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AM404

Cayman Chemical Item Number 90060

N-(4-hydroxyphenyl)-Arachidonoyl Amide; 4-HPA (CAS 183718-77-6)

AM404 (CAS 183718-77-6)

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Description

AM404 is an analog of arachidonyl ethanolamide (AEA) which potentiates the activity of endogenous AEA by blocking its re-uptake into presynaptic neurons. AM404 selectively inhibits the carrier-mediated transport of AEA without affecting anandamide hydrolysis. It inhibits the transport of AEA with an IC50 of 1 µM in rat neurons and 5 µM in rat astrocytes. In in vivo models, AM404 enhances and prolongs exogenous AEA-induced analgesia at a dose of 10 mg/kg.1

1 Beltramo, M., Stella, N., Calignano, A., et al. Functional role of high-affinity anandamide transport, as revealed by selective inhibition. Science 277 1094-1097 (1997).

Synonyms
  • N-(4-hydroxyphenyl)-Arachidonoyl Amide
  • 4-HPA
Formal Name N-​(4-​hydroxyphenyl)-​5Z,​8Z,​11Z,​14Z-​eicosatetrenamide
CAS Number 183718-77-6
Molecular Formula C26H37NO2
Formula Weight 395.6
Formulation A solution in ethanol
Purity >98%
λmax 250 nm
Stability 1 year
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)​Nc1ccc(O)​cc1

Background Reading

Kulkarni, P.S., and Srinivasan, B.D. Eicosapentaenoic acid metabolism in human and rabbit anterior uvea. Prostaglandins 31 1159-1164 (1986).

Beltramo, M., Stella, N., Calignano, A., et al. Functional role of high-affinity anandamide transport, as revealed by selective inhibition. Science 277 1094-1097 (1997).

AM404 is available in the following screening library:

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Warning This product is not for human or veterinary use.

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