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H20806

Sigma-Aldrich

4-Hydroxybenzyl alcohol

99%

Synonym(s):

NSC 227926

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About This Item

Linear Formula:
HOC6H4CH2OH
CAS Number:
623-05-2
Molecular Weight:
124.14
Beilstein/REAXYS Number:
1858967
EC Number:
210-768-0
MDL number:
MFCD00004658
UNSPSC Code:
12164502
PubChem Substance ID:
24895499

Quality Level

200

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
GHS07

signalword

Warning

Hazard Classifications

Aquatic Chronic 3 - Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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)
Kyung-Yoon Kam et al.
Molecules and cells, 31(3), 209-215 (2011-02-25)
The therapeutic goal in treating cerebral ischemia is to reduce the extent of brain injury and thus minimize neurological impairment. We examined the effects of p-hydroxybenzyl alcohol (HBA), an active component of Gastrodia elata Blume, on transient focal cerebral ischemia-induced
Zheng Cai et al.
Journal of drug targeting, 16(2), 178-184 (2008-02-16)
Both borneol and gastrodin are bioactive substances derived from traditional Chinese medicine. In this paper, the effect of borneol on the distribution of gastrodin to the brain in mice via oral administration was investigated. Gastrodin concentrations in plasma and gastrodigenin
M W Laschke et al.
British journal of pharmacology, 163(4), 835-844 (2011-03-04)
4-Hydroxybenzyl alcohol (HBA) is a phenolic plant compound, which has been shown to influence many cellular mechanisms. In the present study, we analysed in vitro and in vivo the anti-angiogenic actions of this pleiotropic agent. Migration and protein expression of
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