937248-06-1Relevant articles and documents
Multi-gram scale mercury-free synthesis of optically pure 3,4,5-trisubstituted 1,2,4-triazoles using silver benzoate
Bibian, Mathieu,Blayo, Anne-Laure,Moulin, Aline,Martinez, Jean,Fehrentz, Jean-Alain
experimental part, p. 2660 - 2663 (2010/06/19)
We report a new method using silver benzoate instead of mercury salts as a key reagent for the synthesis of 3,4,5-trisubstituted 1,2,4-triazoles. This method allows the introduction of a large variety of substituents in the three positions. We demonstrate
Trisubstituted 1,2,4-triazoles as ligands for the ghrelin receptor: On the significance of the orientation and substitution at position 3
Moulin, Aline,Demange, Luc,Ryan, Joanne,M'Kadmi, Celine,Galleyrand, Jean-Claude,Martinez, Jean,Fehrentz, Jean-Alain
, p. 164 - 168 (2008/09/19)
The synthesis and structure-activity relationships concerning 3,4,5-trisubstituted 1,2,4-triazoles as ghrelin receptor ligands are described. The importance of the starting aminoacid material as well as its configuration was explored and the (d) Trp resid
Synthesis and pharmacological in vitro and in vivo evaluations of novel triazole derivatives as ligands of the ghrelin receptor. 1
Demange, Luc,Boeglin, Damien,Moulin, Aline,Mousseaux, Delphine,Ryan, Joanne,Bergé, Gilbert,Gagne, Didier,Heitz, Annie,Perrissoud, Daniel,Locatelli, Vittorio,Torsello, Antonio,Galleyrand, Jean-Claude,Fehrentz, Jean-Alain,Martinez, Jean
, p. 1939 - 1957 (2008/02/02)
A new series of growth hormone secretagogue (GHS) analogues based on the 1,2,4-triazole structure were synthesized and evaluated for their in vitro binding and their ability to stimulate intracellular calcium release to the cloned hGHS-1a ghrelin receptor expressed in LLC PK-1 cells. We have synthesized potent ligands of this receptor, some of them behaving as agonists, partial agonists, or antagonists. Some compounds among the most potent, i.e., agonist 29c (JMV2873), partial agonists including 21b (JMV2810), antagonists 19b (JMV2866) and 19c (JMV2844), were evaluated for their in vivo activity on food intake, after sc injection in rodents. Some compounds were found to stimulate food intake like hexarelin; some others were identified as potent hexarelin antagonists in this assay. Among the tested compounds, 21b was identified as an in vitro ghrelin receptor partial agonist, as well as a potent in vivo antagonist of hexarelin-stimulated food intake in rodents. Compound 21b was without effect on GH release from rat. However, in this series of compounds, it was not possible to find a clear correlation between in vitro and in vivo results.