66-83-1Relevant articles and documents
The crystalline forms of nine hydrochloride salts of substituted tryptamines
Belanger, Zachary S.,Chadeayne, Andrew R.,Golen, James A.,Manke, David R.,Pham, Duyen N. K.
, p. 615 - 620 (2021/10/14)
The crystal structures of the hydro chloride salts of nine substituted tryptamines, namely, 1-methyl trypt am mon ium chloride, C11H15N2 +·Cl-, (1), 2-methyl-1-phenyl trypt am mon ium chloride, C17H19N2 +·Cl-, (2), 5-meth oxy trypt am mon ium chloride, C11H15N2O+·Cl-, (3), 5-bromo trypt am mon ium chloride, C10H12BrN2 +·Cl-, (4), 5-chloro trypt am mon ium chloride, C10H12ClN2 +·Cl-, (5), 5-fluoro trypt am mon ium chloride, C10H12FN2 +·Cl-, (6), 5-methyl trypt am mon ium chloride, C11H15N2 +·Cl-, (7), 6-fluoro trypt am mon ium chloride, C10H12FN2 +·Cl-, (8), and 7-methyl trypt am mon ium chloride, C11H15N2 +·Cl-, (9), are reported. The seven tryptamines with N - H indoles, (3)-(9), show very similar structures, with N - H?Cl hydro gen-bonding networks forming two-dimensional sheets in the crystals. These sheets are combinations of R 4 2(8) and R 4 2(18) rings, and C 2 1(4) and C 2 1(9) chains. Substitution at the indole N atom reduces the dimensionality of the hydro gen-bonding network, with com pounds (1) and (2) demonstrating one-dimensional chains that are a combination of different rings and parallel chains.
N6-Substituted Adenosine Receptor Agonists. Synthesis and Pharmacological Activity as Potent Antinociceptive Agents
Guengoer, Timur,Malabre, Patrice,Teulon, Jean-Marie,Camborde, Francoise,Meignen, Joelle,et al.
, p. 4307 - 4316 (2007/10/02)
Novel N6-(indol-3-yl)alkyl derivatives of adenosine were synthesized.The adenosine receptor affinity and the antinociceptive activity of these compounds were assessed in binding studies and the phenylbenzoquinone-induced writhing test.Most of these analogues exhibited a potent analgesic activity without side effects.Among them, compound 3c (UP 202-32) bound to A1 (Ki = 110 nM) and A2 (Ki = 350 nM) adenosine receptors in a specific manner since it did not interact with many other receptors, especially opioid binding sites.The antinociceptive activity in the phenylbenzoquinone assay (ED50 = 3.3 mg/kg po) was antagonized by 8-cyclopentyltheophylline, suggesting that an adenosinergic mechanism underlies the analgesic activity observed with this compound.The data obtained with these new N6-substituted adenosine receptor agonists emphasize the interest of such compounds in the treatment of pain.