3292-77-1

Basic information

• Product Name: 2-BROMO-1-(1,3-THIAZOL-2-YL)ETHANONE
• Synonyms: 2-BROMO-1-(1,3-THIAZOL-2-YL)ETHANONE;2-(Bromoacetyl)-1,3-thiazole;2-Bromo-1-(1,3-thiazol-2-yl)ethan-1-one;Ethanone, 2-bromo-1-(2-thiazolyl)- (9CI);2-(Bromoacetyl)-1,3-thiazole 97+%;2-bromo-1-(1,3-thiazol-2-yl)-1-ethanone;2-Bromo-1-thiazol-2-yl-ethanone;2-BroMo-1-(2-thiazolyl)-ethanone
• CAS NO: 3292-77-1
• Molecular Formula: C₅H₄BrNOS
• Molecular Weight: 206.06
• Product Categories: ACETYLHALIDE;Acetyl Halides;Thiazoles, Isothiazoles &Benzothiazoles;Acetyl Halides;Thiazoles, Isothiazoles & Benzothiazoles
• Mol File: 3292-77-1.mol
• Article Data: 26

Chemical Properties

• Melting Point: 54-55
• Boiling Point: 266.7°Cat760mmHg
• Flash Point: 115.1°C
• Appearance: /
• Density: 1.763g/cm³
• Vapor Pressure: 0.009mmHg at 25°C
• Refractive Index: 1.61
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility: Acetonitrile (Slightly), Chloroform (Sparingly)
• PKA: -0.40±0.10(Predicted)
• Stability: Light Sensitive, Moisture Sensitive
• CAS DataBase Reference: 2-BROMO-1-(1,3-THIAZOL-2-YL)ETHANONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BROMO-1-(1,3-THIAZOL-2-YL)ETHANONE(3292-77-1)
• EPA Substance Registry System: 2-BROMO-1-(1,3-THIAZOL-2-YL)ETHANONE(3292-77-1)

Safety Data

• Hazard Codes: C,Xn
• Statements: 34-22
• Safety Statements: 22-26-36/37/39-45
• HazardClass: IRRITANT
• Hazardous Substances Data: 3292-77-1(Hazardous Substances Data)

Usage

General Description

2-Bromo-1-(1,3-thiazol-2-yl)ethanone is a chemical compound with the molecular formula C5H6BrNOS. It is a thiazole derivative with a bromoethanone functional group, making it a valuable building block in organic synthesis. 2-BROMO-1-(1,3-THIAZOL-2-YL)ETHANONE is used in the pharmaceutical and agrochemical industries to create novel molecules for various applications. It is also used as an intermediate in the synthesis of biologically active compounds and can be utilized in the development of new drugs and pesticides. Due to its versatile nature, 2-Bromo-1-(1,3-thiazol-2-yl)ethanone is an important compound in the field of chemical research and development.

InChI:InChI=1/C5H4BrNOS/c6-3-4(8)5-7-1-2-9-5/h1-2H,3H2

Upstream product

• 3034-53-5 2-bromo-1,3-thiazole 
• 105-36-2 ethyl bromoacetate 
• 79265-30-8 2-(trimethylsilyl)thiazole 
• 598-21-0 2-Bromoacetyl bromide 
• 288-47-1 1,3-thiazole 
• 40982-30-7 (±)-1-(thiazol-2-yl)ethanol 
• 15679-09-1 2-ethylthiazole 
• 24295-03-2 2-Acetylthiazole 
• 96-32-2 bromoacetic acid methyl ester 

Downstream Products

• 736176-82-2 1-(4-phenylthiazol-2-yl)-4-(thiophen-2-yl)-1H-imidazol-2-amine 
• 1070143-75-7 1-(4-phenylthiazol-2-yl)-4-(thiazol-2-yl)-1H-imidazol-2-amine 
• 1337932-90-7 C₂₀H₁₈N₂O₃S₂ 
• 136029-15-7 1-(thiazol-2-yl)-2-(triphenyl-λ ⁵-phosphanylidene)ethan-1-one 
• 136029-16-8 ((2-thiazolylcarbonyl)methyl)triphenylphosphonium bromide 

Relevant articles and documents

Discovery of novel purinylthiazolylethanone derivatives as anti-Candida albicans agents through possible multifaceted mechanisms

An unprecedented amount of fungal and fungal-like infections has recently brought about some of the most severe die-offs and extinctions due to fungal drug resistance. Aimed to alleviate the situation, new effort was made to develop novel purinylthiazolylethanone derivatives, which were expected to combat the fungal drug resistance. Some prepared purinylthiazolylethanone derivatives possessed satisfactory inhibitory action towards the tested fungi, among which compound 8c gave a MIC value of 1 μg/mL against C. albicans. The active molecule 8c was able to kill C. albicans with undetectable resistance as well as low hematotoxicity and cytotoxicity. Furthermore, it could hinder the growth of C. albicans biofilm, thus avoiding the occurrence of drug resistance. Mechanism research manifested that purinylthiazolylethanone derivative 8c led to damage of cell wall and membrane disruption, so protein leakage and the cytoplasmic membrane depolarization were observed. On this account, the activity of fungal lactate dehydrogenase was reduced and metabolism was impeded. Meanwhile, the increased levels of reactive oxygen species (ROS) and reactive nitrogen species (RNS) disordered redox equilibrium, giving rise to oxidative damage to fungal cells and fungicidal effect.

Novel chalcone-conjugated, multi-flexible end-group coumarin thiazole hybrids as potential antibacterial repressors against methicillin-resistant Staphylococcus aureus

The increasing resistance of methicillin-resistant Staphylococcus aureus (MRSA) to antibiotics has led to a growing effort to design and synthesize novel structural candidates of chalcone-conjugated, multi-flexible end-group coumarin thiazole hybrids with

Identification of Unique Quinazolone Thiazoles as Novel Structural Scaffolds for Potential Gram-Negative Bacterial Conquerors

A class of quinazolone thiazoles was identified as new structural scaffolds for potential antibacterial conquerors to tackle dreadful resistance. Some prepared compounds exhibited favorable bacteriostatic efficiencies on tested bacteria, and the most representative 5j featuring the 4-trifluoromethylphenyl group possessed superior performances against Escherichia coli and Pseudomonas aeruginosa to norfloxacin. Further studies revealed that 5j with inappreciable hemolysis could hinder the formation of bacterial biofilms and trigger reactive oxygen species generation, which could take responsibility for emerging low resistance. Subsequent paralleled exploration discovered that 5j not only disintegrated outer and inner membranes to induce leakage of cytoplasmic contents but also broke the metabolism by suppressing dehydrogenase. Meanwhile, derivative 5j could intercalate into DNA to exert powerful antibacterial properties. Moreover, compound 5j gave synergistic effects against some Gram-negative bacteria in combination with norfloxacin. These findings indicated that this novel structural type of quinazolone thiazoles showed therapeutic foreground in struggling with Gram-negative bacterial infections.