65439-58-9

Basic information

• Product Name: 2-Phenyl-1-(2-thioxo-3-thiazolidinyl)ethanone
• Synonyms: 2-Phenyl-1-(2-thioxo-3-thiazolidinyl)ethanone;3-(2-Phenylacetyl)thiazolidine-2-thione;3-(Phenylacetyl)-2-thiazolidinethione;2-Phenyl-1-(2-thioxo-thiazolidin-3-yl)-ethanone
• CAS NO: 65439-58-9
• Molecular Formula: C₁₁H₁₁NOS₂
• Molecular Weight: 237.34114
• Product Categories: chemical additive;pharmaceutical intermediate
• Mol File: 65439-58-9.mol
• Article Data: 7

Chemical Properties

• Melting Point: 85-86℃
• Appearance: /
• Density: 1.34
• CAS DataBase Reference: 2-Phenyl-1-(2-thioxo-3-thiazolidinyl)ethanone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Phenyl-1-(2-thioxo-3-thiazolidinyl)ethanone(65439-58-9)
• EPA Substance Registry System: 2-Phenyl-1-(2-thioxo-3-thiazolidinyl)ethanone(65439-58-9)

Safety Data

• Hazardous Substances Data: 65439-58-9(Hazardous Substances Data)

Usage

Uses

thiazolidin e thione pharmaceutical intermediate

Upstream product

• 96-53-7 2-mercaptothiazoline 
• 103-80-0 phenylacetyl chloride 
• 103-82-2 phenylacetic acid 
• 63987-96-2 thallium salt of Δ²-1,3-thiazoline-2-thiol 
• 134469-06-0 thiazolidine-2-thione 

Downstream Products

• 34317-22-1 N-benzyl-N-methyl-2-phenylacetamide 
• 74472-25-6 N-methyl-N-cyclohexyl-2-phenylacetamide 
• 134469-06-0 thiazolidine-2-thione 
• 101-97-3 Ethyl 2-phenylethanoate 
• 94475-58-8 2-methoxy-4-hydroxymethylphenyl phenylacetate 
• 94491-45-9 3-O-phenacyl-β-estradiol 
• 17194-90-0 (R)-(+)-2-phenyl-N-(1-phenylethyl)acetamide 
• 7500-45-0 N-benzylphenylacetamide 
• 10264-08-1 N-cyclohexyl-2-phenyl-acetamide 

Relevant articles and documents

Exploring hydrogen peroxide responsive thiazolidinone-based prodrugs

A novel approach for developing prodrugs based on masked carboxylic acids is described. Rather than using conventional esterase-based activation, thiazolidinone protecting groups have been identified that can reveal carboxylic acid groups upon activation by hydrogen peroxide. This may prove valuable in the continuing development of prodrug strategies that rely on reactive oxygen species (ROS) as a trigger. This journal is

DCC/DMAP-Mediated Coupling of Carboxylic Acids with Oxazolidinones and Thiazolidinethiones

Dicyclohexylcarbodiimide and catalytic dimethylaminopyridine were successfully used in the coupling of carboxylic acids with oxazolidinones and thiazolidinethiones. The acylated products were obtained in good yields.

Monitored Aminolysis of 3-Acyl-1,3-thiazolidine-2-thiones: Synthesis of Amides and Amide Alkaloids

A functional heterocycle, 3-acyl-1,3-thiazolidine-2-thione has been shown to be effective as an acylating reagent for the amino group.ATT (1) was readily prepared by several methods, and reacted with various amino compounds in CHCl3, CH2Cl2, THF, EtOH, THF-H2O, or sulfolane to afford the corresponding amides, 2a-w and 3-10 in very high yields within a short time.This reagent exhibits high chemo-selectivity.Its reaction with the diamines 13 and 15 and the triamine 29, which include a primary amino group(s) and a secondary amino group, gave the products acylated only at the primary amino group(s), 14, 16, and 30, respectively, in high yields.Aminoalcohols and aminophenols were chemoselectively converted into acylaminoalcohols and acylaminophenols, respectively, by ATT (1).By utilizing this method, several amide alkaloids (26, 28, 30, and 34) were efficiently synthesized.This new aminolysis can be monitored by the disappearance of the yellow color of the starting materials, ATT (1); it is remarkably characteristic of this reaction. Keywords - monitored aminolysis; 3-acyl-1,3-thiazolidine-2-thione; high chemo-selectivity; amide synthesis; fagaramide; dolicotheline; spermidine; maytenine; N-ferulyltryptamine