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4-Dimethylaminophenol

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
  • 619-60-3 N
3D model (JSmol)
  • Interactive image
ChemSpider
  • 20816 Y
ECHA InfoCard 100.009.642
  • 22174
UNII
  • X387L5559O Y
  • DTXSID70210932
  • 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
  • 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 YN ?)

Uses edit

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 edit

References edit

  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. Retrieved 2023-10-08.
  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.

dimethylaminophenol, confused, with, dimethylaminopyridine, dmap, aromatic, compound, containing, both, phenol, amine, functional, groups, molecular, formula, c8h11no, names, preferred, iupac, name, dimethylamino, phenol, identifiers, number, model, jsmol, int. 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 YKey JVVRCYWZTJLJSG UHFFFAOYSA N YInChI 1 C8H11NO c1 9 2 7 3 5 8 10 6 4 7 h3 6 10H 1 2H3Key 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 Y N Infobox referencesUses edit4 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 editMetolReferences edit 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 Retrieved 2023 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 lt 509 AID JAT382 gt 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 Retrieved from https en wikipedia org w index php title 4 Dimethylaminophenol amp oldid 1198526135, wikipedia, wiki, book, books, library,

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