78180-85-5

Basic information

• Product Name: methyl <4-(N-hydroxyacetamido)phenyl 2,3,4-tri-O-acetyl-β-D-glucopyranosid>uronate
• CAS NO: 78180-85-5
• Molecular Weight: 483.429
• Mol File: 78180-85-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: methyl <4-(N-hydroxyacetamido)phenyl 2,3,4-tri-O-acetyl-β-D-glucopyranosid>uronate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl <4-(N-hydroxyacetamido)phenyl 2,3,4-tri-O-acetyl-β-D-glucopyranosid>uronate(78180-85-5)
• EPA Substance Registry System: methyl <4-(N-hydroxyacetamido)phenyl 2,3,4-tri-O-acetyl-β-D-glucopyranosid>uronate(78180-85-5)

Safety Data

• Hazardous Substances Data: 78180-85-5(Hazardous Substances Data)

Upstream product

• 463-51-4 Ketene 
• 18472-49-6 methyl <4'-nitrophenyl 2,3,4-tri-O-acetyl-β-D-glucopyranosid>uronate 

Downstream Products

• 78180-87-7 <4-(N-hydroxyacetamido)phenyl β-D-glucopyranosid>uronic acid 

Relevant articles and documents

N-Hydroxyacetaminophen: A Postulated Toxic Metabolite of Acetaminophen

The decomposition of N-hydroxyacetaminophen has been shown to occur via an initial first-order dehydration step to N-acetyl-p-benzoquinone imine with a rate constant at pH 7.6 of 8.66*10-3 min-1 and a half-life of 80 min.This is followed by a complex reaction between the quinone imine and the N-hydroxy compound to ultimately yield p-nitrosophenol and acetaminophen.The glucuronide and sulfate conjugates of N-hydroxyacetaminophen have been observed as urinary metabolites of N-hydroxyacetaminophen.No N-hydroxylated metabolites were found among the metabolites of acetaminophen.These results have been interpreted to show that N-hydroxyacetaminophen is not a metabolite of acetaminophen.It is proposed that the hepatotoxicity and nephrotoxicity of acetaminophen are mediated by a direct oxidation of acetaminophen to the toxic reactive intermediate N-acetyl-p-benzoquinone imine by the cytochrome P450 dependent mixed-function oxidase system.