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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:
614-75-5
Molecular Weight:
152.15
Beilstein:
908000
EC Number:
210-393-2
MDL number:
MFCD00004323
UNSPSC Code:
12352100
PubChem Substance ID:
24895662
NACRES:
NA.22

Quality Level

100

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

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315 - H319 - H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

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)

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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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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