83558-09-2

Basic information

• Product Name: 2-CHLORO-N-[4-(4-FLUORO-PHENYL)-THIAZOL-2-YL]-ACETAMIDE
• Synonyms: 2-CHLORO-N-[4-(4-FLUOROPHENYL)-1,3-THIAZOL-2-YL]ACETAMIDE;2-CHLORO-N-[4-(4-FLUORO-PHENYL)-THIAZOL-2-YL]-ACETAMIDE;2-chloro-N-[4-(4-fluorophenyl)-1,3-thiazol-2-yl]ethanamide;2-chloro-N-[4-(4-fluorophenyl)-2-thiazolyl]acetamide;Acetamide,2-chloro-N-[4-(4-fluorophenyl)-2-thiazolyl]-
• CAS NO: 83558-09-2
• Molecular Formula: C₁₁H₈ClFN₂OS
• Molecular Weight: 270.71
• Product Categories: fine chemicals
• Mol File: 83558-09-2.mol
• Article Data: 9

Chemical Properties

• Melting Point: 135℃ (ethanol )
• Appearance: /
• Density: 1.454g/cm³
• Refractive Index: 1.632
• CAS DataBase Reference: 2-CHLORO-N-[4-(4-FLUORO-PHENYL)-THIAZOL-2-YL]-ACETAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CHLORO-N-[4-(4-FLUORO-PHENYL)-THIAZOL-2-YL]-ACETAMIDE(83558-09-2)
• EPA Substance Registry System: 2-CHLORO-N-[4-(4-FLUORO-PHENYL)-THIAZOL-2-YL]-ACETAMIDE(83558-09-2)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 83558-09-2(Hazardous Substances Data)

Usage

General Description

"2-CHLORO-N-[4-(4-FLUORO-PHENYL)-THIAZOL-2-YL]-ACETAMIDE" is a chemical compound with the molecular formula C11H8ClFN2OS. It is an acetamide derivative with a thiazole ring and a chloro group. 2-CHLORO-N-[4-(4-FLUORO-PHENYL)-THIAZOL-2-YL]-ACETAMIDE is used in organic synthesis and pharmaceutical research as it exhibits potential biological and pharmacological activities. Its molecular structure suggests that it may have potential applications in the development of new drugs or as a lead compound for further studies in medicinal chemistry. The specific properties and potential uses of this compound can be further explored through laboratory testing and research.

InChI:InChI=1/C11H8ClFN2OS/c12-5-10(16)15-11-14-9(6-17-11)7-1-3-8(13)4-2-7/h1-4,6H,5H2,(H,14,15,16)

Upstream product

• 79-04-9 chloroacetyl chloride 
• 77815-14-6 2-amino-4-(4-fluorophenyl)thiazole 
• 403-29-2 2-bromo-4'-fluoroacetophenone 
• 403-42-9 1-(4-fluorophenyl)ethanone 

Downstream Products

• 83558-20-7 2-pyrrolidinoacetamido-4-p-fluorophenylthiazole 
• 83558-11-6 2-piperidinoacetamido-4-p-fluorophenylthiazole 
• 83558-13-8 2-(N,N-diethylaminoacetamido)-4-p-fluorophenylthiazole 
• 83558-15-0 2-(N,N-diisopropylaminoacetamido)-4-p-fluorophenylthiazole 
• 904769-75-1 2-((2-((4-(4-fluorophenyl)thiazol-2-yl)amino)-2-oxoethyl)thio)acetic acid 
• 1048643-69-1 N-[4-(4-fluorophenyl)thiazol-2-yl]-2-(2-hydroxyphenylsulfanyl)acetamide 
• 1048643-66-8 2-[2-(4-fluorophenoxy)ethylamino]-N-[4-(4-fluorophenyl)thiazol-2-yl]acetamide 
• 570363-24-5 2-(2-aminophenylsulfanyl)-N-[4-(4-fluorophenyl)thiazol-2-yl]acetamide 
• 1048643-63-5 N-[4-(4-fluorophenyl)thiazol-2-yl]-2-(2-mercaptophenylamino)acetamide 
• 1048643-65-7 2-[2-(2-fluoro-phenyl)ethylamino]-N-[4-(4-fluorophenyl)thiazol-2-yl]acetamide 
• 1048643-64-6 2-(2-acetylaminophenoxy)-N-[4-(4-fluorophenyl)thiazol-2-yl]acetamide 
• 1048643-67-9 N-[4-(4-fluorophenyl)thiazol-2-yl]-2-[(tetrahydrofuran-2-ylmethyl)amino]acetamide 

Relevant articles and documents

Design and synthesis of phenoxymethybenzoimidazole incorporating different aryl thiazole-triazole acetamide derivatives as α-glycosidase inhibitors

A novel series of phenoxymethybenzoimidazole derivatives (9a-n) were rationally designed, synthesized, and evaluated for their α-glycosidase inhibitory activity. All tested compounds displayed promising α-glycosidase inhibitory potential with IC50 values in the range of 6.31 to 49.89?μM compared to standard drug acarbose (IC50 = 750.0 ± 10.0?μM). Enzyme kinetic studies on 9c, 9g, and 9m as the most potent compounds revealed that these compounds were uncompetitive inhibitors into α-glycosidase. Docking studies confirmed the important role of benzoimidazole and triazole rings of the synthesized compounds to fit properly into the α-glycosidase active site. This study showed that this scaffold can be considered as a highly potent α-glycosidase inhibitor.

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, antibacterial, antifungal, and antioxidant evaluation of some new thiazole clubbed oxadiazole derivatives

A series of thiazole incorporated oxadiazole derivatives (6a-6f) was synthesized by reacting 2-chloro-N-(4-(4-substituted phenyl) thiazol-2-yl) acetamide with 5-pyridine-1,3,4-oxadiazole-2-thione using multistep solution phase chemistry. The synthesized compounds were structurally characterized on the basis of elemental analysis and using various spectral data. All the compounds were evaluated for their in vitro antibacterial, antifungal, and antioxidant activity. Some of the new compounds exhibited good antimicrobial and antioxidant activity and are suitable candidates for further scientific explorations.