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A7205

Sigma-Aldrich

3-Acetamidophenol

97%

Synonym(s):

3′-Hydroxyacetanilide

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About This Item

Linear Formula:
CH3CONHC6H4OH
CAS Number:
621-42-1
Molecular Weight:
151.16
Beilstein:
907998
EC Number:
210-687-0
MDL number:
MFCD00002263
UNSPSC Code:
12352100
PubChem Substance ID:
24891188
NACRES:
NA.22

Quality Level

200

Assay

97%

form

crystals

mp

145-148 °C (lit.)

SMILES string

CC(=O)Nc1cccc(O)c1

InChI

1S/C8H9NO2/c1-6(10)9-7-3-2-4-8(11)5-7/h2-5,11H,1H3,(H,9,10)

InChI key

QLNWXBAGRTUKKI-UHFFFAOYSA-N

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Related Categories

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCW6192
0000213997
0000226165
0000226163
MKCQ6104

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A J Streeter et al.
Drug metabolism and disposition: the biological fate of chemicals, 12(5), 565-576 (1984-09-01)
Incubations of 3'-hydroxyacetanilide (3HAA) with hepatic microsomal preparations from phenobarbital-pretreated mice led to the formation of three products of aromatic hydroxylation, viz. 2',5'-, 3',4'-, and 2',3'-dihydroxyacetanilide, which were identified by GC/MS techniques and quantified by GLC analysis. NADPH-dependent covalent binding
Lydia M Kwast et al.
Toxicological sciences : an official journal of the Society of Toxicology, 121(2), 312-319 (2011-03-16)
Immune-mediated drug hypersensitivity reactions are important causes of black box warnings and drug withdrawals. Despite the high demand for preclinical screening tools, no validated in vitro or in vivo models are available. In the current study, we used a previously
A M Matthews et al.
Toxicology letters, 90(1), 77-82 (1997-01-15)
The hepatotoxicity of the analgesic acetaminophen has been previously attributed to metabolic activation by cytochrome P450 to the reactive intermediate N-acetyl-p-benzoquinone imine. At therapeutic doses this species is detoxified by reaction with glutathione; however, following a hepatotoxic dose, liver glutathione
M S Rashed et al.
Drug metabolism and disposition: the biological fate of chemicals, 18(5), 765-770 (1990-09-01)
The metabolism and disposition of acetaminophen (APAP) and a non-hepatotoxic regioisomer, 3'-hydroxyacetanilide (AMAP), were investigated in the mouse using 14C-labeled analogues. Covalent binding of metabolites of both compounds was observed on the order of 1 nmol/mg tissue protein. AMAP binding
S A Roberts et al.
Toxicology and applied pharmacology, 105(2), 195-208 (1990-09-01)
High doses of 3-hydroxyacetanilide (3HAA), a structural isomer of acetaminophen, do not produce hepatocellular necrosis in normal male hamsters or in those sensitized to acetaminophen-induced liver damage by pretreatment with a combination of 3-methylcholanthrene, borneol, and diethyl maleate. Although 3HAA
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