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N-ACETYL-4-BENZOQUINONE IMINE

N-ACETYL-4-BENZOQUINONE IMINE Structure
N-ACETYL-4-BENZOQUINONE IMINE
  • CAS No.50700-49-7
  • Chemical Name:N-ACETYL-4-BENZOQUINONE IMINE
  • CBNumber:CB0696629
  • Molecular Formula:C8H7NO2
  • Formula Weight:149.15
  • MOL File:50700-49-7.mol
N-ACETYL-4-BENZOQUINONE IMINE Property
  • Melting point 74-75
  • Boiling point 255.6±43.0 °C(Predicted)
  • Density 1.13±0.1 g/cm3(Predicted)
  • storage temp. -70°C
  • solubility Chloroform (Slightly, Sonicated), DMSO (Slightly)
  • form Solid
  • pka -3.37±0.20(Predicted)
  • color Pale Yellow to Very Dark Red
  • Stability Temperature, Moisture, Light, and Oxygen Sensitive
  • CAS DataBase Reference 50700-49-7
  • FDA UNII G6S9BN13TI
  • UNSPSC Code 12352100
  • NACRES NA.22
Safety
  • WGK Germany  :3
  • RTECS  :AC6960000
  • HS Code  :2902110000
  • Toxicity :LD50 i.p. in male BALB/c mice: 20 mg/kg (Dahlin, Nelson)
  • NFPA 704:
    0
    2 0
Hazard and Precautionary Statements (GHS)
  • Symbol(GHS)
  • Signal wordWarning
  • Hazard statements H315-H319
  • Precautionary statements P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313-P362
N-ACETYL-4-BENZOQUINONE IMINE Price More Price(2)
  • Brand: Sigma-Aldrich(India)
  • Product number: A7300
  • Product name : N-Acetylbenzoquinoneimine
  • Purity: 
  • Packaging: 1MG
  • Price: ₹23912.43
  • Updated: 2022/06/14
  • Buy: Buy
  • Brand: Sigma-Aldrich(India)
  • Product number: A7300
  • Product name : N-Acetylbenzoquinoneimine
  • Purity: 
  • Packaging: 5MG
  • Price: ₹91611.98
  • Updated: 2022/06/14
  • Buy: Buy

N-ACETYL-4-BENZOQUINONE IMINE Chemical Properties,Usage,Production

  • Description N-Acetyl-4-benzoquinone imine (NAPQI) is a cytochrome P450 3A4 and 2E1 metabolite of acetaminophen that can be toxic to the liver when acetaminophen is consumed in large doses. At therapeutic doses of acetaminophen, NAPQI is inactivated by conjugation with glutathione. However, following toxic doses of acetaminophen, available liver reserves of glutathione are quickly depleted due to clearance of excess NAPQI, which enables hepatic proteins to become covalently modified by reactive metabolites and eventually results in hepatocyte necrosis.
  • Chemical Properties Yellow Crystalline Solid
  • Uses Reactant involved in:• ;Redox reactions1• ;Hydrohalogenation2• ;pH dependent reactions: in acidic media it is hydrolyzed, hydroxylated in alkaline media, and dimerized at intermediate pHs3• ;Mediation of acetaminophen hepatotoxicity4• ;Studies to identify the utility of acetaminophen for treating autoimmune disorders5
  • Uses A toxic metabolite of Acetaminophen (A161220), which reacts with serum proteins.
  • Uses A toxic metabolite of Acetaminophen, which reacts with serum proteins
  • Uses N-Acetyl-4-benzoquinone imine (NAPQI) is a cytochrome P450 3A4 and 2E1 metabolite of acetaminophen that can be toxic to the liver when acetaminophen is consumed in large doses. At therapeutic doses of acetaminophen, NAPQI is inactivated by conjugation with glutathione. However, following toxic doses of acetaminophen, available liver reserves of glutathione are quickly depleted due to clearance of excess NAPQI, which enables hepatic proteins to become covalently modified by reactive metabolites and eventually results in hepatocyte necrosis.
  • Definition ChEBI: N-acetyl-1,4-benzoquinone imine is a quinone imine and a ketoimine. It is functionally related to a 1,4-benzoquinone imine.
  • IC 50 Human Endogenous Metabolite
N-ACETYL-4-BENZOQUINONE IMINE Preparation Products And Raw materials
Raw materials
Preparation Products
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N-ACETYL-4-BENZOQUINONE IMINE Spectrum
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  • <i>N</i>-Acetylbenzoquinoneimine
  • N-Acetylimidoquinone
  • N-Acetyl-p-benzoquinonimine
  • napqi
  • N-ACETYL-P-BENZOQUINONE IMINE
  • Phenylephrine Impurity 7 (N-Acetyl-4-Benzoquinone Imine)
  • Acetamide, N-(4-oxo-2,5-cyclohexadien-1-ylidene)-
  • N-acrtyl Benzoquinoneimine
  • Phenylephrine Impurity 23(N-Acetyl-4-Benzoquinone Imine)
  • N-ACETYL-4-BENZOQUINONE IMINE
  • n-acetyl-p-quinonimine
  • n-(4-oxo-2,5-cyclohexadienylidene)acetamide
  • n-(4-oxo-2,5-cyclohexadien-1-ylidene)acetamide
  • n-(4-oxo-2,5-cyclohexadien-1-ylidene)-acetamid
  • acetimidoquinone
  • 4-acetylimino-5-cyclohexadien-1-one
  • N-(4-Oxo-1-cyclohexa-2,5-dienylidene)acetamide
  • N-(4-Oxocyclohexa-2,5-dien-1-ylidene)acetamide
  • Chebi:29132
  • N-Acetyl-1,4-benzoquinone imine
  • N-(4-Oxo-1-cyclohexa-2,5-dienylidene)acetamide, N-Acetyl-p-benzo-quinone imine, NAPQI
  • 4-(Acetylimino)-2,5-cyclohexadien-1-one
  • N-Acetyl-p-benzoquinone imine (NAPQI), 98%
  • N-ACETYL-PARA-QUINONEIMINE
  • N-N-Acetyl-4-benzoquinone Imine
  • N-ACETYLBENZOQUINONE-IMINE

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