137649-90-2Relevant academic research and scientific papers
A biomimetic electrocatalytic system for the atom-economical chemoselective synthesis of secondary amines
Largeron, Martine,Fleury
supporting information; experimental part, p. 883 - 886 (2009/07/25)
A facile one-pot oxidation-imine formation-reduction route to secondary amines can be achieved electrolytically from primary amines. This atom-economical 1ox-mediated sequence, leaving ammonia as the sole byproduct, allows the rapid chemoselect
Preparation and opioid activity of analogues of the analgesic dipeptide 2,6-dimethyl-L-tyrosyl-N-(3-phenylpropyl)-D-alaninamide
Chandrakumar,Yonan,Stapelfeld,Savage,Rorbacher,Contreras,Hammond
, p. 223 - 233 (2007/10/02)
A number of analogues of the recently disclosed analgesic dipeptide 2,6- dimethyl-L-tyrosyl-D-alanine-phenylpropylamide (SC-39566, 2) were prepared. These analogues contained oxymethylene, aminomethylene, ketomethylene, bismethylene, and trans double bond (including vinyl fluoride) isosteric replacements for the amide bond between the D-alanine and phenylpropylamine units in 2. These compounds were tested in opioid binding assays and in the mouse writhing assay for analgesic activity. Though not as potent as 2, the oxymethylene, and trans double bond isosteres showed analgesic activity. The aminomethylene analogues also showed binding activity in subnanomolar concentrations at the μ receptor. The amide bond between 2,6-dimethyl-L- tyrosine and D-alanine units seems to be critical for opioid activity.
