RT Journal Article
SR Electronic
T1 NICOTINIC AND MUSCARINIC ACTIVITY OF PHENACYL AND PHENYLALKYL TRIMETHYLAMINES
JF Journal of Pharmacology and Experimental Therapeutics
JO J Pharmacol Exp Ther
FD American Society for Pharmacology and Experimental Therapeutics
SP 70
OP 75
VO 137
IS 1
A1 Wong, K. C.
A1 Long, J. P.
YR 1962
UL http://jpet.aspetjournals.org/content/137/1/70.abstract
AB Some derivatives of phenacyltrimethylammonium and other aromatic trimethylammonium compounds were prepared. Their activity was studied on the blood pressure of dlogs with and without pretreatment with atropine, and on the contractions of isolated rabbit ilea. The nicotinie activity of phenacyl derivatives decreased as the electron density about the carbonyl oxygen decreased. The phenylalkyl derivatives demonstrated the importance of electronic and spatial properties that are required for nicotinic and muscaninie activity. The structural requirements for muscarinic activity seem to be more specific than that for nicotinic activity. Compounds having a distance approximately equal to three carbon atoms between the phenyl group and the quaternary nitrogen demonstrated greater nicotinic activity; and the nicotinic activity was further increased if the atom adjacent to the phenyl ring possessed a partial negative charge. Muscarinic activity was most prominent when only one carbon atom exists between the phenyl group and the quaternary nitrogen.