57381-43-8

Basic information

• Product Name: Methyl 2,5-dibromobenzoate
• Synonyms: 3,4-DIAMINOBENZOIC ACID METHYL ESTER;2,5-DIBROMOBENZOIC ACID METHYL ESTER;METHYL 2,5-DIBROMOBENZOATE;2,5-DIBROMOBENZOIC ACID METHYL ESTER 98+%
• CAS NO: 57381-43-8
• Molecular Formula: C₈H₆Br₂O₂
• Molecular Weight: 293.94
• Product Categories: Bromine Compounds;C8 to C9;Carbonyl Compounds;Esters;Acids & Esters
• Mol File: 57381-43-8.mol
• Article Data: 4

Chemical Properties

• Melting Point: 48-51 °C(lit.)
• Boiling Point: 291.3 °C at 760 mmHg
• Flash Point: >230 °F
• Appearance: /
• Density: 1.84 g/cm³
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility: Slightly soluble in water.
• CAS DataBase Reference: Methyl 2,5-dibromobenzoate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 2,5-dibromobenzoate(57381-43-8)
• EPA Substance Registry System: Methyl 2,5-dibromobenzoate(57381-43-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• TSCA: N
• Hazardous Substances Data: 57381-43-8(Hazardous Substances Data)

Usage

General Description

Methyl 2,5-dibromobenzoate, an aromatic ester, can be prepared from 2,5-dibromobenzoic acid via esterification with methanol. It undergoes Ni(0)-catalyzed polymerization to form soluble polyphenylenes.

Upstream product

• 186581-53-3 diazomethane 
• 610-71-9 2,5-dibromobenzoic acid 
• 67-56-1 methanol 
• 74553-29-0 2,5-dibromobenzaldehyde 
• 615-59-8 1,4-dibromo-2-methylbenzene 

Downstream Products

• 857349-10-1 methyl 2,5-bis(5-hydroxy-1-pentynyl)benzoate 
• 1253582-64-7 1-(2,5-dibromobenzoyl)-2-benzoylhydrazine 
• 1253582-65-8 1-((2,5-dibromophenyl)chloromethylene)-2-(chloro(phenyl)methylene)hydrazine 
• 1253582-66-9 N-(4-(3-(2,5-dibromophenyl)-5-phenyl-4H-1,2,4-triazol-4-yl)phenyl)-N-phenylbenzenamine 
• 1446114-05-1 methyl 5-bromo-2-(phenylethynyl)benzoate 

Relevant articles and documents

SAR Studies on Aromatic Acylhydrazone-Based Inhibitors of Fungal Sphingolipid Synthesis as Next-Generation Antifungal Agents

Recently, the fungal sphingolipid glucosylceramide (GlcCer) synthesis has emerged as a highly promising new target for drug discovery of next-generation antifungal agents, and we found two aromatic acylhydrazones as effective inhibitors of GlcCer synthesis based on HTP screening. In the present work, we have designed libraries of new aromatic acylhydrazones, evaluated their antifungal activities (MIC80 and time-kill profile) against C. neoformans, and performed an extensive SAR study, which led to the identification of five promising lead compounds, exhibiting excellent fungicidal activities with very large selectivity index. Moreover, two compounds demonstrated broad spectrum antifungal activity against six other clinically relevant fungal strains. These five lead compounds were examined for their synergism/cooperativity with five clinical drugs against seven fungal strains, and very encouraging results were obtained; e.g., the combination of all five lead compounds with voriconazole exhibited either synergistic or additive effect to all seven fungal strains.

Facile preparation of 6-(Aminomethyl)isoindolin-1-one realizing complete reduction of double aromatic cyano groups

6-(Aminomethyl)isoindolin-1-one is a key intermediate enroute to many investigational therapeutic agents. The need for it prompts a concise synthesis, which includes; (1) cyanation without using costly transition metal catalysts; (2) complete hydrogenation of the resulting dicyanide. This synthetic route emphasizes high atom-efficiency and simple operation. 5-(Aminomethyl)isoindolin-1-one, a structural analogue, is synthesized via this route as well.