4-Dimethylaminophenol

4-Dimethylaminophenol
Names
	Preferred IUPAC name 4-(Dimethylamino)phenol
Identifiers
CAS Number	619-60-3;
3D model (JSmol)	Interactive image;
ChemSpider	20816;
ECHA InfoCard	100.009.642
PubChemCID	22174;
UNII	X387L5559O;
CompTox Dashboard(EPA)	DTXSID70210932;
	InChI InChI=1S/C8H11NO/c1-9(2)7-3-5-8(10)6-4-7/h3-6,10H,1-2H3 Key: JVVRCYWZTJLJSG-UHFFFAOYSA-N; InChI=1/C8H11NO/c1-9(2)7-3-5-8(10)6-4-7/h3-6,10H,1-2H3 Key: JVVRCYWZTJLJSG-UHFFFAOYAU;
	SMILES Oc1ccc(N(C)C)cc1;
Properties
Chemical formula	C8H11NO
Molar mass	137.179 g/mol
Boiling point	165 °C (329 °F; 438 K) (0.040 bar)
Pharmacology
ATC code	V03AB27(WHO)
	Except where otherwise noted, data are given for materials in theirstandard state(at 25 °C [77 °F], 100 kPa). verify(what is?) Infobox references

4-Dimethylaminophenol(DMAP) is an aromatic compound containing bothphenolandaminefunctional groups. It has the molecular formula C₈H₁₁NO.

Uses

4-Dimethylaminophenol has been used as anantidoteforcyanide poisoning.^[1]It has also been shown to be effective in treatinghydrogen sulfidetoxicity.^[2]

It works by generatingmethemoglobin.^[3]

This is suitable as an emergency treatment only; treatment must be followed up withsodium thiosulfateorcobalamin.

In an animal model, it has shown effectiveness when givenintramuscularly.^[4]Though,intramuscular injectionshould be avoid due to the probability ofmuscular necrosisafter injection.Intravenous injectionis recommended in a dose of 250 mg.^[5]

^Kampe S, Iffland R, Korenkov M, Diefenbach C (December 2000)."Survival from a lethal blood concentration of cyanide with associated alcohol intoxication: Case report".Anaesthesia.55(12): 1189–1191.doi:10.1046/j.1365-2044.2000.01628.x.PMID 11121929.S2CID 32892580.
^Lindenmann J, Matzi V, Neuboeck N, Ratzenhofer-Komenda B, Maier A, Smolle-Juettner FM (December 2010)."Severe hydrogen sulphide poisoning treated with 4-dimethylaminophenol and hyperbaric oxygen".Diving and Hyperbaric Medicine.40(4): 213–217.ISSN 1833-3516.PMID 23111938.Retrieved2023-10-08.
^Vick JA, Von Bredow JD (1996)."Effectiveness of intramuscularly administered cyanide antidotes on methemoglobin formation and survival".J Appl Toxicol.16(6): 509–16.doi:10.1002/(SICI)1099-1263(199611)16:6<509::AID-JAT382>3.0.CO;2-V.PMID 8956097.S2CID 36140034.
^Vick JA, Froehlich H (July 1991)."Treatment of cyanide poisoning".Mil Med.156(7): 330–9.doi:10.1093/milmed/156.7.330.PMID 1922842.
^Federation of American Scientists (1 February 1996).NATO HANDBOOK ON THE MEDICAL ASPECTS OF NBC DEFENSIVE OPERATIONS(PDF).p. 334.