Synthesis and biological evaluation of some 6-arylamidomorphines as analogues of morphine-6-glucuronide.
James M Macdougall, Xiao-Dong Zhang, Willma E Polgar, Taline V Khroyan, Lawrence Toll, John R Cashman
Index: Bioorg. Med. Chem. 12(22) , 5983-90, (2004)
Full Text: HTML
Abstract
A series of 6-beta-arylamidomorphines was synthesized and biologically evaluated. Various aryl substituents were introduced into the arylamidomorphines to examine substituent structure-activity relationships. Competition binding assays showed that compounds 10a-h bound to the mu opioid receptor with high affinity (0.2-0.6 nM). Functional assays showed that compounds 10a-h acted as full mu opioid receptor agonists. The ED(50) of compound 10e.HCl as an analgesic was 12.6 mg/kg in the tail flick latency test in the rat.
Related Compounds
Related Articles:
2014-09-01
[Bioorg. Med. Chem. 22(17) , 4968-97, (2014)]
Design and synthesis of a beta-lactamase activated 5-fluorouracil prodrug.
2009-02-15
[Bioorg. Med. Chem. Lett. 19(4) , 1261-3, (2009)]
Development of an efficient synthesis for a nipecotate-containing immunopotentiator. Moher ED, et al.
[Org. Process Res. Dev. 8(4) , 593-6, (2004)]
Synthesis and Biological Evaluation of N, N'-di (thiopheneacetyl) diamines Series as Antitubercular Agents. Nora de Souza MV, et al.
[Phosphorus. Sulfur. Silicon Relat. Elem. 183(12) , 2990-7, (2008)]