3-Hydroxyacetaminophen

CAS: 37519-14-5

Ref. 3D-FH24299

Product Information

• Name: 3-Hydroxyacetaminophen
• Synonyms: N-(3,4-Dihdyroxyphenyl)acetamide4-Acetylaminopyrocatechol4-(Acetylamino)catechol, 4-(Acetylamino)catechol, 4-Acetylaminopyrocatechol, Acetamide, N-(3,4-dihydroxyphenyl)-, Acetanilide, 3′,4′-dihydroxy-, N-(3,4-Dihydroxyphenyl)acetamide

Description

3-Hydroxyacetaminophen is a reactive metabolite of acetaminophen. It is produced by the bacterial strain Acinetobacter calcoaceticus, which was found to produce 3-hydroxyacetaminophen in the presence of oxygen and nitrate. The production process can be optimized by using surface methodology and kinetic studies. In vitro assays showed that 3-hydroxyacetaminophen has a higher cytotoxicity than acetaminophen, as well as an inhibitory effect on tyrosinase activity. This may be due to the deuterium isotope effect, which causes a substitution of hydrogen with deuterium atoms. The reaction intermediates are not known, but they are thought to be generated by chemical reactions involving the substrate or other reactants.

• Brand: Biosynth

Chemical properties

• Molecular weight: 167.16 g/mol
• Formula: C₈H₉NO₃
• Purity: Min. 95%
• InChI: InChI=1S/C8H9NO3/c1-5(10)9-6-2-3-7(11)8(12)4-6/h2-4,11-12H,1H3,(H,9,10)
• InChI key: InChIKey=IPFBMHOMTSBTSU-UHFFFAOYSA-N
• SMILES: CC(=O)Nc1ccc(O)c(O)c1