N -acetyl- p -benzoquinone imine

Structural formula
General
Surname	N -acetyl- p -benzoquinone imine
other names	N - (4-Oxo-1-cyclohexa-2,5-dienylidene) acetamide N -acetyl- p -benzo-quinonimine NAPQI
Molecular formula	C 8 H 7 NO 2
External identifiers / databases
CAS number 50700-49-7 EC number 640-545-7 ECHA InfoCard 100.168.312 PubChem 39763 Wikidata Q6952342
properties
Molar mass	149.15 g mol −1
Physical state	firmly
safety instructions
GHS labeling of hazardous substances no GHS pictograms H and P phrases H: no H-phrases P: no P-phrases
Toxicological data	20 mg kg −1 ( LD 50 ,  mouse , intraperitoneal )
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

N -acetyl- p -benzochinonimin ( NAPQI ) is a chemical compound selected from the group of the quinone . It is a breakdown product of paracetamol which is formed in the liver and can lead to irreversible liver damage there.

The single dose of paracetamol is 10 to 15 mg / kg body weight, the daily dose up to a maximum of 60 mg / kg body weight. Paracetamol is largely excreted in the urine in the form of its glucuronide and sulfate conjugates . The N -acetyl- p -benzoquinonimide is detoxified when bound to glutathione . If the maximum daily dose is exceeded and the glutathione stores are exhausted, liver cells are damaged.

Individual evidence

1. ↑ ^{a b c d} Data sheet N-Acetylbenzoquinoneimine from Sigma-Aldrich , accessed on March 12, 2015 ( PDF ).
2. ↑ ^{a b} side effect liver damage , Pharmazeutische Zeitung , edition 19/2014