139564-01-5Relevant academic research and scientific papers
New indole-containing macrolactams binding to melatonin receptors
Henin,Noe,Laronze,Pfeiffer,Renard,Guardiola-Lemaitre,Delagrange
, p. 289 - 290 (2007/10/03)
Macrocyclic lactam (7) is prepared in two steps from 5-methoxytryptamine. It binds to melatonin receptors (K(i) = 0.75 μM) with a partial agonist profile.
Synthesis and structure-activity relationships of novel naphthalenic and bioisosteric related amidic derivatives as melatonin receptor ligands
Depreux,Lesieur,Mansour,Morgan,Howell,Renard,Caignard,Pfeiffer,Delagrange,Guardiola,Yous,Demarque,Adam,Andrieux
, p. 3231 - 3239 (2007/10/02)
A series of N-naphthylethyl amide derivatives were synthesized and evaluated as melatonin receptor ligands. The affinity of each compound for the melatonin receptor was determined by binding studies using [2- 125I]iodomelatonin on ovine pars tuberalis membrane homogenates. Structure-activity relationships led to the conclusion that naphthalene is a bioisostere of the indole moiety of melatonin. Moreover it appears that the affinity is strongly affected by the size of the substituent of the nitrogen of the amidic function. Many of these ligands give biphasic dose-response curves which suggests that there may be two melatonin receptor subtypes within the ovine pars tuberalis cells. The replacement of naphthalene by benzofuran or benzothiophene did not strongly alter the affinity for the melatonin receptor. In contrast, the benzimidazole analogue was a poor ligand. Compound 7, the naphthalenic analogue of melatonin, a selective ligand of the melatonin receptor and an agonist derivative, has been selected for clinical development.
Arylethylamine compounds
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, (2008/06/13)
The invention relates to a compound selected from those of formula (I): STR1 in which Ar'', R 1 and R 2 are as defined in the specification, an optical isomer,and an addition salt thereof with a pharmaceutically-acceptable acid or base.Medicinal product which is useful in treating or in preventing a disorder of the melatoninergic system.
2-Substituted 5-methoxy-N-acyltryptamines: Synthesis, binding affinity for the melatonin receptor, and evaluation of the biological activity
Spadoni,Stankov,Duranti,Biella,Lucini,Salvatori,Fraschini
, p. 4069 - 4074 (2007/10/02)
A series of 2-substituted 5-methoxy-N-acyltryptamines was synthesized and their affinity for the melatonin receptor, isolated from whole quail brains, was tested in a succession of in vitro ligand-receptor binding experiments, using 2-[125I]iod
