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4-Dimethylaminophenol
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4-Dimethylaminophenol

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4-Dimethylaminophenol
4-Dimethylaminophenol.svg
Names
Preferred IUPAC name
4-(Dimethylamino)phenol
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.009.642
PubChem CID
UNII
  • InChI=1S/C8H11NO/c1-9(2)7-3-5-8(10)6-4-7/h3-6,10H,1-2H3 checkY
    Key: JVVRCYWZTJLJSG-UHFFFAOYSA-N checkY
  • InChI=1/C8H11NO/c1-9(2)7-3-5-8(10)6-4-7/h3-6,10H,1-2H3
    Key: JVVRCYWZTJLJSG-UHFFFAOYAU
  • Oc1ccc(N(C)C)cc1
Properties
C8H11NO
Molar mass 137.179 g/mol
Boiling point 165 °C (329 °F; 438 K) (0.040 bar)
Pharmacology
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 checkY☒N ?)

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

Uses

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

It works by generating methemoglobin.

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. 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.

See also


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