium 4-(3,4-dichlorophenyl)-4-( 2-pyridyl)-butanoate], C10H16NO+. C15H12Cl2NO2-, can be used to deduce the absolute configuration of highly potent arpromidine-type histamine H-2 rece ptor agonists, as the chiral butanoic acid can be converted to (R)-(-)-3-(3 ,4-dichlorophenyl)-3-(2-pyridyl)propylamine and to the corresponding R-conf igured arpromidine analogue.