2-Acetamidophenol

HCID 11972

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Basic information

CAS: 4746-61-6
Standard SMILES: CC(=O)Nc1ccccc1O
InChIKey: ADVGKWPZRIDURE-UHFFFAOYSA-N
Molecular formula: C8H9NO2
Average molar mass: 151.16 g/mol
Monoisotopic mass: 151.06332853

Overview

2-acetamidophenol is a member of the class of phenols that is 2-aminophenol in which one of the hydrogens attached to the amino group has been replaced by an acetyl group. A positional isomer of paracetamol which possesses anti-inflammatory, anti-arthritic and anti-platelet aggregation properties. It has a role as an antineoplastic agent, an antirheumatic drug, a platelet aggregation inhibitor, an anti-inflammatory agent, an apoptosis inducer and a xenobiotic metabolite. It is a member of acetamides and a member of phenols.

Names & identifiers

Preferred name: 2-Acetamidophenol
IUPAC: N-(2-hydroxyphenyl)acetamide
English name: 2-Hydroxy-N-phenylacetamide
Molecular formula: C8H9NO2
Molecular weight: 151.16

Names & synonyms

2-Acetamidophenol614-80-2N-(2-Hydroxyphenyl)acetamideo-Hydroxyacetanilide2-Hydroxyacetanilide2-Acetaminophenolo-Acetamidophenol2-(Acetylamino)phenolo-(Acetylamino)phenolo-AcetaminophenolN-Acetyl-o-aminophenolN-Acetyl-2-aminophenol

Show more names

GlycolanilideCetirizine Impurity 52Cinnarizine Impurity 52HydroxyacetylaminobenzeneDiclofenac EP Impurity 132-Hydroxy-N-phenylacetamideN-Phenyl-2-hydroxyacetamideDiclofenac sodium impurity 1Diclofenac Sodium Impurity 32Acetamide, 2-hydroxy-N-phenyl-

Acet-o-aminofenolAcetanilide, 2'-hydroxy-o-AcetylaminofenolDTXSID80220824AS8989RNI2-(N-ACETYLAMINO)PHENOLDTXCID402082CHEBI:143107

Database identifiers

CAS: 4746-61-6、57047-65-1、614-80-2
PubChem CID: 11972
DTXSID: DTXSID8022082
ChEMBL: CHEMBL1456301
ChEBI: CHEBI:143107
UNII: 4AS8989RNI
EC Number: 210-396-9
Nikkaji: J43.339J

Properties

Computed structural properties

XLogP: 0.7
Topological polar surface area: 49.3 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 2
Rotatable bonds: 1
Heavy atoms: 11
Formal charge: 0
Complexity: 147

Experimental & physicochemical properties

SpringerMaterials PropertiesChemical shift

Collision Cross Section130.2 Å² [M-H]- [CCS Type: DT; Buffer gas: N2; Ionization: ESI-; Dataset: TOXCAST; Source Identifier: DTXSID8022082]

Physicochemical properties

Melting point: 92 °C · 92 °C
Boiling point: 273.17 °C · 273.17°C (rough estimate)
Density: 1.2023 · 1.2023 (rough estimate)
refractive index: 1.581 · 1.5810 (estimate)
storage temp.: 2 · 2-8°C
pka: 13.41 · 13.41±0.10(Predicted)
Appearance: White to off-white Solid
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302-H315-H319-H335
Precautionary statements: 261 · P261-P305+P351+P338

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (98%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 49 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.