4-DIMETHYLAMINOPHENOL

Details

Stereochemistry	ACHIRAL
Molecular Formula	C8H11NO
Molecular Weight	137.179
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CN(C)C1=CC=C(O)C=C1

InChI

InChIKey=JVVRCYWZTJLJSG-UHFFFAOYSA-N

InChI=1S/C8H11NO/c1-9(2)7-3-5-8(10)6-4-7/h3-6,10H,1-2H3

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/23111938 | https://www.ncbi.nlm.nih.gov/pubmed/8956097

4-dimethylaminophenol (or DMAP) is an effective intramuscular antidote for acute cyanide poisoning that works as a methemoglobin former.

Approval Year

PubMed

Title	Date	PubMed
Stability of 4-DMAP in solution.	2001 Oct	11763479
Glutathione-dependent reduction of arsenate in human erythrocytes--a process independent of purine nucleoside phosphorylase.	2004 Dec	15470234
Hyperoxia in lethal methemoglobinemia: effects on oxygen transport, tissue oxygenation, and survival in pigs.	2005 Jul	16003066
Determination of 4-dimethylaminophenol concentrations in dog blood using LC-ESI/MS/MS combined with precolumn derivatization.	2008 Dec 1	18993119
Anaerobic biodegradation of triphenylmethane dyes in a hybrid UASFB reactor for wastewater remediation.	2010 Nov	20449763

Sample Use Guides

In Vivo Use Guide

dimethylaminophenol (DMAP) is able to prevent the lethal effect of cyanide following intramuscular injections in dose sufficient to induce 20% methemoglobin (DMAP = 2 mg kg-1).

Route of Administration: Intramuscular

Name

Type

Language

4-DIMETHYLAMINOPHENOL

Systematic Name

English

4-(Dimethylamino)phenol [WHO-DD]

Common Name

English

PHENOL, P-(DIMETHYLAMINO)-

Common Name

English

P-DIMETHYLAMINOPHENOL

Common Name

English

N,N-DIMETHYL-P-HYDROXYANILINE

Common Name

English

4-(DIMETHYLAMINO)PHENOL

Systematic Name

English

N,N-DIMETHYL-4-AMINOPHENOL

Systematic Name

English

PARA-DIMETHYLAMINOPHENOL

Systematic Name

English

PHENOL, 4-(DIMETHYLAMINO)-

Systematic Name

English

Classification Tree Code System Code

WHO-ATC

V03AB27