19745-93-8

Basic information

• Product Name: 4-Thiazolecarboxylic acid, 2-[(chloroacetyl)amino]-, ethyl ester
• Synonyms: ETHYL 2-[(2-CHLOROACETYL)AMINO]-1,3-THIAZOLE-4-CARBOXYLATE;4-Thiazolecarboxylic acid, 2-[(2-chloroacetyl)amino]-, ethyl ester
• CAS NO: 19745-93-8
• Molecular Formula: C₈H₉ClN₂O₃S
• Molecular Weight: 248.69
• Mol File: 19745-93-8.mol
• Article Data: 7

Chemical Properties

• Melting Point: 208 °C
• Appearance: /
• Density: 1.454±0.06 g/cm3(Predicted)
• PKA: 6.88±0.50(Predicted)
• CAS DataBase Reference: 4-Thiazolecarboxylic acid, 2-[(chloroacetyl)amino]-, ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Thiazolecarboxylic acid, 2-[(chloroacetyl)amino]-, ethyl ester(19745-93-8)
• EPA Substance Registry System: 4-Thiazolecarboxylic acid, 2-[(chloroacetyl)amino]-, ethyl ester(19745-93-8)

Safety Data

• Hazardous Substances Data: 19745-93-8(Hazardous Substances Data)

Upstream product

• 5398-36-7 2-aminothiazole-4-carboxylate 
• 79-04-9 chloroacetyl chloride 
• 70-23-5 ethyl Bromopyruvate 
• 651042-69-2 ethyl 4-(2-amino-1,3-thiazol-4-yl)benzoate 

Downstream Products

• 1418010-91-9 ethyl 2-[2-(1-(4-chlorophenylamino)-4,5-dimethyl-1H-imidazol-2-ylthio)acetamido]thiazole-4-carboxylate 
• 1418010-83-9 ethyl 2-[2-(1-(4-methoxyphenylamino)-4,5-dimethyl-1H-imidazol-2-ylthio)acetamido]thiazole-4-carboxylate 
• 1418010-75-9 ethyl 2-[2-(4,5-dimethyl-1-(p-tolylamino)-1H-imidazol-2-ylthio)acetamido]thiazole-4-carboxylate 
• 1418010-67-9 ethyl 2-[2-(4,5-dimethyl-1-(phenylamino)-1H-imidazol-2-ylthio)acetamido]thiazole-4-carboxylate 

Relevant articles and documents

Synthesis and biological screening of diethyl [N-(thiazol-2-yl)carbamoyl]methylphosphonates

A three-step synthesis, involving condensation of bromomethyl aryl ketones with urea to afford 2- aminothiazoles, their chloroacetylation and subsequent solvent-free Arbuzov phosphonation has afforded a series of novel diethyl [N-(thiazol-2-yl)carbamoyl]methylphosphonates 3a-3f in good overall yields; the 4- carboxythiazole analogue 3g was obtained by selective hydrolysis of the corresponding ethyl ester 3f. The phosphonate esters exhibited significant anti-cancer activity (nM - low μM IC50 values) against SH-SY5Y cells and, in one case, 7.6 μM MIC90 anti-TB activity against the virulent M. tuberculosis H37Rv strain; the chloroacetamido precursors all exhibited some antimalarial (PfLDH) activity, three with IC50 values in the range 1.0 - 8.9 μM.

Synthesis and antimicrobial activity evaluation of new dithiocarbamate derivatives bearing thiazole/benzothiazole rings

The synthesis of 2-(substituted phenyl)-2-oxoethyl 4-(pyrimidin-2-yl)piperazin-1-carbodithiodate (A1-A24) derivatives and 2-(4-substituted thiazol-2-ylamino)-2-oxoethyl 4-(pyrimidin-2-yl)piperazin-1-carbodithiodate (B1-B14) derivatives was undertaken starting from the potassium salt of 4-(2-pyrimidinyl)piperazine dithiocarbamate. The structures of the obtained compounds were elucidated by1H NMR,13C NMR, MS spectral data, and elemental analysis. The antimicrobial activity of the thirty eight newly synthesized compounds were tested against 12 microorganism strains using the microdilution technique. Compounds 2-(4-ethoxycarbonylthiazol-2-ylamino)-2-oxoethyl 4-(pyrimidin-2-yl)piperazin-1-carbodithiodate (B12), 2-(3-fluorophenyl)-2-oxoethyl 4-(pyrimidin-2-yl)piperazin-1-carbodithiodate (A18) and 2-(3,4-difluorophenyl)-2-oxoethyl 4-(pyrimidin-2-yl)piperazin-1-carbodithiodate (A21) were determined to possess high antimicrobial activity.

Synthesis of 2-[4,5-dimethyl-1-(phenylamino)-1H-imidazol-2-ylthio]-N- (thiazole-2-yl)acetamide derivatives and their anticancer activities

In this work, 2-(4,5-dimethyl-1-(phenylamino)-1H-imidazol-2-ylthio)-N- (thiazol-2-yl) acetamide derivatives were synthesized by reacting 4,5-dimethyl-1-(phenylamino)-1H-imidazole-2(3H)-thione derivatives with some 2-chloro-N-(thiazol-2-yl)acetamide compou