Abstract
The title compound was synthesized, characterized by1H nmr, and crystallized for x-ray crystallography. The antimuscarinic potency of the title compound was about equipotent to aprophen or atropine in inhibiting acetylcholine-induced contraction of guinea pig ileum (KB=4.5 nM) and in inhibiting carbachol-stimulated release ofα-amylase from rat pancreatic acinar cells (Ki=1.4nM), and in inhibiting the binding of [N-methyl-3H]scopolamine to cerebral cortex (Ki=6.6nM). In the crystal, the O-C-C-C-N+ segment adopted a gauche-gauche configuration resulting in an N+⋯O (carbonyl) distance of 5.001(9)A, a distance comparable to that in aprophen. The ether oxygen atom is buried rendering it inaccessible for interaction with the muscarinic receptor. The carbonyl oxygen atom is exposed to the surface of the molecule and is readily accessible for intermolecular interactions. The similarity in biological activities of the title compound and aprophen is congruous with their similar N+⋯O (carbonyl) distances.
Sign-in/Register to access full text options 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callMore From: Journal of Crystallographic and Spectroscopic Research
Disclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
