5-Bromo-4-fluoro-2-methylaniline

CAS Number 627871-16-3

Chemistry Building Blocks, Fluorinated Building Blocks, Monomers, Non-Heterocyclic Building Blocks

5-Bromo-4-fluoro-2-methylaniline CAS 627871-16-3

A dihalogenated aniline building block

Used as a synthesis intermediate for APIs

Overview
Related Products

5-Bromo-4-fluoro-2-methylaniline (CAS number 627871-16-3) is derived from 2-methylaniline with fluoride and bromide substituents at the 4- and 5-positions. 5-Bromo-4-fluoro-2-methylaniline possesses multiple reactivities, including cross-coupling reactions on the bromide substituent, nucleophilic substitution on the amine, and nucleophilic aromatic substitution on the fluoride group.

5-Bromo-4-fluoro-2-methylaniline is one of the key ingredients for the synthesis of MDL compounds (N-phenyl-4-(phenylsulfonamido)benzenesulfonamide derivatives, MDL-800, MDL-801 and MDL-811). MDL compounds are activators of sirtuin 6 (SIRT6), a lysine deacetylase that acts as a tumour suppressor. MDL compounds increase the deacetylase activity of SIRT6 by binding to an allosteric site, leading to a decrease in histone levels in human hepatocellular carcinoma cells.

Multiple functional groups

For facile synthesis

Fluorinated aniline building block

For drug discovery, medicinal chemistry, and biochemistry

Low Cost

Competitively priced, high quality product

High purity

>98% High purity

General Information

CAS Number	627871-16-3
Chemical Formula	C₇H₇BrFN
Full Name	5-Bromo-4-fluoro-2-methylaniline
Molecular Weight	204.04 g/mol
Synonyms	2-Amino-4-bromo-5-fluorotoluene, 5-Bromo-4-fluoro-2-methylbenzenamine, 5-Bromo-4-fluoro-o-toluidine
Classification / Family	Fluorinated building blocks, Brominated building blocks, Aniline building blocks, Toluidine building blocks, APIs

Chemical Structure

Product Details

Purity	98%
Melting Point	T_m = 86 °C – 90 °C
Appearance	Pale purple powder

MSDS Documentation

5-Bromo-4-fluoro-2-methylaniline MSDS Sheet

Literature and Reviews

The role of structural biology in the design of sirtuin activators, F. Fiorentino et al., Curr. Opin. Struct. Biol., 82, 102666 (2023); DOI: 10.1016/j.sbi.2023.102666.
SIRT6 pharmacological inhibition delays skin cancer progression in the squamous cell carcinoma, A. Abbotto et al., Biomed. Pharmacother., 166, 115326 (2023); DOI: 10.1016/j.biopha.2023.115326.
MDL-800, an allosteric activator of SIRT6, suppresses proliferation and enhances EGFR-TKIs therapy in non-small cell lung cancer, J.-L. Shang et al., Acta Pharmacol. Sin., 42, 120–131 (2021); DOI: 10.1038/s41401-020-0442-2.
Emerging therapeutic potential of SIRT6 modulators, F. Fiorentino et al., J. Med. Chem., 64, 9732–9758 (2021) ; DOI: 10.1021/acs.jmedchem.1c00601.

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