N-Acetylimidoquinone

Modify Date: 2024-01-02 12:11:33

N-Acetylimidoquinone structure	Common Name	N-Acetylimidoquinone
	CAS Number	50700-49-7	Molecular Weight	149.147
	Density	1.1±0.1 g/cm3	Boiling Point	255.6±43.0 °C at 760 mmHg
	Molecular Formula	C₈H₇NO₂	Melting Point	74-75ºC
	MSDS	Chinese USA	Flash Point	101.6±33.5 °C

Use of N-Acetylimidoquinone

NAPQI is the toxic metabolite of Paracetamol. NAPQI is also an inhibitor of enzymes in the vitamin K cycle. NAPQI is rapidly detoxified by glutathione (GSH), but in situations of GSH deficiency, excess NAPQI reacts with cysteine residues in proteins, causing cell death and toxicity in the liver[1][2].

Name	N-acetyl-1,4-benzoquinone imine
Synonym	More Synonyms

Description	NAPQI is the toxic metabolite of Paracetamol. NAPQI is also an inhibitor of enzymes in the vitamin K cycle. NAPQI is rapidly detoxified by glutathione (GSH), but in situations of GSH deficiency, excess NAPQI reacts with cysteine residues in proteins, causing cell death and toxicity in the liver[1][2].
Related Catalog	Research Areas >> Metabolic Disease
Target	Human Endogenous Metabolite
References	[1]. Jiang D, et al. Organ-Specific Screening for Protein Damage Using Magnetic Bead Bioreactors and LC-MS/MS. Anal Chem. 2020 Apr 7;92(7):5337-5345. [2]. Thijssen HH, et al. Paracetamol (acetaminophen) warfarin interaction: NAPQI, the toxic metabolite of paracetamol, is an inhibitor of enzymes in the vitamin K cycle. Thromb Haemost. 2004 Oct;92(4):797-802.

Density	1.1±0.1 g/cm3
Boiling Point	255.6±43.0 °C at 760 mmHg
Melting Point	74-75ºC
Molecular Formula	C₈H₇NO₂
Molecular Weight	149.147
Flash Point	101.6±33.5 °C
Exact Mass	149.047684
PSA	46.50000
LogP	0.38
Vapour Pressure	0.0±0.5 mmHg at 25°C
Index of Refraction	1.545
Storage condition	-20°C

CHEMICAL IDENTIFICATION

RTECS NUMBER :: AC6960000

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

CAS REGISTRY NUMBER :: 50700-49-7

LAST UPDATED :: 199612

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C8-H7-N-O2

MOLECULAR WEIGHT :: 149.16

WISWESSER LINE NOTATION :: L6V DYJ DUNV1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 20 mg/kg

TOXIC EFFECTS :: Blood - change in clotting factors

REFERENCE :: JMCMAR Journal of Medicinal Chemistry. (American Chemical Soc., Distribution Office Dept. 223, POB POB 57136, West End Stn., Washington, DC 20037) V.6- 1963- Volume(issue)/page/year: 25,885,1982

Personal Protective Equipment	Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
RIDADR	NONH for all modes of transport
WGK Germany	3
RTECS	AC6960000
HS Code	2924299090

4-Acetamidophenol

CAS#:103-90-2

~92%

N-Acetylimidoquinone

CAS#:50700-49-7

Literature: Bessems; Te Koppele; Van Dijk; Van Stee; Commandeur; Vermeulen Xenobiotica, 1996 , vol. 26, # 6 p. 647 - 666

N-(pivaloyloxy)...

CAS#:99512-61-5

Methanol

CAS#:67-56-1

N-Acetylimidoquinone

CAS#:50700-49-7

Literature: Novak, Michael; Pelecanou, Maria; Pollack, Lee Journal of the American Chemical Society, 1986 , vol. 108, # 1 p. 112 - 120

N-(pivaloyloxy)...

CAS#:99512-61-5

4-Acetamidophenol

CAS#:103-90-2

N-(3-Chloro-4-h...

CAS#:3964-54-3

N-Acetylimidoquinone

CAS#:50700-49-7

Detail

Literature: Novak, Michael; Pelecanou, Maria; Pollack, Lee Journal of the American Chemical Society, 1986 , vol. 108, # 1 p. 112 - 120

N-hydroxyacetam...

