4-Dimethylaminophenol
chemical compound
4-Dimethylaminophenol (DMAP) is an aromatic compound containing both phenol and amine functional groups. It has the molecular formula C8H11NO.
Synthesis
Heating dimethylaniline N-oxide in concentrated sulfuric acid causes a Bamberger rearrangement to 2- and 4-dimethylaminophenols.
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.
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The date and method of observation matter as much as the stated conclusion, especially where classification or consensus has changed. The source revision retrieved here is dated Jun 30, 2026. The linked authority identifier is Q229950. None of the 0 selected statements returned an explicit reference.
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This entry incorporates text from “4-Dimethylaminophenol” on English Wikipedia. Contributors are listed in the page history. Text is available under the Creative Commons Attribution-ShareAlike 4.0 License. Selected authority identifiers and statements are retrieved from Wikidata under CC0; their references and qualifiers remain part of the verification path.