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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
InChI key
QLNWXBAGRTUKKI-UHFFFAOYSA-N
InChI
1S/C8H9NO2/c1-6(10)9-7-3-2-4-8(11)5-7/h2-5,11H,1H3,(H,9,10)
SMILES string
CC(=O)Nc1cccc(O)c1
assay
97%
form
crystals
Quality Level
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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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T G Myers et al.
Chemical research in toxicology, 8(3), 403-413 (1995-04-01)
Acetaminophen (4'-hydroxyacetanilide), a widely used analgesic/antipyretic drug, is hepatotoxic in large doses, whereas the m-hydroxy isomer of acetaminophen, 3'-hydroxyacetanilide, is not hepatotoxic. Both are oxidized by mouse liver cytochromes P-450 to reactive metabolites that bind covalently to hepatic proteins. Because
Robert H Pierce et al.
Biochemical pharmacology, 64(3), 413-424 (2002-07-31)
Overdose of the popular, and relatively safe, analgesic acetaminophen (N-acetyl-p-aminophenol, APAP, paracetamol) can produce a fatal centrilobular liver injury. APAP-induced cell death was investigated in a differentiated, transforming growth factor alpha (TGFalpha)-overexpressing, hepatocyte cell line and found to occur at
Metabolic alterations resulting from the inhibition of mitochondrial respiration by acetaminophen in vivo.
R L Esterline et al.
Biochemical pharmacology, 38(14), 2390-2392 (1989-07-15)
M S Rashed et al.
Chemical research in toxicology, 2(1), 41-45 (1989-01-01)
3'-Hydroxyacetanilide (AMAP) is a nonhepatotoxic regioisomer of acetaminophen (APAP) that nonetheless does form reactive metabolites which bind to hepatic proteins. Because differences in the nature of reactive metabolites formed from AMAP and APAP may explain differences in their propensity to
Identification of hepatic protein targets of the reactive metabolites of the non-hepatotoxic regioisomer of acetaminophen, 3'-hydroxyacetanilide, in the mouse in vivo using two-dimensional gel electrophoresis and mass spectrometry.
Y Qiu et al.
Advances in experimental medicine and biology, 500, 663-673 (2002-01-05)
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