ChemicalBook >> CAS DataBase List >>N-ACETYL-4-BENZOQUINONE IMINE

N-ACETYL-4-BENZOQUINONE IMINE

CAS No.
50700-49-7
Chemical Name:
N-ACETYL-4-BENZOQUINONE IMINE
Synonyms
napqi;N-Acetylimidoquinone;N-ACETYL-P-BENZOQUINONE IMINE;N-Acetyl-p-benzoquinonimine;Chebi:29132;acetimidoquinone;n-acetyl-p-quinonimine;N-ACETYLBENZOQUINONE-IMINE;N-ACETYL-PARA-QUINONEIMINE;N-acrtyl Benzoquinoneimine
CBNumber:
CB0696629
Molecular Formula:
C8H7NO2
Molecular Weight:
149.15
MDL Number:
MFCD00078909
MOL File:
50700-49-7.mol
MSDS File:
SDS
Last updated:2023-06-08 09:02:16

N-ACETYL-4-BENZOQUINONE IMINE Properties

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

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319
Precautionary statements  P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313-P362
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

N-ACETYL-4-BENZOQUINONE IMINE price More Price(14)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich A7300 N-Acetylbenzoquinoneimine 50700-49-7 1mg $315 2024-03-01 Buy
Sigma-Aldrich A7300 N-Acetylbenzoquinoneimine 50700-49-7 5mg $1240 2024-03-01 Buy
Cayman Chemical 16115 N-Acetyl-4-benzoquinone imine ≥90% 50700-49-7 500μg $117 2024-03-01 Buy
Cayman Chemical 16115 N-Acetyl-4-benzoquinone imine ≥90% 50700-49-7 1mg $222 2024-03-01 Buy
Cayman Chemical 16115 N-Acetyl-4-benzoquinone imine ≥90% 50700-49-7 5mg $923 2024-03-01 Buy
Product number Packaging Price Buy
A7300 1mg $315 Buy
A7300 5mg $1240 Buy
16115 500μg $117 Buy
16115 1mg $222 Buy
16115 5mg $923 Buy

N-ACETYL-4-BENZOQUINONE IMINE Chemical Properties,Uses,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.

N-ACETYL-4-BENZOQUINONE IMINE Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 82)Suppliers
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Standardpharm Co. Ltd.
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LEAP CHEM CO., LTD.
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China National Standard Pharmaceutical Corporation Limited
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J & K SCIENTIFIC LTD. 010-82848833 400-666-7788 jkinfo@jkchemical.com China 96815 76
3B Pharmachem (Wuhan) International Co.,Ltd. 821-50328103-801 18930552037 3bsc@sina.com China 15848 69
Shanghai Hanhong Scientific Co.,Ltd. 021-54306202 13764082696; info@hanhongsci.com China 42982 64
Chemsky(shanghai)International Co.,Ltd. 021-50135380 shchemsky@sina.com China 32344 50
N-ACETYLBENZOQUINONE-IMINE N-N-Acetyl-4-benzoquinone Imine N-ACETYL-PARA-QUINONEIMINE N-Acetyl-p-benzoquinone imine (NAPQI), 98% 4-(Acetylimino)-2,5-cyclohexadien-1-one N-(4-Oxo-1-cyclohexa-2,5-dienylidene)acetamide, N-Acetyl-p-benzo-quinone imine, NAPQI N-Acetyl-1,4-benzoquinone imine Chebi:29132 N-(4-Oxocyclohexa-2,5-dien-1-ylidene)acetamide N-(4-Oxo-1-cyclohexa-2,5-dienylidene)acetamide 4-acetylimino-5-cyclohexadien-1-one acetimidoquinone n-(4-oxo-2,5-cyclohexadien-1-ylidene)-acetamid n-(4-oxo-2,5-cyclohexadien-1-ylidene)acetamide n-(4-oxo-2,5-cyclohexadienylidene)acetamide n-acetyl-p-quinonimine N-ACETYL-4-BENZOQUINONE IMINE Phenylephrine Impurity 23(N-Acetyl-4-Benzoquinone Imine) N-acrtyl Benzoquinoneimine Acetamide, N-(4-oxo-2,5-cyclohexadien-1-ylidene)- Phenylephrine Impurity 7 (N-Acetyl-4-Benzoquinone Imine) N-ACETYL-P-BENZOQUINONE IMINE napqi N-Acetyl-p-benzoquinonimine N-Acetylimidoquinone 50700-49-7 50600-49-7 Organic Building Blocks Nitrogen Compounds Imines/Amidines Building Blocks Chemical Synthesis Imines/Amidines Nitrogen Compounds Organic Building Blocks Building Blocks Intermediates & Fine Chemicals Metabolites & Impurities Pharmaceuticals Elisa Kit-Mouse Elisa Kit