Conformation of a trans-Diaxial Decalin Analog of Acetylcholine

The three-dimensional structure of 3(a)-dimethylamino-2(a)-acetoxy-trans-decalin methiodide was determined by X-ray crystallographic analysis. The spatial disposition of the N+—C—C—O grouping of atoms was found to be anticlinal (147°). A conformation of + 150 ± 15° for this linkage is felt to be one...

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Veröffentlicht in:	Journal of pharmaceutical sciences 1971-09, Vol.60 (9), p.1364-1367
Hauptverfasser:	Shefter, Eli, Smissman, E.E.
Format:	Artikel
Sprache:	eng
Schlagworte:	3(a) - Dimethylamino - 2(a) - acetoxy - trans - decalin methiodide-conformational X-ray analysis 3(a) - Dimethylamino - 2(a) - acetoxy - trans - decalin methiodide—conformational X-ray analysis, muscarinic potency 3(a)-dimethylamino-2(a)-acetoxy-trans-decalin methiodide Acetylcholine Chemistry, Pharmaceutical Models, Structural muscarinic potency Muscarinic potency-acetylcholine-decalin analog conformation Naphthalenes - analysis Parasympathomimetics - analysis Stereoisomerism X-ray crystallography-conformation X-ray crystallography—conformation, 3(a)-dimethylamino-2(a)-acetoxy-trans-decalin methiodide X-Ray Diffraction
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Beschreibung
Zusammenfassung:	The three-dimensional structure of 3(a)-dimethylamino-2(a)-acetoxy-trans-decalin methiodide was determined by X-ray crystallographic analysis. The spatial disposition of the N+—C—C—O grouping of atoms was found to be anticlinal (147°). A conformation of + 150 ± 15° for this linkage is felt to be one of a number of factors important in influencing the muscarinic potency and hydrolytic activity of a cholinergic ligand.
ISSN:	0022-3549 1520-6017
DOI:	10.1002/jps.2600600916