26419-32-9

Upstream product

• 127905-55-9 N,N-Dimethyl-2-(3-methoxyphenylthio)benzamide 
• 127905-37-7 2-(3-methoxyphenylthio)benzaldehyde 
• 68-12-2 N,N-dimethyl-formamide 

Downstream Products

• 476331-77-8 3-methoxy-9-phenylthioxanthenol 
• 476331-79-0 3-methoxy-9-(4-methoxyphenyl)thioxanthenol 
• 880643-66-3 3-[4-(9-hydroxy-3-methoxythioxanthen-9-yl)phenyl]propionic acid N-oxysuccinimide ester 
• 880567-29-3 3-{4-[9-(3-hydroxy-butoxy)-3-methoxy-10-oxo-9,10-dihydro-10λ⁴-thioxanthen-9-yl]-phenyl}-propionic acid 2,5-dioxo-pyrrolidin-1-yl ester 
• 476331-91-6 5'-O-[3-methoxy-9-phenylthioxanthyl]thymidine 

Relevant academic research and scientific papers

POTENTIAL ANTIDEPRESSANTS: 2-(METHOXY- AND HYDROXY-PHENYLTHIO)BENZYLAMINES AS SELECTIVE INHIBITORS OF 5-HYDROXYTRYPTAMINE RE-UPTAKE IN THE BRAIN

2-, 3- and 4-Methoxythiophenol, and 2,4-, 2,5- and 3,4-dimethoxythiophenol were transformed in two steps to the corresponding 2-(methoxyphenylthio)benzoyl chlorides XIII which were reacted with ammonia, methylamine, dimethylamine, diethylamine, dipropylamine, and di(2-propyl)amine to give the amides XIV-XIX.These were reduced mostly with lithium aluminium hydride to the amines II-VII.These methoxylated amines were demethylated mostly either by heating with pyridine hydrochloride or by treatment with boron tribromide.Some of the 2-(methoxy- and hydroxy-phenylthio)benzylamines prepared, especially compounds II, III, XXI, and XXII, indicated properties of potential antidepressants being highly active and selective inhibitors of 5-hydroxytryptamine re-uptake in the brain structures and having the typical antireserpine activity.The most interesting compound of the series is XXIb (hydrogen maleate VUFB-15 468) which is undergoing preclinical studies.On the basis of its structure, some further compounds (XXVII-XXIX, XXXIX-XLI) were prepared by various methods.