544809
3-Fluoro-4-hydroxybenzoic acid
95%
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About This Item
Linear Formula:
FC6H3(OH)CO2H
CAS Number:
Molecular Weight:
156.11
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Product Name
3-Fluoro-4-hydroxybenzoic acid, 95%
InChI
1S/C7H5FO3/c8-5-3-4(7(10)11)1-2-6(5)9/h1-3,9H,(H,10,11)
SMILES string
OC(=O)c1ccc(O)c(F)c1
InChI key
IUSDEKNMCOUBEE-UHFFFAOYSA-N
assay
95%
mp
154-158 °C (lit.)
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Application
3-Fluoro-4-hydroxybenzoic acid may be used in the preparation of (S)-2-methylbutyl-3-fluoro-4-hydroxy benzoate and 4-n-alkoxy-3-fluorobenzoic acids. It may also be used in the synthesis of bis 3-fluoro-4-hydroxybenzoates, which are potent KCa2/3 pan-inhibitors.
General description
3-Fluoro-4-hydroxybenzoic acid is a halo-substituted 4-hydroxybenzoic acid that can be prepared from 3-fluoro-4-methoxybenzoic acid via demethylation.
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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Mesomorphism and chemical constitution. Part III. The effect of halogen substitution on the mesomorphism of the 4-alkoxybenzoic acids.
Gray GW and Jones B.
Journal of the Chemical Society, 2556-2562 (1954)
Effect of a lateral substituent on the mesomorphic properties of ferroelectric side chain liquid crystalline polysiloxanes.
Hsu CS and Tsai CH.
Liq. Cryst., 22(6), 669-677 (1997)
Aida Oliván-Viguera et al.
Molecular pharmacology, 87(2), 338-348 (2014-12-04)
Small/intermediate conductance KCa channels (KCa2/3) are Ca(2+)/calmodulin regulated K(+) channels that produce membrane hyperpolarization and shape neurologic, epithelial, cardiovascular, and immunologic functions. Moreover, they emerged as therapeutic targets to treat cardiovascular disease, chronic inflammation, and some cancers. Here, we aimed
R H Felton et al.
Biochemistry, 23(17), 3955-3959 (1984-08-14)
Solvent proton nuclear magnetic dispersion studies at 25, 100, and 300 MHz have been performed on protocatechuate 3,4-dioxygenase (PCD) and its complexes with 3-chloro-4-hydroxybenzoate and 3-fluoro-4-hydroxybenzoate. Longitudinal and transverse relaxation rates were measured for these compounds and for the apoenzyme.
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