1000576-69-1

Basic information

• Product Name: ethyl 1-(4-bromophenyl)-5-oxo-4,5-dihydro-1H-1,2,4-triazole-3-carboxylate
• Synonyms: ethyl 1-(4-bromophenyl)-5-oxo-4,5-dihydro-1H-1,2,4-triazole-3-carboxylate
• CAS NO: 1000576-69-1
• Molecular Weight: 312.123
• Mol File: 1000576-69-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: ethyl 1-(4-bromophenyl)-5-oxo-4,5-dihydro-1H-1,2,4-triazole-3-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 1-(4-bromophenyl)-5-oxo-4,5-dihydro-1H-1,2,4-triazole-3-carboxylate(1000576-69-1)
• EPA Substance Registry System: ethyl 1-(4-bromophenyl)-5-oxo-4,5-dihydro-1H-1,2,4-triazole-3-carboxylate(1000576-69-1)

Safety Data

• Hazardous Substances Data: 1000576-69-1(Hazardous Substances Data)

Upstream product

• 32315-10-9 bis(trichloromethyl) carbonate 
• 27143-10-8 ethoxycarbonylformyl chloride p-bromophenylhydrazone 
• 2295-31-0 thiazoline-2,4-dione 
• 673-40-5 4-bromobenzenediazonium tetrafluoroborate 
• 106-40-1 4-bromo-aniline 

Relevant articles and documents

Discovery of 1,3,4-oxadiazol-2-one-containing benzamide derivatives targeting FtsZ as highly potent agents of killing a variety of MDR bacteria strains

The spread of infections caused by multidrug-resistant (MDR) pathogens, such as methicillin-resistant Staphylococcus aureus (MRSA) and vancomycin-resistant S. aureus (VRSA), has created a need for new antibiotics with novel mechanisms of action. The bacterial division protein FtsZ has been identified as a novel drug target that can be exploited clinically. As part of an ongoing effort to develop FtsZ-targeting antibacterial agents, we describe herein the design, synthesis and bioactivity of six series of novel 1,3,4-oxadiazol-2-one-containing, 1,2,4-triazol-3-one-containing and pyrazolin-5-one-containing benzamide derivatives. Among them, compound A14 was found to be the most potent antibacterial agent, much better than clinical drugs such as ciprofloxacin, linezolid and erythromycin against all the tested gram-positive strains, particularly methicillin-resistant, penicillin-resistant and clinical isolated S. aureus. Subsequent studies on biological activities and docking analyses proved that A14 functioned as an effective compound targeting FtsZ. Preliminary SAR indicated a general direction for further optimization of these novel analogues. Taken together, this research provides a promising chemotype for developing newer FtsZ-targeting bactericidal agents.

A new method for the synthesis of 1-aryl-1,2,4-triazole derivatives

A new and convenient one-step recyclization method for the synthesis of ethyl 1-aryl-5-oxo-4,5-dihydro-1H-1,2,4-triazole-3-carboxylates is reported. Various ethyl chloro(2-arylhydrazinylidene)ethanoates react with thiazolidine-2,4-dione in the presence of potassium hydroxide to produce the 1-aryl-1,2,4-triazole derivatives in moderate to good yields. The procedure is economical, environmentally friendly and simple to perform. Georg Thieme Verlag Stuttgart - New York.