647020-71-1

Basic information

• Product Name: methyl 2-bromo-3-fluorobenzoate
• Synonyms: methyl 2-bromo-3-fluorobenzoate
• CAS NO: 647020-71-1
• Molecular Formula: C₈H₆BrFO₂
• Molecular Weight: 233.0344432
• Mol File: 647020-71-1.mol

Chemical Properties

• Boiling Point: 248.8°C at 760 mmHg
• Flash Point: 104.3°C
• Appearance: /
• Density: 1.577g/cm³
• Vapor Pressure: 0.0237mmHg at 25°C
• Refractive Index: 1.531
• CAS DataBase Reference: methyl 2-bromo-3-fluorobenzoate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 2-bromo-3-fluorobenzoate(647020-71-1)
• EPA Substance Registry System: methyl 2-bromo-3-fluorobenzoate(647020-71-1)

Safety Data

• Hazardous Substances Data: 647020-71-1(Hazardous Substances Data)

Usage

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

Upstream product

• 186581-53-3 diazomethane 
• 132715-69-6 2-bromo-3-fluoro-benzoic acid 
• 1121-86-4 1-Fluoro-3-iodobenzene 
• 67-56-1 methanol 
• 851368-08-6 1-bromo-2-fluoro-6-iodobenzene 

Downstream Products

• 1402838-29-2 methyl 3-fluoro-2-(1-trityl-1H-imidazol-4-yl)benzoate 
• 1402838-31-6 3-fluoro-2-(1-trityl-1H-imidazol-4-yl)benzaldehyde 
• 52045-42-8 4-fluoro-2-methyl-2,3-dihydro-1H-inden-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.

FUSED IMIDAZOLE DERIVATIVES USEFUL AS IDO INHIBITORS

Presently provided are IDO inhibitors and pharmaceutical compositions thereof, useful for modulating an activity of indoleamine 2,3-dioxygenase; treating indoleamine 2,3-dioxygenase (IDO) mediated inimunosuppression; treating a medical conditions that benefit from the inhibition of enzymatic activity of indoleamine-2,3-dioxygenase; enhancing the effectiveness of an anti-cancer treatment comprising administering an anti-cancer agent; treating tumor-specific immunosuppression associated with cancer; and treating immunosupression associated with an infectious disease.

ADAMANTYL DERIVATES AS P2X7 RECEPTOR ANTAGONISTS

The invention provides compounds of formula (I) pharmaceutically acceptable salt or solvate thereof, in which R1, A1, m and A are as defined in the specification; a process for their preparation; pharmaceutical compositions containin

Promoting or preventing haloaryllithium isomerizations: Differential basicities and solvent effects as the crucial variables

Deprotonation-triggered heavy halogen migrations should become a favorite tool in arene synthesis if their occurrence and outcome could be made predictable. Particularly attractive, though extremely rare, are stop-and-go situations where a first intermediate, generated by metalation, can be trapped at -100 °C, whereas at -75 °C halogen migration gives rise to an isomer. As shown now, one can conveniently produce the initial aryllithium species by halogen/metal interconversion in toluene at -100 °C, under conditions that preclude, halogen migration, and unleash the isomerization process by adding tetrahydrofuran at -75 °C.