4-Fluorobenzenesulfonamide

CAS Number 402-46-0

A fluorinated sulfonamide building block

Used as a synthesis intermediate for APIs and bioimaging fluorophores

Overview
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4-Fluorobenzenesulfonamide (CAS number 402-46-0) is a para-substituted fluorinated benzenesulfonamide. 4-Fluorobenzenesulfonamide consists of a sulfonyl group terminated by an amine, enabling functionalisation through nucleophilic substitution. For instance, 4-fluorobenzenesulfonamide reacts with benzaldehyde to form (E)-N-(4-fluorobenzylidene)-4-fluorobenzenesulfonamide as an antimicrobial. A potential anti-tumour drug bis(dithiocabinmato)-platinum(II) can be synthesised from 4-fluorobenzenesulfonamide with carbon disulfide and platinum complex. PI3K/mTOR dual inhibitors are designed and synthesised from 4-fluorobenzenesulfonamide, showing half maximal inhibitory concentration up to 2.88 ± 0.58 µM.

Other than pharmaceutical applications, 4-fluorobenzenesulfonamide has been exploited to functionalise rhodamines for systematic tuning of the equilibrium of spirocyclisation for high resolution bioimaging.

Multiple functional groups

For facile synthesis

Fluorinated sulfonamide building block

For drug discovery, medicinal chemistry and bioimaging research

Worldwide shipping

Quick and reliable shipping

High purity

>98% High purity

General Information

CAS Number	402-46-0
Chemical Formula	C₆H₆FNO₂S
Full Name	4-Fluorobenzenesulfonamide
Molecular Weight	175.18 g/mol
Synonyms	p-Fluorobenzenesulfonamide, 4-Fluorobenzene-1-sulfonamide
Classification / Family	Fluorinated building block, Sulfonamides, APIs, Fluorophores

Chemical Structure

Product Details

Purity	98%
Melting Point	T_m = 124 °C – 127 °C
Appearance	White powder

MSDS Documentation

4-Fluorobenzenesulfonamide MSDS Sheet

Literature and Reviews

Systematic tuning of rhodamine spirocyclization for super-resolution microscopy, N. Lardon et al., J. Am. Chem. Soc., 143(36), 14592–14600(2021); DOI: 10.1021/jacs.1c05004.
Syntheses, crystal structure and spectroscopic characterization of new platinum(II) dithiocarbimato complexes, R. Amim et al., Polyhedron, 27, 1891–1897(2008); DOI: 10.1016/j.poly.2008.02.030.
Design, synthesis and biological evaluation of novel phenylsulfonylurea derivatives as PI3K/mTOR dual inhibitors, B. Zhao et al., Molecules, 23, 1553(2018); DOI: 10.3390/molecules23071553.
Synthesis, spectroscopic characterization and antimicrobial evaluation of some (E)-N-(4-substitutedbenzylidene)-4-fluorobenzenesulfonamides, P. Jayanthi et al., WNOFNS, 13, 101–102(2017); EISSN 2543-5426.

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