N-ACETYL-4-BENZOQUINONE IMINE

Product Name: 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
Formula Weight: 149.15
MOL File: 50700-49-7.mol

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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

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Safety

WGK Germany: 3
RTECS: AC6960000
HS Code: 2902110000
Toxicity: LD50 i.p. in male BALB/c mice: 20 mg/kg (Dahlin, Nelson)

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: A7300
Product name: N-Acetylbenzoquinoneimine
Packaging: 1mg
Price: $315
Updated: 2024/03/01

Sigma-Aldrich

Product number: A7300
Product name: N-Acetylbenzoquinoneimine
Packaging: 5mg
Price: $1240
Updated: 2024/03/01

Cayman Chemical

Product number: 16115
Product name: N-Acetyl-4-benzoquinone imine
Purity: ≥90%
Packaging: 500μg
Price: $117
Updated: 2024/03/01

Cayman Chemical

Product number: 16115
Product name: N-Acetyl-4-benzoquinone imine
Purity: ≥90%
Packaging: 1mg
Price: $222
Updated: 2024/03/01

Cayman Chemical

Product number: 16115
Product name: N-Acetyl-4-benzoquinone imine
Purity: ≥90%
Packaging: 5mg
Price: $923
Updated: 2024/03/01

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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

A toxic metabolite of Acetaminophen, which reacts with serum proteins

Uses

A toxic metabolite of Acetaminophen (A161220), which reacts with serum proteins.

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

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

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N-ACETYL-4-BENZOQUINONE IMINE Suppliers

Canada 2 China 61 Germany 1 India 2 Switzerland 1 United Kingdom 6 United States 10 Global 83

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50700-49-7, N-ACETYL-4-BENZOQUINONE IMINERelated Search:

DL-NORPHENYLEPHRINE HYDROCHLORIDE 1,2,3,4-Tetrahydro-4,8-dihydroxy-2-methyl-isoquinoline DL-NORPHENYLEPHRINE HYDROCHLORIDE Phenylephrine O-Aryl Sulfate Phenylephrine Impurity 32 Phenylephrine hydrochloride Phenylephrine USP RC G N-Acetylphenylephrine 2-AMINO-3'-HYDROXY-ACETOPHENONE HYDROCHLORIDE (R)-(-)-Phenylephrine-d3 HCl 1-(3-Hydroxyphenyl)-2-(methylamino)ethanone hydrochloride benzyl(3-hydroxyphenacyl)methylammonium chloride Phenylephrine EP Impurity D Phenylephrine EP Impurity D 3-Hydroxy-4-[[(2R)-2-hydroxy-2-(3-hydroxyphenyl)ethyl]MethylaMino]-4-oxo-butanoic Acid 1,2,3,4-Tetrahydro-4,6-dihydroxy-2-methyl-isoquinoline N-(2-Succinyl) Phenylephrine Phenylephrine Impurity 33

N-ACETYLBENZOQUINONE-IMINE

N-ACETYL-4-BENZOQUINONE IMINE

N-ACETYL-P-BENZOQUINONE IMINE

N-N-Acetyl-4-benzoquinone Imine

N-ACETYL-PARA-QUINONEIMINE

napqi

N-Acetyl-p-benzoquinone imine (NAPQI), 98%

4-(Acetylimino)-2,5-cyclohexadien-1-one

N-Acetyl-p-benzoquinonimine

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

Phenylephrine Impurity 23(N-Acetyl-4-Benzoquinone Imine)

N-acrtyl Benzoquinoneimine

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-Acetylimidoquinone

Phenylephrine Impurity 7 (N-Acetyl-4-Benzoquinone Imine)

Acetamide, N-(4-oxo-2,5-cyclohexadien-1-ylidene)-

50700-49-7

50600-49-7

Organic Building Blocks

Nitrogen Compounds

Imines/Amidines

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Imines/Amidines

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