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479977

Sigma-Aldrich

2-Hydroxy-5-nitrobenzyl alcohol

98%

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About This Item

Linear Formula:
HOC6H3(NO2)CH2OH
CAS Number:
39224-61-8
Molecular Weight:
169.13
MDL number:
MFCD01321361
UNSPSC Code:
12352100
PubChem Substance ID:
24871668
NACRES:
NA.22

assay

98%

mp

123-127 °C (lit.)

functional group

hydroxyl
nitro

SMILES string

OCc1cc(ccc1O)[N+]([O-])=O

InChI

1S/C7H7NO4/c9-4-5-3-6(8(11)12)1-2-7(5)10/h1-3,9-10H,4H2

InChI key

JEIYIXDNZKATLC-UHFFFAOYSA-N

General description

2-Hydroxy-5-nitrobenzyl alcohol (HNB) can be synthesized from dimethyl(2-hydroxyl-5-nitrobenzyl)sulfonium bromide.[1] Its crystal structure has been analyzed.[2] The interaction of HNB with glutathione S-transferases (GSTs) at tryptophan residues has been investigated.[1]

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKBJ8287
05215BD
07530DU
22724EO
10518LR

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2-Hydroxy-5-nitrobenzyl alcohol.
Lei G, et al.
Acta Crystallographica Section E, Structure Reports Online, 62(10), o4224-o4225 (2006)
Inês F Antunes et al.
Journal of nuclear medicine : official publication, Society of Nuclear Medicine, 53(3), 451-458 (2012-02-11)
Activation of microglia is a hallmark of inflammatory, infectious, and degenerative diseases of the central nervous system. Several studies have indicated that there is an increase in release of β-glucuronidase by activated microglia into the extracellular space at the site
R M McCarthy et al.
Biochimica et biophysica acta, 1293(2), 185-190 (1996-04-16)
2-Hydroxy-5-nitrobenzyl alcohol (HNB) was prepared from dimethyl(2-hydroxyl-5-nitrobenzyl)sulfonium bromide (HNBB). HNB binds to glutathione S-transferases (GSTs) 1-2 and 2-2 with moderate affinity at a site separate from 1-anilino-8-naphthalenesulfonate (ANS). Intrinsic fluorescence due to Trp-21 is strongly quenched by HNB binding but

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