- The crystalline forms of nine hydrochloride salts of substituted tryptamines
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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.
- Belanger, Zachary S.,Chadeayne, Andrew R.,Golen, James A.,Manke, David R.,Pham, Duyen N. K.
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p. 615 - 620
(2021/10/14)
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- Transient photocyclization in ruthenium(II) polypyridine complexes of indolamines
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Ruthenium polypyridine complexes have proved to be useful caging groups for visible-light photodelivery of biomolecules. In most photoreactions, one ligand is expelled upon irradiation, yielding ruthenium mono-aqua complexes and no other photoproduct. In this work we show that a long-lived transient photoproduct is generated when the ruthenium complexes involve indolamines. The spatial conformation of this species is compatible with a cyclic structure that contains both the amine and the normally non-coordinating aromatic ring coordinated to the ruthenium center.
- Carrone,Zayat,Slep,Etchenique
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p. 2140 - 2147
(2017/08/17)
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- N6-Substituted Adenosine Receptor Agonists. Synthesis and Pharmacological Activity as Potent Antinociceptive Agents
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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.
- Guengoer, Timur,Malabre, Patrice,Teulon, Jean-Marie,Camborde, Francoise,Meignen, Joelle,et al.
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p. 4307 - 4316
(2007/10/02)
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