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

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
More
Less

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
More
Less

Safety

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

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.

More
Less

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
More
Less

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

More
Less

N-ACETYL-4-BENZOQUINONE IMINE Suppliers

Canada 2 China 61 Germany 1 India 2 Switzerland 1 United Kingdom 6 United States 10 Global 83
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15848
Advantage
69
Shanghai Hanhong Scientific Co.,Ltd.
Tel
Country
China
ProdList
42982
Advantage
64
Chemsky（shanghai）International Co.,Ltd.
Tel
021-50135380
Email
shchemsky@sina.com
Country
China
ProdList
32344
Advantage
50
Shandong Xiya Chemical Co., Ltd
Tel
13355009207 13355009207
Fax
0539-6365991
Email
3007715519@qq.com
Country
China
ProdList
18739
Advantage
57
Tianjin heowns Biochemical Technology Co., Ltd.
Tel
400 638 7771
Email
sales@heowns.com
Country
China
ProdList
14443
Advantage
57
ChemStrong Scientific Co.,Ltd
Tel
0755-0755-66853366 13670046396
Fax
0755-28363542
Email
sales@chem-strong.com
Country
China
ProdList
17994
Advantage
56
Shanghai Xingui Biotechnology Co., Ltd.
Tel
17501653713 17501653715
Email
xingui2022@126.com
Country
China
ProdList
10033
Advantage
58
Sigma-Aldrich
Tel
021-61415566 800-8193336
Email
orderCN@merckgroup.com
Country
China
ProdList
51471
Advantage
80
Chengdu Dianchun Technology Co., Ltd
Tel
400-1166-196 18502815961
Fax
QQ：800101999
Email
cdhxsj@163.com
Country
China
ProdList
14623
Advantage
60
Shenzhen SUNGENING Bio-Medical Co., Ltd.
Tel
0755-28967200 13631290199
Fax
0755-28967200
Email
wxf@sungening.com
Country
China
ProdList
9507
Advantage
60
Aikon International Limited
Tel
025-58859352 18068836627
Fax
02557626880
Email
sales01@aikonchem.com
Country
China
ProdList
15085
Advantage
58
Shanghai Haohong Pharmaceutical Co., Ltd.
Tel
400-8210725 18016230971
Fax
021-58955996
Email
malulu@leyan.com
Country
China
ProdList
24971
Advantage
58
Shanghai Jizhi Biochemical Technology Co. Ltd.
Tel
400-400-400-9004166 18616739031
Email
3007523370@qq.com
Country
China
ProdList
52712
Advantage
58
Shanghai Hongye Biotechnology Co. Ltd
Tel
400-9205774
Email
sales@glpbio.cn
Country
China
ProdList
6870
Advantage
58
Guangzhou Dreampharm Biotechnology Co., Ltd.
Tel
17825480238
Fax
QQ 3008233717
Email
3008233717@qq.com
Country
China
ProdList
9843
Advantage
12
DC Chemicals
Tel
021-58447131 13564518121
Email
sales@dcchemicals.com
Country
China
ProdList
9414
Advantage
58
Jinan blalong chemical co. LTD
Tel
2710913286@.com
Email
1513643261@qq.com
Country
China
ProdList
14253
Advantage
58
ChemeGen(Shanghai) Biotechnology Co.,Ltd.
Tel
18818260767
Fax
QQ 3610331285
Email
sales@chemegen.com
Country
China
ProdList
11289
Advantage
58
Nanjing Shizhou Biology Technology Co.,Ltd
Tel
025-85560043 13675144456
Fax
025-85563444
Email
sean.lv@synzest.com
Country
China
ProdList
11442
Advantage
58
MedBioPharmaceutical Technology Inc
Tel
021-69568360 18916172912
Email
order@med-bio.cn
Country
China
ProdList
8141
Advantage
58
Guangzhou Juntang Technology Co., Ltd
Tel
020-36607679 13502246435
Email
sales@dmstandards.com
Country
China
ProdList
10951
Advantage
58
Shanghai Universal Biotech Co.,Ltd
Tel
18768175414
Email
gaojun@univ-bio.com
Country
China
ProdList
24998
Advantage
58
Molcoo Chemicals Inc.
Tel
18274848843
Email
3001006472@qq.com
Country
China
ProdList
8657
Advantage
58
Scinova Biotech(Guangzhou) Co., Ltd.
Tel
