53456-09-0

Basic information

• Product Name: 2-bromo-4-methylbenzoyl chloride
• Synonyms: 2-bromo-4-methylbenzoyl chloride
• CAS NO: 53456-09-0
• Molecular Formula: C₈H₆BrClO
• Molecular Weight: 233.5
• Mol File: 53456-09-0.mol
• Article Data: 20

Chemical Properties

• Boiling Point: 277.8±20.0 °C(Predicted)
• Appearance: /
• Density: 1.574±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 2-bromo-4-methylbenzoyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: 2-bromo-4-methylbenzoyl chloride(53456-09-0)
• EPA Substance Registry System: 2-bromo-4-methylbenzoyl chloride(53456-09-0)

Safety Data

• Hazardous Substances Data: 53456-09-0(Hazardous Substances Data)

Upstream product

• 7697-27-0 2-bromo-4-methylbenzoic acid 

Downstream Products

• 69617-43-2 (2-bromophenyl-4-methyl)phenylmethanone 
• 767288-57-3 2-bromo-4-methylbenzophenone 4-methylphenylsulfonylhydrazone 

Relevant articles and documents

Modification of 5-methylphenanthridium from benzothiazoles to indoles as potent FtsZ inhibitors: Broadening the antibacterial spectrum toward vancomycin-resistant enterococci

The death caused by pathogenic bacteria has always been a severe threat to mankind. The prevalence of drug resistance among bacteria underscores an urgent goal for new antibacterial agents with novel mode of action. Here we first designed and synthesized a class of benzothiazolyl-5-methylphenanthridium derivatives and evaluated their antibacterial activity. On this basis, we further designed and synthesized another class of novel indolyl-5-methylphenanthridium derivatives by optimizing the benzothiazolyl-5-methylphenanthridium core and evaluated their antibacterial activity targeting the bacterial cell division protein FtsZ. The results showed that the indolyl-5-methylphenanthridium derivatives had greatly improved activity against various drug-resistant bacterial strains including methicillin-resistant Staphylococcus aureus and vancomycin-resistant Enterococcus (VRE). Among them, compound C5 displayed excellent antibacterial activity against susceptible (MIC = 1 μg/mL), methicillin-resistant and clinical isolated S. aureus (MIC = 2 μg/mL). With low hemolytic activity towards mice red blood cells, C5 exhibited good antibacterial effect in vivo in preliminary pharmacodynamic assay. More importantly, C5 was difficult to induce bacterial resistance. Further mechanism studies proved that C5 could inhibit bacterial cell division by promoting FtsZ polymerization, leading to disorderly polymerization and disordered knots. Therefore, our findings suggest that this class of novel indolyl-5-methylphenanthridium derivatives are promising for future antibacterial agents.

Palladium-Catalyzed Stereoselective Aza-Wacker-Heck Cyclization: One-Pot Stepwise Strategy toward Tetracyclic Fused Heterocycles

Palladium-catalyzed intramolecular tandem cyclization reactions were conducted for the synthesis of densely cis/cis-fused aza-tetracyclic structures. The process involved a palladium(II)-catalyzed aerobic aza-Wacker reaction, followed by a palladium(0)-catalyzed Heck reaction. The effects of the solvent and benzene substitution pattern on the one-pot, two-step cascade reaction were studied systematically, and a probable mechanism was proposed. Strained pentahydrobenzo[f]cyclopenta[hi]indolizin-6-one and racemic γ-lycorane can also be synthesized rapidly using this palladium-catalyzed aza-Wacker-Heck cyclization reaction.

Copper-Catalyzed Cascade Synthesis of [1,2,4]-Triazoloquinazolinones

An efficient and practical method for the synthesis of 1,2,4-triazolo[5,1- b ]quinazolin-9(3 H)-ones has been developed via the copper-catalyzed domino reactions of readily available substituted N ′-acetyl-2-bromobenzohydrazides with cyanamide. The protocol uses inexpensive CuI as the catalyst, and no other ligand or additive was required. The target products were prepared in good to excellent yields with tolerance of various functional groups.