149789-77-5

Basic information

• Product Name: methyl (4-oxo-2-thioxo-1,3-thiazolidin-3-yl)acetate
• Synonyms: 3-thiazolidineacetic acid, 4-oxo-2-thioxo-, methyl ester
• CAS NO: 149789-77-5
• Molecular Formula: C₆H₇NO₃S₂
• Molecular Weight: 205.2547
• Mol File: 149789-77-5.mol

Chemical Properties

• Boiling Point: 302.1°C at 760 mmHg
• Flash Point: 136.5°C
• Density: 1.5g/cm³
• Vapor Pressure: 0.00101mmHg at 25°C
• Refractive Index: 1.636
• CAS DataBase Reference: methyl (4-oxo-2-thioxo-1,3-thiazolidin-3-yl)acetate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl (4-oxo-2-thioxo-1,3-thiazolidin-3-yl)acetate(149789-77-5)
• EPA Substance Registry System: methyl (4-oxo-2-thioxo-1,3-thiazolidin-3-yl)acetate(149789-77-5)

Safety Data

• Hazardous Substances Data: 149789-77-5(Hazardous Substances Data)

Upstream product

• 21055-37-8 methyl isothiocyanatoacetate 
• 2365-48-2 Methyl thioglycolate 

Downstream Products

• 5718-83-2 rhodanine 3-acetic acid 
• 100-52-7 benzaldehyde 

Relevant articles and documents

PROCESS FOR PREPARING RHODANINE-3-ACETIC ACID: A KEY INTERMEDIATED OF EPALRESTAT

A process for preparation of (4-oxo-2-thioxo-1,3-thiazolidin-3-yl) acetic acid comprising: (a) reaction of compound of formula (VIII) wherein Y is Cl, Br, I, OTs, OMs and R is C1-8 alkyl, benzyl, cycloalkyl, phenyl, substituted phenyl and their like; with a compound of formula (VIIIA) wherein M is K, Na or Li, preferably K; R1 is C1-4 alkyl, benzyl, C1-C8 cycloalkyl, phenyl and their like, in aqueous medium to give a compound of formula (IX) (b) cyclizing a compound of formula (IX) using a base to give a compound of formula (X) in a solvent. (c) hydrolyzing (X) using aqueous mineral acid.

Arylalkylidene rhodanine with bulky and hydrophobic functional group as selective HCV NS3 protease inhibitor

Arylalkylidene rhodanines 2(a-d) inhibit HCV NS3 protease at moderate concentrations. They are better inhibitors of other serine proteases such as chymotrypsin and plasmin. However, the selectivity of arylmethylidene rhodanines (8a, 9a) with bulkier and more hydrophobic functional groups increases by 13- and 25-fold towards HCV NS3 protease respectively.