4-Dimethylaminophenol

Not to be confused with 4-Dimethylaminopyridine.

4-Dimethylaminophenol (DMAP) is an aromatic compound containing both phenol and amine functional groups. It has the molecular formula C₈H₁₁NO.

4-Dimethylaminophenol

Names
Preferred IUPAC name 4-(Dimethylamino)phenol
Identifiers
CAS Number	619-60-3 N
3D model (JSmol)	Interactive image
ChemSpider	20816 Y
ECHA InfoCard	100.009.642
PubChem CID	22174
UNII	X387L5559O Y
CompTox Dashboard (EPA)	DTXSID70210932
InChI InChI=1S/C8H11NO/c1-9(2)7-3-5-8(10)6-4-7/h3-6,10H,1-2H3 Y Key: JVVRCYWZTJLJSG-UHFFFAOYSA-N Y 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 their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references

Uses

4-Dimethylaminophenol has been used as an antidote for cyanide poisoning.^[1] It has also been shown to be effective in treating hydrogen sulfide toxicity.^[2]

It works by generating methemoglobin.^[3]

This is suitable as an emergency treatment only; treatment must be followed up with sodium thiosulfate or cobalamin.

In an animal model, it has shown effectiveness when given intramuscularly.^[4] Though, intramuscular injection should be avoid due to the probability of muscular necrosis after injection. Intravenous injection is recommended in a dose of 250 mg.^[5]

See also

• Metol