66171-66-2Relevant academic research and scientific papers
New aralkyl esters and processes for their preparation
-
, (2008/06/13)
Compounds with the general formula I or pharmaceutically acceptable, salts thereof, wherein X and Y are halogen, CF3 or hydrogen, provided that both X and Y are not hydrogen and R is a straight or branched saturated or unsaturated alkyl group having 2-5 carbon atoms in the chain processes for the production of said compounds and the use of the said compounds for the treatment of mental disorders.
Inhibitors of neuronal monoamine uptake. II. Selective inhibition of 5-hydroxytryptamine uptake by α-amino acid esters of phenethyl alcohols
Lindberg,Thorberg,Bengtsson,Renyi,Ross,Ogren
, p. 448 - 456 (2007/10/06)
A series of α-amino acid esters of substituted phenethyl alcohols was prepared and tested as inhibitors of the neuronal reuptake of noradrenaline and 5-hydroxytryptamine. Some of the compounds are potent and very selective in blocking the 5-hydroxytryptamine uptake, as evidenced by biochemical data and behavioral tests. The most promising agent, alaproclate [2-(4-chlorophenyl)-1,1-dimethylethyl 2-aminopropanoate hydrochloride (1,IV), was selected for further studies as a potential antidepressant agent. A discussion on structure-activity relationships (SAR) is given. In an attempt to explain the selective action on the mechanism of 5-hydroxytryptamine uptake by the new inhibitors, their structures are compared with those of the two neurotransmitters. From the tentative pharmacophore and conformations of transmitter (5-HT) and inhibitor (alaproclate) derived from SAR, a hypothetic carrier site for 5-HT uptake is deduced in terms of geometry and electronic properties.
