3-Fluoro-4-hydroxybenzaldehyde

CAS Number 405-05-0

3-Fluoro-4-hydroxybenzaldehyde CAS 405-05-0

A fluorinated benzaldehyde building block

Used as a synthesis intermediate for chalcones and curcumins in application of pharmaceutical active ingredients

Overview
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3-Fluoro-4-hydroxybenzaldehyde (CAS number 405-05-0) is a fluorinated benzaldehyde bearing a fluorine and a hydroxy at 3- and 4-positions. 3-Fluoro-4-hydroxybenzaldehyde is used to synthesise analogues of curcuminoid with ketones through aldol condensation. The as synthesised curcuminoid derivatives show half maximal inhibitory concentration of 0.75 μM against human ovarian cancer cell line A2780. Hydrazone derivatives can be obtained from 3-fluoro-4-hydroxybenzaldehyde with a phenylhydrazine derivatives via aldehyde-amine condensation, showing potent inhibitory of macrophage migration in anti-inflammatory activity.

3-Fluoro-4-hydroxybenzaldehyde is also exploited to synthesise caffeic acid phenylethyl amide derivatives through Wittig reaction for cytoprotective activity against peroxides.

Multiple functional groups

For facile synthesis

Fluorinated benzaldehyde building block

For drug discovery, medicinal chemistry and biochemistry research

Worldwide shipping

Quick and reliable shipping

High purity

>97% High purity

General Information

CAS Number	405-05-0
Chemical Formula	C₇H₅FO₂
Full Name	3-Fluoro-4-hydroxybenzaldehyde
Molecular Weight	140.11 g/mol
Synonyms	2-Fluoro-4-formylphenol
Classification / Family	Fluorinated building blocks, Benzaldehyde building blocks, APIs

Chemical Structure

Product Details

Purity	97%
Melting Point	T_m = 121 °C – 124 °C
Appearance	Beige powder

MSDS Documentation

3-Fluoro-4-hydroxybenzaldehyde MSDS Sheet

Literature and Reviews

Synthesis of a series of caffeic acid phenethyl amide (CAPA) fluorinated derivatives: Comparison of cytoprotective effects to caffeic acid phenethyl ester (CAPE), J. Yang et al., Bioorg. Med. Chem., 18, 5032–5038(2010); DOI: 10.1016/j.bmc.2010.05.080.
Novel arylazoarylmethane as potential inhibitor of macrophage migration inhibitory factor, M. He et al., Arch. Pharm. Chem. Life Sci., 346, 1–4(2013); DOI: 10.1002/ardp.201300243.
Enzymatic Baeyer-Villiger Oxidation of Benzaldehydes, M. Moonen et al., Adv. Synth. Catal., 347, 1027–1034(2005); DOI: 10.1002/adsc.200404307.
Phenolic hydrazones are potent inhibitors of macrophage migration inhibitory factor proinflammatory activity and survival improving agent in sepsis, D. Dabideen et al., J. Med. Chem., 50(8), 1993–1997(2007); DOI: 10.1021/jm061477+.
Cytotoxicity of some synthetic bis(arylidene) derivatives of cyclic ketones towards cisplatin-resistant human ovarian carcinoma cells, H. Patel et al., Med. Chem. Res., 29, 935–341(2020); DOI: 10.1007/s00044-020-02532-5.

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