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4-Chloro-3-fluoroaniline

CAS Number 367-22-6

Fluorinated Building Blocks, Monomers

4-Chloro-3-fluoroaniline CAS 367-22-6
Product Code B2681-5g
Price £50 ex. VAT
£ GBP

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A dihalogenated aniline building block

Used as a building block for introducing a halogenated aniline moiety to molecules in medicinal chemistry and as a monomer for semiconducting polyanilines

4-Chloro-3-fluoroaniline (CAS number 367-22-6) is an aniline derivative featuring chloride and fluoride substituents at para- and meta-positions. 4-Chloro-3-fluoroaniline serves as a building block in the synthesis of antimalarial agents, wherein it undergoes nucleophilic substitution reactions. The incorporation of chloride and fluoride substituents significantly improves the drug’s potency, reducing the half maximal effective concentration (EC50) down to 27 nM against Plasmodium falciparum parasite. The utility of 4-chloro-3-fluoroaniline building block can be found in many active pharmaceutical ingredients (APIs) such as piperidine derivatives for antiviral treatments and quinazolines as anticancer agents.

Additionally, 4-chloro-3-fluoroaniline is also an optimal monomer for synthesising fluorinated polyanilines, via Buchwald-Hartwig amination.

Multiple functional groups

Multiple functional groups

For facile synthesis

Fluorinated building block

Fluorinated aniline building block

For semiconductors, medicinal chemistry and biochemistry research

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High purity 367-22-6

High purity

>98% High purity

General Information

CAS Number 367-22-6
Chemical Formula C6H5ClFN
Full Name 4-Chloro-3-fluoroaniline
Molecular Weight 145.56 g/mol
Synonyms 4-Chloro-3-fluorophenylamine, 4-chloro-3-fluorobenzenamine
Classification / Family Fluorinated building blocks, Aniline building blocks, APIs, Semiconductors

Chemical Structure

4-Chloro-3-fluoroaniline chemical structure, CAS 367-22-6.
4-Chloro-3-fluoroaniline chemical structure, CAS 367-22-6

Product Details

Purity 98%
Melting Point Tm = 58 °C – 62 °C
Appearance Grey powder/crystals

MSDS Documentation

4-Chloro-3-fluoroaniline4-Chloro-3-fluoroaniline MSDS Sheet

Literature and Reviews

  1. A short review on synthetic strategies towards quinazoline based anticancer drugs, V. Sharma et al., Arkivoc, IX, 150–176(2021); DOI: 10.24820/ark.5550190.p011.552.
  2. Optimization of 2-anilino 4-amino substituted quinazolines into potent antimalarial agents with oral in vivo activity, P. Gilson et al., J. Med. Chem., 60, 1171–1188(2017); DOI: 10.1021/acs.jmedchem.6b01673.
  3. Imidazolopiperazines: hit to lead optimization of new antimalarial agents, T. Wu et al., J. Med. Chem., 54, 5116–5130(2011); DOI: 10.1021/jm2003359.
  4. Design, synthesis and biological evaluation of small molecule inhibitors of CD4-gp120 binding based on virtual screening, J. La Londe et al., Bioorg. Med. Chem., 19(1), 91–101(2011), DOI: 10.1016/j.bmc.2010.11.049.
  5. Design, synthesis and antiviral activity of entry inhibitors that target the CD4-binding site of HIV-1, F. Curreli et al., J. Med. Chem., 55(10), 4764–4775. DOI: 10.1021/jm3002247.
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