653-92-9

Basic information

• Product Name: METHYL 2-BROMO-4-FLUOROBENZOATE
• Synonyms: RARECHEM AL BF 1088;METHYL 2-BROMO-4-FLUOROBENZOATE;Methyl 2-bromo-4-fluorobenzoate 98%;Methyl2-bromo-4-fluorobenzoate98%;methyl 2-bromo-4-fluorobenzenecarboxylate;Methyl 4-fluoro-2-bromobenzoate;5-fluoro-2-(methoxycarbonyl)bromobenzene;Benzoic acid, 2-broMo-4-fluoro-, Methyl ester
• CAS NO: 653-92-9
• Molecular Formula: C₈H₆BrFO₂
• Molecular Weight: 233.03
• Product Categories: blocks;Bromides;Carboxes;FluoroCompounds
• Mol File: 653-92-9.mol
• Article Data: 30

Chemical Properties

• Boiling Point: 75-78/1mm
• Flash Point: 100℃
• Appearance: /
• Density: 1.577
• Vapor Pressure: 0.0362mmHg at 25°C
• Refractive Index: 1.531
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: METHYL 2-BROMO-4-FLUOROBENZOATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 2-BROMO-4-FLUOROBENZOATE(653-92-9)
• EPA Substance Registry System: METHYL 2-BROMO-4-FLUOROBENZOATE(653-92-9)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 22
• HazardClass: IRRITANT
• Hazardous Substances Data: 653-92-9(Hazardous Substances Data)

Usage

Chemical Properties

off-white powder

InChI:InChI=1/C8H6BrFO2/c1-12-8(11)6-3-2-5(10)4-7(6)9/h2-4H,1H3

Upstream product

• 496-69-5 2-bromo-4-fluoro-phenol 
• 79-22-1 methyl chloroformate 
• 1006-41-3 2-bromo-4-fluorobenzoic acid 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 67-56-1 methanol 
• 59142-68-6 2-bromo-4-fluorobenzaldehyde 
• 74-88-4 methyl iodide 

Downstream Products

• 943615-59-6 C₁₅H₁₅FN₂O₃ 
• 1103500-40-8 2-bromo-4-(4-hydroxypiperidin-1-yl)benzoic acid methyl ester 
• 1095549-80-6 2-butyl-4-chloro-1-((5'-fluoro-2'-(methoxycarbonyl)biphenyl-4-yl)methyl)-1H-imidazole-5-carboxylic acid 
• 1095549-72-6 C₂₂H₂₀ClFN₂O₄ 
• 127510-96-7 2-cyano-4-fluorobenzoic acid methyl ester 
• 1260666-80-5 5-fluoro-2,3-dihydro-isoindol-1-one 
• 1359988-53-6 6-fluoro-3-phenyl-1H-2-benzopyran-1-one 

Relevant articles and documents

Development of LM98, a Small-Molecule TEAD Inhibitor Derived from Flufenamic Acid

The YAP-TEAD transcriptional complex is responsible for the expression of genes that regulate cancer cell growth and proliferation. Dysregulation of the Hippo pathway due to overexpression of TEAD has been reported in a wide range of cancers. Inhibition of TEAD represses the expression of associated genes, demonstrating the value of this transcription factor for the development of novel anti-cancer therapies. We report herein the design, synthesis and biological evaluation of LM98, a flufenamic acid analogue. LM98 shows strong affinity to TEAD, inhibits its autopalmitoylation and reduces the YAP-TEAD transcriptional activity. Binding of LM98 to TEAD was supported by 19F-NMR studies while co-crystallization experiments confirmed that LM98 is anchored within the palmitic acid pocket of TEAD. LM98 reduces the expression of CTGF and Cyr61, inhibits MDA-MB-231 breast cancer cell migration and arrests cell cycling in the S phase during cell division.

Rh-Catalyzed Asymmetric Hydrogenation of α,β- and β,β-Disubstituted Unsaturated Boronate Esters

A highly enantioselective hydrogenation of α,β-unsaturated boronate esters catalyzed by Rh-(S)-DTBM-Segphos complex has been developed. Both (Z)-α,β- and β,β-disubstituted substrates can be successfully hydrogenated to afford chiral boronates with excellent enantioselectivities, up to 98 % ee. Furthermore, the obtained chiral boronate esters, as important versatile synthetic intermediates are successfully transformed to the corresponding chiral alcohols, amines and other important derivatives with maintained enantioselectivities.

FLUOROPHENYL SUBSTITUTED MUSCARINIC RECEPTOR LIGANDS WITH SELECTIVITY FOR M3 OVER M2

The present invention relates to fluorophenyl substituted muscarinic receptor ligands with selectivity for M3 over M2 and to the use of these compounds in the treatment of various diseases such as asthma, chronic obstructive pulmonary disease (COPD), bronchopulmonary dysplasia (BPD) and urinary incontinence.