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 OOjs UI icon edit-ltr-progressive.svg
PubChem CID
UNII
  • InChI=1S/C8H11NO/c1-9(2)7-3-5-8(10)6-4-7/h3-6,10H,1-2H3 Yes check.svgY
    Key: JVVRCYWZTJLJSG-UHFFFAOYSA-N Yes check.svgY
  • 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).
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4-Dimethylaminophenol (DMAP) is an aromatic compound containing both phenol and amine functional groups. It has the molecular formula C8H11NO.

Contents

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

References

  1. ↑ 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.
  2. ↑ 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.
  3. ↑ 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.
  4. ↑ 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.
  5. ↑ Federation of American Scientists (1 February 1996). NATO HANDBOOK ON THE MEDICAL ASPECTS OF NBC DEFENSIVE OPERATIONS (PDF). p. 334.
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