A7205
3-Acetamidophenol
97%
Synonym(s):
3′-Hydroxyacetanilide
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About This Item
Linear Formula:
CH3CONHC6H4OH
CAS Number:
Molecular Weight:
151.16
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
210-687-0
Beilstein/REAXYS Number:
907998
MDL number:
Assay:
97%
Form:
crystals
Quality Level
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
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2
Storage Class
11 - Combustible Solids
wgk
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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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
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
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 A Tirmenstein et al.
The Journal of biological chemistry, 265(6), 3059-3065 (1990-02-25)
The administration of a hepatotoxic dose of acetaminophen (250 mg/kg) to mice induced the loss of protein thiols in mouse liver. Our data suggest that a significant portion of this loss was due to protein thiol oxidation. The administration of
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