124623-44-5

Basic information

• Product Name: 5-(4-chlorophenyl)-3-methyl-2-(pyridin-3-yl)thiazolidin-4-one
• Synonyms: 5-(4-chlorophenyl)-3-methyl-2-(pyridin-3-yl)thiazolidin-4-one
• CAS NO: 124623-44-5
• Molecular Weight: 304.8
• Mol File: 124623-44-5.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 5-(4-chlorophenyl)-3-methyl-2-(pyridin-3-yl)thiazolidin-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(4-chlorophenyl)-3-methyl-2-(pyridin-3-yl)thiazolidin-4-one(124623-44-5)
• EPA Substance Registry System: 5-(4-chlorophenyl)-3-methyl-2-(pyridin-3-yl)thiazolidin-4-one(124623-44-5)

Safety Data

• Hazardous Substances Data: 124623-44-5(Hazardous Substances Data)

Upstream product

• 16273-54-4 N-(3-Pyridylmethylidene)methylamine 
• 114898-41-8 2-(4-chlorophenyl)-2-mercaptoacetic acid 
• 133692-27-0 methyl 2-(4-chlorophenyl)-2-mercaptoacetate 
• 500-22-1 3-pyridinecarboxaldehyde 
• 74-89-5 methylamine 
• 112926-00-8 silica gel 

Downstream Products

• 124623-48-9 5-(4-chlorophenyl)-3-methyl-2-(3-pyridyl)-1,1-dioxo-thiazolidin-4-one.hydrochloride 

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.

Thiazolidin-4-one derivatives and acid addition salts thereof

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Novel thiazolidin-4-one derivatives and acid addition salts therof

A novel 2-pyridylthiazolidin-4-one derivative represented by the general formula STR1 wherein Ar denotes an aryl group unsubstituted or substituted with a halogen atom or with a lower alkoxy group; X denotes a straight-chain or branched-chain lower alkylene group or a single bond; R denotes a hydrogen atom, lower alkyl, lower alkenyl, lower alkynyl, cycloalkyl, acyloxy, di(lower alkyl) amino, hydroxyl or aryl group, or denotes an aryl group substituted with a lower alkoxy group; and Py denotes a pyridyl group, and the acid addition salt thereof, which have an excellent platelet activating factor antagonsm.