221695-56-3Relevant academic research and scientific papers
N-acyl-5- and -2,5-substituted tryptamines: Synthesis, activity and affinity for human mt1 and mt2 melatonin receptors
Spadoni, Gilberto,Balsamini, Cesarino,Bedini, Annalida,Carey, Aedin,Diamantini, Giuseppe,Di Giacomo, Barbara,Tontini, Andrea,Tarzia, Giorgio,Nonno, Romolo,Lucini, Valeria,Pannacci, Marilou,Michaylov Stankov, Bojidar,Fraschini, Franco
, p. 487 - 498 (2007/10/03)
The synthesis and in vitro evaluation of a number of N-acyltryptamines are reported. Structural changes include the N-acyl group and the 5- (H,CH3,Halogen), and 2- (Br, Ph) substituents. 5Br (6d) and 2,5-diBr (6j) proved to be high affinity melatonin agonists, thus proving that Br can substitute for the 5-OMe group without loss of affinity to melatonin receptors (mt1, MT2). 6j is the first example of a melatonin agonist devoid of the 5-OMe group and endowed with better affinity for mt1 and MT2 receptors than that of melatonin itself. SAR for selectivity and intrinsic activity of the title compounds were also drawn.
