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Key Documents

H49804

Sigma-Aldrich

2-Hydroxyphenylacetic acid

ReagentPlus®, 99%

Synonym(s):

(2-Hydroxyphenyl)acetic acid, (o-Hydroxyphenyl)acetic acid, 2-(2-Hydroxyphenyl)acetic acid, 2-(2′-Hydroxyphenyl)acetic acid, 2-HPAA, 2-Hydroxybenzeneacetic acid

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About This Item

Linear Formula:
HOC6H4CH2CO2H
CAS Number:
Molecular Weight:
152.15
Beilstein/REAXYS Number:
908000
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

product line

ReagentPlus®

assay

99%

mp

145-147 °C (lit.)

SMILES string

OC(=O)Cc1ccccc1O

InChI

1S/C8H8O3/c9-7-4-2-1-3-6(7)5-8(10)11/h1-4,9H,5H2,(H,10,11)

InChI key

CCVYRRGZDBSHFU-UHFFFAOYSA-N

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Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

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Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

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


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Tania Irebo et al.
Journal of the American Chemical Society, 130(29), 9194-9195 (2008-06-28)
Proton coupled electron transfer (PCET) from tyrosine covalently linked to Ru(bpy)32+ has been studied with laser flash-quench techniques. Two new complexes with internal hydrogen bonding bases to the phenolic proton have been synthesized. Depending on the hydrogen bonding and protonation
D Ratanasavanh et al.
Fundamental & clinical pharmacology, 10(6), 504-510 (1996-01-01)
We compared the cytotoxic effect of coumarin and its derivatives, 7-hydroxycoumarin (7-OHC), 4-hydroxycoumarin (4-OHC), o-hydroxyphenyl acetic acid (OHPAA) and o-coumaric acid (CA), on cultured hepatocytes from human, rat, mouse and rabbit liver. At 10(-5) and 5 x 10(-5) M, coumarin
M Bayat-Sarmadi et al.
Molecular and cellular endocrinology, 92(1), 127-134 (1993-03-01)
Prolactin has many known functions and one of them is to induce the expression of milk protein gene expression in the mammary gland. Specific membrane receptors have been recently characterized but the transduction mechanism involved in the transfer of the
S L Born et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 41(2), 247-258 (2002-12-14)
Coumarin, a well recognized rat hepatotoxicant, also causes acute, selective necrosis of terminal bronchiolar Clara cells in the mouse lung. Further, chronic oral gavage administration of coumarin at 200 mg/kg, a dose that causes Clara cell death, resulted in a
Jeffrey D Vassallo et al.
Toxicological sciences : an official journal of the Society of Toxicology, 80(2), 249-257 (2004-05-14)
Hepatotoxicity of coumarin is attributed to metabolic activation to an epoxide intermediate, coumarin 3,4-epoxide (CE). However, whereas rats are most susceptible to coumarin-induced hepatotoxicity, formation of CE is greatest in mouse liver microsomes, a species showing little evidence of hepatotoxicity.

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