47159-85-3

Basic information

• Product Name: 2-[(4-methyl-1-piperazinyl)methyl]phenyl phenyl sulfide
• Synonyms: 2-[(4-methyl-1-piperazinyl)methyl]phenyl phenyl sulfide
• CAS NO: 47159-85-3
• Molecular Formula: C18H22N2S
• Molecular Weight: 298.44568
• Mol File: 47159-85-3.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-[(4-methyl-1-piperazinyl)methyl]phenyl phenyl sulfide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[(4-methyl-1-piperazinyl)methyl]phenyl phenyl sulfide(47159-85-3)
• EPA Substance Registry System: 2-[(4-methyl-1-piperazinyl)methyl]phenyl phenyl sulfide(47159-85-3)

Safety Data

• Hazardous Substances Data: 47159-85-3(Hazardous Substances Data)

Upstream product

• 109-01-3 1-methyl-piperazine 
• 1527-15-7 2-(phenylthio)benzyl chloride 

Relevant articles and documents

POTENTIAL ANTIDEPRESSANTS: 2-(PHENYLTHIO)ARALKYLAMINE

Reactions of 2-(phenylthio)benzyl chloride with dimethylamine, diethylamine, pyrrolidine, piperidine, morpholine, and 1-methylpiperazine afforded the title compounds VI-XI.Reaction of 2-(phenylthio)benzaldehyde with nitromethane gave the nitrostyrene XIV which was reduced with lithium aluminium hydride to 2-(2-phenylthio)phenyl)ethylamine (XVI).This was transformed to the N-methyl and N,N-dimethyl derivatives XVIII and XIX.The Claisen reaction of (2-(2-phenylthio)phenyl)acetonitrile with ethyl acetate afforded the compound XXI which was cleaved by phosphoric acid to (2-(phenylthio)phenyl)acetone (XX).The Leuckart-Wallach reaction afforded the formamide XXIII which was used as starting material for preparing the amines XXIV-XXVI.The alternative approach to these compounds starting by reaction of the aldehyde XII with nitroethane was complicated by the fact that in addition to the nitropropene XV 2-(phenylthio)benzonitrile was also formed.The synthetic use of the inhomogenous XV resulted then in mixtures of amines XXIV-XXVI with IV-VI which was followed by means of mass and 1H NMR spectra.The amines XXIV-XXVI were oxidized to the sulfoxides XXVII-XXIX.The oily bases were transformed to crystalline salts and spectra of all homogeneous bases were recorded.Pharmacological testing showed the amine VI (VUFB-15370) to be a promising potential antidepressant.The amines XI and XXV showed also pharmacological profile of potential antidepressant.