N -Arachidonoylphenolamine
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Surname | N -Arachidonoylphenolamine | |||||||||
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Molecular formula | C 26 H 37 NO 2 | |||||||||
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Molar mass | 395.58 g · mol -1 | |||||||||
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As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . |
N -Arachidonoylphenolamine (also known as AM404 ) is a metabolic product that is formed in the brain and spinal cord after taking the drug paracetamol , with the participation of the enzyme fatty acid amide hydrolase , when paracetamol is conjugated with arachidonic acid after its deacetylation .
AM404 affects the intracellular transport of anandamide . The hypothesis that it also inhibits a putative transporter in the cell membrane for the reuptake of anandamide has been unproven for many years and - due to alternative concepts - is not necessary to explain the observations.
literature
- National Research Council (US). Committee on Toxicology: Possible Long-term Health Effects of Short-term Exposure to Chemical Agents , National Academy Press , Washington 1984.
Individual evidence
- ↑ a b Data sheet N- (4-Hydroxyphenyl) -arachidonylamide from Sigma-Aldrich , accessed on February 26, 2016 ( PDF ).
- ^ A. Bertolini, A. Ferrari, A. Ottani, S. Guerzoni, R. Tacchi, S. Leone: Paracetamol: new vistas of an old drug. In: CNS Drug Rev 12, 2006, pp. 75-250, PMID 17227290 .
- ^ CJ Fowler: Transport of endocannabinoids across the plasma membrane and within the cell. In: The FEBS journal. Volume 280, number 9, May 2013, pp. 1895–1904, doi : 10.1111 / febs.12212 , PMID 23441874 (free full text) (review).
- ↑ CJ Fowler: Anandamide uptake explained? In: Trends in pharmacological sciences. Volume 33, Number 4, April 2012, pp. 181-185, doi : 10.1016 / j.tips.2012.01.001 , PMID 22297258 (review).