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2,4-Difluoro-(1H-1,2,4-triazolyl)acetophenone

CAS Number 86404-63-9

Chemistry Building Blocks, Fluorinated Building Blocks, Materials, Monomers

2,4-Difluoro-(1H-1,2,4-triazolyl)acetophenone CAS 86404-63-9
Product Code B2241-10g
Price £100 ex. VAT
£ GBP

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A fluorinated triazole building block

A synthesis intermediate for APIs in drug discovery and bioimaging

Specifications | MSDS | Literature and Reviews

2,4-Difluoro-(1H-1,2,4-triazolyl)acetophenone (CAS number 86404-63-9) has a difluoroacetophenone that is attached to a triazole unit. 2,4-Difluoro-(1H-1,2,4-triazolyl)acetophenone is a molecular scaffold for triazole antifungal medications, for instance, fluconazole, voriconazole and efinaconazole. The ketone moiety in 2,4-difluoro-(1H-1,2,4-triazolyl)acetophenone allows various modifications via Grignard reaction and aldol reaction. Enantioselective additions are also sufficient with chiral prolines catalysed aldol reaction or chiral auxiliaries assisted Grignard reaction.

Fluconazole chemical structure
Chemical structure of fluconazole, an antifungal drug

With the addition of chromophores, 2,4-difluoro-(1H-1,2,4-triazolyl)acetophenone has been used to study the mechanism of antifungal activity in live Candida cells, with fluorescent microscopy.

Multiple functional groups

Multiple functional groups

For facile synthesis

Fluorinated building block

Fluorinated triazole building block

For drug discovery, medicinal chemistry, and biochemistry research

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High purity 86404-63-9

High purity

>98% High purity

General Information

CAS Number 86404-63-9
Chemical Formula C10H7F2N3O
Full Name 2,4-Difluoro-(1H-1,2,4-triazolyl)acetophenone
Molecular Weight 223.18 g/mol
Synonyms 1-(2,4-Difluorobenzoylmethyl)-1H-1,2,4-triazole, 1-(2,4-Difluorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethanone, Voriconazole Related Compound C, Fluconazole Impurity E
Classification / Family Fluorinated building block, Heterocyclic building block, APIs, Bioimaging

Chemical Structure

2,4-Difluoro-(1H-1,2,4-triazolyl)acetophenone chemical structure, CAS 86404-63-9
2,4-Difluoro-(1H-1,2,4-triazolyl)acetophenone chemical structure, CAS 86404-63-9

Product Details

Purity 98%
Melting Point Tm = 103 – 107 °C
Appearance Off-white powder

MSDS Documentation

2,4-Difluoro-(1H-1,2,4-triazolyl)acetophenone2,4-Difluoro-(1H-1,2,4-triazolyl)acetophenone MSDS Sheet

Literature and Reviews

  1. Conazole, J. Heeres et al., Molecules, 15, 4129-4188(2010); DOI: 10.3390/molecules15064129.
  2. Enantiomerically pure tertiary alcohols by TADDOL-assisted additions to ketones—or how to make a Grignard reagent enatioselective, B. Weber et al., Angew. Chem., Int. Ed., 31(1), 84–86(1992); DOI: 10.1002/anie.199200841.
  3. Pharmacological significance of triazole scaffold, R. Kharb et al., J. Enzyme Inhib. Med. Chem., 26(1), 1-21(2011); DOI: 10.3109/14756360903524304.
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