13268215580
Email
scinova_sales@163.com
Country
China
ProdList
7026
Advantage
58
WEITIXIHAUGONG
Tel
0371-53370800 18037197114
Email
2853031799@qq.com
Country
China
ProdList
10011
Advantage
58
Shanghai Maclean Biochemical Technology Co., LTD
Tel
021-50706066 15221275939
Email
shenlinxing@macklin.cn
Country
China
ProdList
29803
Advantage
58
LGC Science (Shanghai) Ltd.
Tel
17717235263
Email
cindy.yang@lgcgroup.com
Country
China
ProdList
11572
Advantage
58
Shanghai Yiyan Biotechnology Co. , Ltd.
Tel
021-69985186 13611928337
Email
3427709316@qq.com
Country
China
ProdList
7984
Advantage
58
Shenzhen Excellent Biomedical Technology Co., Ltd.
Tel
18318671572
Email
2850803126@qq.com
Country
China
ProdList
4993
Advantage
58
Nantong QuanYi Biotechnology Co., Ltd
Tel
0513-66337626 18051384581
Email
sales@chemhifuture.com
Country
China
ProdList
4030
Advantage
58
Shanghai Yifei Biotechnology Co. , Ltd.
Tel
021-65675885 18964387627
Email
customer_service@efebio.com
Country
China
ProdList
8740
Advantage
58
Shanghai Zerui Biotechnology Co., Ltd.
Tel
021-54580889 18321124657
Fax
021-54580889
Email
731997554@qq.com
Country
China
ProdList
10614
Advantage
58
Hubei De'ao Chemical Research Pharmaceutical Technology Co., Ltd
Tel
18502726233
Email
3641133981@qq.com
Country
China
ProdList
9294
Advantage
58
Shaanxi kelkai Pharmaceutical Technology Co., Ltd
Tel
029-029-2148545164 17392779578
Email
2148545164@qq.com
Country
China
ProdList
6807
Advantage
58
Hangzhou Bingochem Co., Ltd.
Tel
0571-87632989
Email
sales@bingochem.com
Country
China
ProdList
21673
Advantage
58
Nantong Hanfang Biotechnology Co. , Ltd.
Tel
3674309880
Email
hanfangpharma@126.com
Country
China
ProdList
30968
Advantage
58
RD International Technology Co., Limited
Tel
18024082417
Email
market@ubiochem.com
Country
China
ProdList
9180
Advantage
58
Shanghai Acmec Biochemical Technology Co., Ltd.
Tel
+undefined18621343501
Email
product@acmec-e.com
Country
China
ProdList
33350
Advantage
58
LEAPCHEM CO., LTD.
Tel
+86-852-30606658
Email
market18@leapchem.com
Country
China
ProdList
43348
Advantage
58
China National Standard Pharmaceutical Corporation Limited
Tel
+8615391658522
Email
overseasales@yongstandards.com
Country
China
ProdList
11927
Advantage
58
LEAP CHEM CO., LTD.
Tel
+86-852-30606658
Email
market18@leapchem.com
Country
China
ProdList
24738
Advantage
58
Shanghai Hao Zhun Biological Technology Co., Ltd.
Tel
--
Fax
--
Email
info@zzsrm.com
Country
CHINA
ProdList
6846
Advantage
58
Xiamen Research Biotechnology Co., Ltd.
Tel
--
Fax
--
Email
1562893815@qq.com
Country
CHINA
ProdList
6942
Advantage
58
Shanghai Caiyou Industrial Co., Ltd.
Tel
--
Fax
--
Email
15821073967@163.com
Country
CHINA
ProdList
6894
Advantage
58
Shenzhen Xinbosheng Biological Technology Co., Ltd.
Tel
--
Fax
--
Email
service@neobioscience.com
Country
CHINA
ProdList
6164
Advantage
58
Shanghai Jijin Chemical Technology Co., Ltd.
Tel
--
Fax
--
Email
jijinhuaxue@sina.com
Country
CHINA
ProdList
6617
Advantage
58
Shanghai Yubo Biotechnology Co., Ltd.
Tel
--
Fax
--
Email
344843571@qq.com
Country
CHINA
ProdList
6322
Advantage
58
Shanghai Weiwei Biological Technology Co., Ltd.
Tel
--
Fax
--
Email
sales@wheybio.com
Country
CHINA
ProdList
4398
Advantage
58
Boao Pike
Tel
--
Fax
--
Email
lyn@biopike.com.cn
Country
CHINA
ProdList
6629
Advantage
58

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
  • Building Blocks
  • Chemical Synthesis
  • Imines/Amidines
  • Nitrogen Compounds
  • Organic Building Blocks
  • Building Blocks
  • Intermediates & Fine Chemicals
  • Metabolites & Impurities
  • Pharmaceuticals
  • Elisa Kit-Mouse Elisa Kit