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H20806

Sigma-Aldrich

4-Hydroxybenzyl alcohol

99%

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Synonym(s):
NSC 227926
Linear Formula:
HOC6H4CH2OH
CAS Number:
Molecular Weight:
124.14
Beilstein:
1858967
EC Number:
MDL number:
UNSPSC Code:
12164502
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

99%

form

powder or crystals

reaction suitability

reagent type: cross-linking reagent

mp

114-122 °C (lit.)

SMILES string

OCc1ccc(O)cc1

InChI

1S/C7H8O2/c8-5-6-1-3-7(9)4-2-6/h1-4,8-9H,5H2

InChI key

BVJSUAQZOZWCKN-UHFFFAOYSA-N

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General description

4-Hydroxybenzyl alcohol (HBA) is a phenolic compound found in Gastrodia elata. It is an antioxidant and anti-asthmatic agent.HBA can also be used as a precursor to synthesize hydrogen peroxide-responsive copolyoxalate nanoparticles and polymers.

Application

4-Hydroxybenzyl alcohol can be used as a precursor for the synthesis of:
  • HBA-incorporated copolyoxalate (HPOX) nanoparticles as potential drug delivery system.
  • Poly(4-hydroxybenzyl alcohol) by enzyme catalyzed reaction.
  • 4-Hydroxybenzyl imidazole derivatives.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Aquatic Chronic 3 - Eye Irrit. 2

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Synthesis and biochemical evaluation of a range of sulfonated derivatives of 4-hydroxybenzyl imidazole as highly potent inhibitors of rat testicular 17α-hydroxylase/17, 20-lyase (P-45017α).
Ahmed S, et al.
Bioorganic & Medicinal Chemistry Letters, 19(16), 4698-4701 (2009)
Enzyme mediated oxidative polymerization of 4-hydroxybenzyl alcohol for optical applications.
Kumar V, et al.
Journal of Macromolecular Science, Part A: Pure and Applied Chemistry, 39(10), 1183-1193 (2002)
Hydrogen peroxide-responsive copolyoxalate nanoparticles for detection and therapy of ischemia-reperfusion injury
D Lee, et al.
Journal of Controlled Release : Official Journal of the Controlled Release Society, 172, 1102-1110 (2013)
Eun-Ju Lim et al.
The Journal of pharmacy and pharmacology, 59(9), 1235-1240 (2007-09-22)
4-Hydroxybenzyl alcohol (HBA), one of the well-known phenolic compounds in diverse plants, displayed a significant inhibition in the chick chorioallantoic membrane (CAM) angiogenesis assay. HBA was shown to contain an anti-inflammatory activity in carrageenan-induced air pouch model in rats and
Lei-Chwen Lin et al.
Journal of pharmaceutical and biomedical analysis, 48(3), 909-917 (2008-09-02)
Gastrodin is a pharmacologically active substance isolated from Gastrodia elata Blume with sedation, anti-convulsion and anti-epilepsy activities. A rapid and sensitive liquid chromatography technique coupled to tandem mass spectrometry (LC-MS/MS) system was developed to determine gastrodin and its metabolite p-hydroxybenzyl

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