AM404

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AM404
Systematic (IUPAC) name
N-arachidonoylphenolamine
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Formula C26H37NO2 
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AM404 also known as N-arachidonoylphenolamine is an active metabolite of paracetamol (acetaminophen) responsible for all or part of its analgesic action.

Pharmacology

AM404 has been noted as an endogenous cannabinoid reuptake inhibitor, preventing the transport of anandamide and other related compounds back from the synaptic cleft, much in the same way that common SSRI antidepressants prevent the reuptake of serotonin. AM404 is also TRPV1 agonist, and also prevents cyclooxygenase COX-1 and COX-2 and prostaglandin synthesis. AM404 is thought to induce its analgesic action through its activity on the cannabinoid, COX and TRPV systems, all of which are present in pain and thermoregulatory pathways.[1]

References

  1. Högestätt, E. D., B. A. G. Jönsson, A. Ermund, D. A. Andersson, H. Björk, J. P. Alexander, B. F. Cravatt, A. I. Basbaum, P. M. Zygmunt (September 9, 2005). "Conversion of Acetaminophen to the Bioactive N-Acylphenolamine AM404 via Fatty Acid Amide Hydrolase-dependent Arachidonic Acid Conjugation in the Nervous System". Journal of Biological Chemistry 280 (36): 31405–31412. doi:10.1074/jbc.M501489200. Retrieved on 2006-04-25.
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Acknowledgement and Attribution Regarding Sources of Content

Some of the initial content on this page may be incorporated in part from copyleft sources in the public domain including wikis such as Wikipedia and AskDrWiki. Drug information for patients came from the The National Library of Medicine. Infectious disease information may have come from the Centers for Disease Control (CDC). Differential Diagnoses are drawn from clinicians as well as an amalgamation of 3 sources: 1.The Disease Database; 2. Kahan, Scott, Smith, Ellen G. In A Page: Signs and Symptoms. Malden, Massachusetts: Blackwell Publishing, 2004:3; 3. Sailer, Christian, Wasner, Susanne. Differential Diagnosis Pocket. Hermosa Beach, CA: Borm Bruckmeir Publishing LLC, 2002:7 .

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