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A7205

3-Acetamidophenol

Name: 3-Acetamidophenol
Brand: ALDRICH

97%

Synonym(s):

3′-Hydroxyacetanilide

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About This Item

Linear Formula:

CH₃CONHC₆H₄OH

CAS Number:

621-42-1

Molecular Weight:

151.16

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24891188

EC Number:

210-687-0

Beilstein/REAXYS Number:

907998

MDL number:

MFCD00002263

Assay:

97%

Form:

crystals

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Properties

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

Description

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pictograms

GHS07

signalword

Warning

hcodes

H315,H319

pcodes

P264 - P280 - P302 + P352 - P305 + P351 + P338 - P332 + P313 - P337 + P313

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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The microsomal metabolism and site of covalent binding to protein of 3'-hydroxyacetanilide, a nonhepatotoxic positional isomer of acetaminophen.

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

Characterization of glutathione conjugates of reactive metabolites of 3'-hydroxyacetanilide, a nonhepatotoxic positional isomer of acetaminophen.

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

A comparative study of mouse liver proteins arylated by reactive metabolites of acetaminophen and its nonhepatotoxic regioisomer, 3'-hydroxyacetanilide.

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

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Global Trade Item Number

SKU	GTIN
A7205-100G	04061833383797
A7205-25G	04061832281452