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

Molecular Formula	C8H11NO
Molecular Weight	137.179
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/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
Bioactivation of minocycline to reactive intermediates by myeloperoxidase, horseradish peroxidase, and hepatic microsomes: implications for minocycline-induced lupus and hepatitis.	2009 Sep	19505990
Severe hydrogen sulphide poisoning treated with 4-dimethylaminophenol and hyperbaric oxygen.	2010 Dec	23111938
Chemical warfare agents.	2010 Jul	21829312

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

Substance Class	Chemical Created by `admin` on `Fri Dec 15 17:30:02 GMT 2023` Edited by `admin` on `Fri Dec 15 17:30:02 GMT 2023`
Record UNII	X387L5559O
Record Status	`Validated (UNII)`
Record Version

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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