132907-12-1

Basic information

• Product Name: (+/-)-cis-2-(4-chlorophenyl)-3,5-dimethylthiazolidin-4-one
• CAS NO: 132907-12-1
• Molecular Weight: 241.741
• Mol File: 132907-12-1.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (+/-)-cis-2-(4-chlorophenyl)-3,5-dimethylthiazolidin-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: (+/-)-cis-2-(4-chlorophenyl)-3,5-dimethylthiazolidin-4-one(132907-12-1)
• EPA Substance Registry System: (+/-)-cis-2-(4-chlorophenyl)-3,5-dimethylthiazolidin-4-one(132907-12-1)

Safety Data

• Hazardous Substances Data: 132907-12-1(Hazardous Substances Data)

Upstream product

• 13114-22-2 N-(4-chlorobenzylidene)methylamine 
• 53907-46-3 methyl 2-mercaptopropionate 
• 16850-01-4 benzyl 2-sulfanylpropionate 

Relevant articles and documents

Synthetic Study of the Highly Potent and Selective Anti-platelet Activating Factor Thiazolidin-4-one Agents and related Compounds

Stereoselective cyclo-condensation of α-sulfanylcarboxylic acids (or esters) 6 with N-methylarylimines 7 afforded the title compounds, 2-arylthiazolidin-4-ones, some of which exhibit highly potent anti-PAF activity.The reaction without added catalyst gave predominantly cis products, however, when titanium(IV) isopropoxide was added as catalyst trans products were predominantly formed.Allylation of 3-methyl-2-(3-pyridyl)thiazolidin-4-one 22 with allyl bromide using lithium amides gave the trans-5-allyl-2-(3-pyridyl)thiazolidin-4-one 23 with good selectivity.To study the stereostructure-activity relationship, the four optically active isomers of 3,5-dimethyl-2-(3-pyridyl)thiazolidin-4-one 4 and 5-(4-chlorophenyl)-3-methyl-2-(3-pyridyl)thiazolidin-4-one 5 were synthesized.The absolute configurations of compounds 4 and 5 were determined by X-ray analyses and 1H NMR measurements.Epimerization of the 5-position of compounds 4 and 5 was found to be effected by bases with high regioselectivity (>99percent), which was checked by a cross-over experiment using several optically active compounds.