AM-404

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Description

AM404, also known as N-arachidonoylaminophenol,[1] is an active metabolite of paracetamol (acetaminophen), responsible for all or part of its analgesic action[2] and anticonvulsant effects.[3] Chemically, it is the amide formed from 4-aminophenol and arachidonic acid.

AM404 was originally reported to be 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 selective serotonin reuptake inhibitor (SSRI) antidepressants prevent the reuptake of serotonin. Earlier work on the mechanism of AM404 suggested that the inhibition of fatty acid amide hydrolase (FAAH) by AM404 was responsible for all of its attributed reuptake properties, since intracellular FAAH hydrolysis of anandamide changes the intra/extracellular anandamide equilibrium.[4] However, this is not the case, as newer research on FAAH knockout mice has found that brain cells internalize anandamide through a selective transport mechanism which is independent of FAAH activity.[5] This mechanism is inhibited by AM404.

ChemSpider 2D Image | AM404 | C26H37NO2

AM404

  • Molecular FormulaC26H37NO2
  • Average mass395.578 Da
  • Monoisotopic mass395.282440 Da
  • ChemSpider ID5037081
  • Double-bond stereo – Double-bond stereo

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Additional information

Weight (Grams)

25 Grams, 50 Grams, 100 Grams, 500 Grams, 1000 Grams