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
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
Safety
- WGK Germany
- 3
- RTECS
- AC6960000
- HS Code
- 2902110000
- Toxicity
- LD50 i.p. in male BALB/c mice: 20 mg/kg (Dahlin, Nelson)
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.
N-Bromosuccinimide Price
- Product number
- A7300
- Product name
- N-Acetylbenzoquinoneimine
- Packaging
- 1mg
- Price
- $315
- Updated
- 2024/03/01
- Product number
- A7300
- Product name
- N-Acetylbenzoquinoneimine
- Packaging
- 5mg
- Price
- $1240
- Updated
- 2024/03/01
- Product number
- 16115
- Product name
- N-Acetyl-4-benzoquinone imine
- Purity
- ≥90%
- Packaging
- 500μg
- Price
- $117
- Updated
- 2024/03/01
- Product number
- 16115
- Product name
- N-Acetyl-4-benzoquinone imine
- Purity
- ≥90%
- Packaging
- 1mg
- Price
- $222
- Updated
- 2024/03/01
- Product number
- 16115
- Product name
- N-Acetyl-4-benzoquinone imine
- Purity
- ≥90%
- Packaging
- 5mg
- Price
- $923
- Updated
- 2024/03/01
N-ACETYL-4-BENZOQUINONE IMINE Chemical Properties,Usage,Production
Description
N-
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.