3245-90-7Relevant academic research and scientific papers
Synthesis and anticonvulsant activity of some ω-(1H-1-imidazolyl)-N- phenylalkanoic acid amide derivatives
Aktuerk, Zeynep,Kilic, Fatma,Erol, Kevser,Pabuccuoglu, Varol
, p. 201 - 206 (2007/10/03)
In this study, 15 ω-(1H-imidazol-1-yl)-N-phenylacetamide, propionamide and butyramide derivatives having methoxyl, methyl, nitro and chloro in ortho position of N-phenyl ring or without any substituent have been realized by two-step synthesis. Their antic
Solid-phase synthesis of 2-methoxyaniline derivatives by the traceless silicon linker strategy
Curtet, Sophie,Langlois, Michel
, p. 8563 - 8566 (2007/10/03)
Application of the silicon linkage strategy to the solid-phase synthesis of the rich-electron o-anisidine derivatives is described. The protective t-Boc group was easily removed with B-catechol borane and the isocyanate was successfully prepared with the mild reagent (t-Boc)2O/DMAP. Carbamates, ureas or amides were prepared and released by cleavage with TFA at room temperature. This method can be used to prepare small focused libraries with biological activity at serotonin receptors.
Arylcarbamate derivatives of 1-piperidineethanol as potent ligands for 5-HT4 receptors
Soulier, Jean-Louis,Yang, Donglai,Brémont, Béatrice,Croci, Tiziano,Guzzi, Umberto,Langlois, Michel
, p. 1755 - 1761 (2007/10/03)
A series of carbamate derivatives (7) of 2-(1-piperidinyl)ethyl 4- amino-5-chloro-2-methoxybenzoates, which have been described as potent agonists and antagonists of 5-HT4 receptors, were synthesized. They were evaluated using radioligand binding assays with [3H]GR 113808, a 5-HT4 receptor selective ligand, in the rat striatum and the electrically stimulated myenteric plexus longitudinal muscle of the guinea pig. In contrast to the previously described ester derivatives, a drop in the affinity for 5-HT4 receptors was observed and the compounds were inactive as agonists in the guinea pig ileum preparation. Unexpectedly, the ortho- substituted carbamates 8b,c (R' = H, RO = MeO or EtO, R'' = H) had nanomolar affinity for 5-HT4 receptors (K(i) = 8.9 ± 0.5 and 2.6 ± 0.4 nM, respectively). As reported previously, the cis- or trans-3,5-dimethyl substitution of piperidine (8n,o) was particularly favorable (K(i) = 1.1 ± 0.6 nM for both isomers). 8c is an antagonist equipotent to the 5-HT4 receptor antagonist SDZ 205-557 (1).
