83149-60-4

Upstream product

• 5468-97-3 1-(4-chlorophenyl)-2-methyl-2-propanol 
• 57469-87-1 2-bromopropanoic acid 1-(4-chlorophenyl)-2-methyl-2-propylester 
• 104-83-6 1-Chloro-4-(chloromethyl)benzene 
• 124-40-3 dimethyl amine 

Relevant academic research and scientific papers

2-METHYL-1-(SUBSTITUTED)PHENYL-2-PROPYL ESTERS OF 2-AMINOPROPANOIC ACID

A compound of the general formula and pharmaceutically acceptable salts thereof, in which formula the groups R0 are the same or different and are selected from the group consisting of hydrogen, halogen, alkyl having 1, 2 or 3 carbon atoms, and alkoxy having 1, 2 or 3 carbon atoms; R1 is hydrogen, methyl or ethyl; R2 is methyl or ethyl; R3 and R4 are the same or different and are hydrogen or an alkyl group having 1, 2 or 3 carbon atoms; and n is 0, 1 or 2. Pharmaceutical preparations containing these compounds are useful for treatment of depressive disorders

Inhibitors of neuronal monoamine uptake. II. Selective inhibition of 5-hydroxytryptamine uptake by α-amino acid esters of phenethyl alcohols

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.