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;synthesis-28;acetimidoquinone;n-acetyl-p-quinonimine;N-ACETYLBENZOQUINONE-IMINE;N-ACETYL-PARA-QUINONEIMINE
- CBNumber:
- CB0696629
- Molecular Formula:
- C8H7NO2
- Molecular Weight:
- 149.15
- MDL Number:
- MFCD00078909
- MOL File:
- 50700-49-7.mol
- MSDS File:
- SDS
| 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
Risk and Safety Statements
| Symbol(GHS) |  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 |
|
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 | $325 | 2025-07-31 | Buy |
| Sigma-Aldrich | A7300 | N-Acetylbenzoquinoneimine | 50700-49-7 | 5mg | $1280 | 2025-07-31 | 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 |
N-ACETYL-4-BENZOQUINONE IMINE Chemical Properties,Uses,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.
IC 50
Human Endogenous Metabolite
References
[1] Y QIU A L B L Z Benet. Identification of the hepatic protein targets of reactive metabolites of acetaminophen in vivo in mice using two-dimensional gel electrophoresis and mass spectrometry.[J]. The Journal of Biological Chemistry, 1998, 273 28: 17940-17953. DOI: 10.1074/jbc.273.28.17940
N-ACETYL-4-BENZOQUINONE IMINE Preparation Products And Raw materials
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Standardpharm Co. Ltd. | 86-714-3992388 | overseasales1@yongstandards.com | United States | 14332 | 58 |
| LEAP CHEM CO., LTD. | +86-852-30606658 19957148339; | market18@leapchem.com | China | 24727 | 58 |
| China National Standard Pharmaceutical Corporation Limited | +8615391658522 | overseasales@yongstandards.com | China | 11922 | 58 |
| LEAPCHEM CO., LTD. | +86-852-30606658 | market18@leapchem.com | China | 43339 | 58 |
| Shanghai Acmec Biochemical Technology Co., Ltd. | +86-18621343501; +undefined18621343501 | product@acmec-e.com | China | 33338 | 58 |
| Aladdin Scientific | tp@aladdinsci.com | United States | 52924 | 58 | |
| SHANGHAI KEAN TECHNOLOGY CO., LTD. | +8613817748580 | cooperation@kean-chem.com | China | 40066 | 58 |
| J & K SCIENTIFIC LTD. | 18210857532; 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| 3B Pharmachem (Wuhan) International Co.,Ltd. | 821-50328103-801 18930552037 | 3bsc@sina.com | China | 15839 | 69 |
| Shanghai Hanhong Scientific Co.,Ltd. | 021-54306202 13764082696 | info@hanhongsci.com | China | 42952 | 64 |
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