CAS#:63975-21-3

N-Acetylimidoquinone

CAS#:50700-49-7

Literature: Calder, Ian C.; Hart, Sandra J.; Healey, Kevin; Ham, Kathryn N. Journal of Medicinal Chemistry, 1981 , vol. 24, # 8 p. 988 - 993

Benzene, iodyl-

CAS#:696-33-3

4-Aminophenol

CAS#:123-30-8

Iodosobenzene

CAS#:536-80-1

N-Acetylimidoquinone

CAS#:50700-49-7

Literature: Verma, Krishna K.; Jain, Archana Analytical Chemistry, 1986 , vol. 58, # 4 p. 821 - 824

4-Acetamidophenol

CAS#:103-90-2

N-Acetylimidoquinone

CAS#:50700-49-7

4-acetamido-2-d...

CAS#:98555-06-7

Acetamide,N-(4-...

CAS#:51288-37-0

Detail

Literature: Ohta; Oribe; Ide; Takitani Chemical and Pharmaceutical Bulletin, 1988 , vol. 36, # 11 p. 4634 - 4637

Precursor 4
CAS#:103-90-2 4-Acetamidophenol CAS#:63975-21-3 N-hydroxyacetam... CAS#:696-33-3 Benzene, iodyl- CAS#:123-30-8 4-Aminophenol
DownStream 6
CAS#:37398-23-5 S-Methyl-3-thio... CAS#:103-90-2 4-Acetamidophenol CAS#:3964-54-3 N-(3-Chloro-4-h... CAS#:106-51-4 1,4-Benzoquinone
CAS#:60-35-5 Acetamide CAS#:7403-75-0 N-(4-hydroxy-2-...

HS Code	2924299090
Summary	2924299090. other cyclic amides (including cyclic carbamates) and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

Targeting mitochondria with methylene blue protects mice against acetaminophen-induced liver injury.

Hepatology 61(1) , 326-36, (2015)

Acetaminophen (APAP) overdose is a frequent cause of drug-induced liver injury and the most frequent cause of acute liver failure in the Western world. Previous studies with mouse models have revealed...

Monitoring paracetamol metabolism after single and repeated administration in pediatric patients with neoplastic diseases.

Int. J. Clin. Pharmacol. Ther. 45(9) , 496-503, (2007)

Paracetamol (PCM) is frequently used in pediatric patients with neoplastic disease. It is metabolized mainly by conjugation, but at therapeutic concentrations, a small fraction of the drug undergoes o...

Use of a systems model of drug-induced liver injury (DILIsym®) to elucidate the mechanistic differences between acetaminophen and its less-toxic isomer, AMAP, in mice

Toxicol. Lett. 226(2) , 163-72, (2014)

Acetaminophen (APAP) has been used as a probe drug to investigate drug-induced liver injury (DILI). In mice, 3′-hydroxyacetanilide (AMAP), a less-toxic isomer of APAP, has also been studied as a negat...

Acetimidoquinone

N-Acetyl-1,4-benzoquinone imine

N-Acetyl-p-benzoquinonimine

p-benzoquinonimine, N-acetyl-

N-(4-Oxo-2,5-cyclohexadien-1-ylidene)acetamide

N-Acetyl-P-benzoquinoneimine

N-Acetyl-4-benzoquinone Imine

N-acetyl-4-benzoquinoneimine

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

N-(4-Oxocyclohexa-2,5-dien-1-ylidene)acetamide

NAPQI

N-(4-Oxo-1-cyclohexa-2,5-dienylidene)acetamide,N-Acetyl-p-benzo-quinoneimine,NAPQI

DC Chemicals Limited
China
Product Name: NAPQI
Price: $Inquiry/100mg
Purity: 98.0%
Stocking Period: 3 Day
Contact: Tony Cao

Dayang Chem (Hangzhou) Co., Ltd.
China
Product Name: N-ACETYL-4-BENZOQUINONE IMINE
Price: $Inquiry/100g $Inquiry/1kg $Inquiry/100kg $Inquiry/1000kg
Purity: 98.0%
Stocking Period: Inquiry
Contact: Ms Wang

Get all suppliers and price by the below link:

N-Acetylimidoquinone suppliers

N-Acetylimidoquinone price

N-Acetylimidoquinone

Use of N-Acetylimidoquinone

Names