4-Dimethylaminophenol
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Names | |
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Preferred IUPAC name 4-(Dimethylamino)phenol | |
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ECHA InfoCard | 100.009.642 ![]() |
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InChI
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Properties | |
Chemical formula | C8H11NO |
Molar mass | 137.179 g/mol |
Boiling point | 165 °C (329 °F; 438 K) (0.040 bar) |
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V03AB27 (WHO) | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). ![]() ![]() ![]() Infobox references |
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.[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
- ^ 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<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.
- v
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system
Alcohol intoxication | |
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Barbiturate overdose | |
Benzodiazepine overdose | |
GHB overdose | |
Nerve agent / Organophosphate poisoning |
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Opioid overdose | |
Reversal of neuromuscular blockade |
system
Beta blocker | |
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Digoxin toxicity | |
Anticoagulants |
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Arsenic poisoning | |
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Cyanide poisoning |
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Hydrofluoric acid | |
Methanol / Ethylene glycol poisoning |
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Paracetamol toxicity (Acetaminophen) | |
Toxic metals (cadmium | |
Other |
- Copper sulfate
- Ipecacuanha
- #WHO-EM
- ‡Withdrawn from market
- Clinical trials:
- †Phase III
- §Never to phase III