O-HYDROXYACETANILIDE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C8H9NO2
Molecular Weight	151.1626
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(=O)NC1=CC=CC=C1O

InChI

InChIKey=ADVGKWPZRIDURE-UHFFFAOYSA-N

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

HIDE SMILES / InChI

Molecular Formula	C8H9NO2
Molecular Weight	151.1626
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/23971042 | https://www.ncbi.nlm.nih.gov/pubmed/20452462 | https://www.ncbi.nlm.nih.gov/pubmed/24186846

O-Hydroxyacetanilide or N-(2-hydroxyphenyl)acetamide is a derivative of salicylic acid exerting anti-inflammatory activity. It ameliorated the severity of adjuvant-induced arthritis in rats.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
inflammasome complex 2 Target ID: GO:0061702 Sources: https://www.ncbi.nlm.nih.gov/pubmed/23971042 \| https://www.ncbi.nlm.nih.gov/pubmed/20452462 \| https://www.ncbi.nlm.nih.gov/pubmed/24186846	Inhibitor 8504

Conditions

Condition	Modality	Targets	Highest Phase	Product
Arthritis 87 Sources: https://www.ncbi.nlm.nih.gov/pubmed/23971042 https://www.ncbi.nlm.nih.gov/pubmed/20452462 https://www.ncbi.nlm.nih.gov/pubmed/24186846	Primary		Preclinical	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
N-(2-hydroxy phenyl) acetamide produces profound inhibition of c-Fos protein and mRNA expression in the brain of adjuvant-induced arthritic rats.	2014-02	24186846
Protective efficacy of N-(2-hydroxyphenyl) acetamide against adjuvant-induced arthritis in rats.	2013	23971042
N-(2-hydroxy phenyl) acetamide inhibits inflammation-related cytokines and ROS in adjuvant-induced arthritic (AIA) rats.	2010-08	20452462
Acetanilide 4-hydroxylase and acetanilide 2-hydroxylase activity in hepatic microsomes from induced mice.	1991-02	1998210
Microbial conversion of acetanilide to 2'-hydroxyacetanilide and 4'-hydroxyacetanilide.	1967-11	16349759

Sample Use Guides

In Vivo Use Guide

rats: 5 or 10 mg/kg

Route of Administration: Intraperitoneal

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:52:24 GMT 2025` Edited by `admin` on `Mon Mar 31 18:52:24 GMT 2025`
Record UNII	4AS8989RNI
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

O-HYDROXYACETANILIDE

Common Name

English

ACETAMINOPHEN RELATED COMPOUND C [USP IMPURITY]

Preferred Name

English

N-ACETYL-O-AMINOPHENOL

Systematic Name

English

HYDROXYACETANILIDE, O-

Common Name

English

O-ACETAMINOPHENOL

Systematic Name

English

NSC-3989

Code

English

2-HYDROXYACETANILIDE

Systematic Name

English

ACETANILIDE, 2'-HYDROXY-

Systematic Name

English

2-(N-ACETYLAMINO)PHENOL

Systematic Name

English

PARACETAMOL IMPURITY A [EP IMPURITY]

Common Name

English

O-ACETAMIDOPHENOL

Systematic Name

English

2-ACETAMIDOPHENOL

Systematic Name

English

ACETAMINOPHEN RELATED COMPOUND C [USP-RS]

Common Name

English

O-(ACETYLAMINO)PHENOL

Systematic Name

English

ACETAMIDE, N-(2-HYDROXYPHENYL)-

Systematic Name

English

2'-HYDROXYACETANILIDE

Systematic Name

English

N-ACETYL-2-AMINOPHENOL

Systematic Name

English

N-(2-HYDROXYPHENYL)ACETAMIDE

Systematic Name

English

ACETANILIDE, O-HYDROXY-

Systematic Name

English

2-(ACETYLAMINO)PHENOL

Systematic Name

English

2-ACETAMINOPHENOL

Systematic Name

English

Code System Code Type Description

EPA CompTox

DTXSID8022082