An analog of anandamide which inhibits anandamide transport
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AM404

Item No. 90060

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-(4-hydroxyphenyl)-5Z,8Z,11Z,14Z-eicosatetrenamide
CAS Number
183718-77-6
Synonyms
  • 4-HPA
  • N-(4-hydroxyphenyl)-Arachidonoyl Amide
Molecular Formula
C26H37NO2
Formula Weight
395.6
Purity
≥98%
Formulation
A 50 mg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
DMF: 50 mg/mlDMSO: 50 mg/mlEthanol: 50 mg/mlEthanol:PBS (pH 7.2)(1:3): .25 mg/mlPBS pH 7.2: 50 µg/mlPBS pH 9.0: 95 µg/ml
λmax
250 nm
SMILES
CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)Nc1ccc(O)cc1
InChi Code
InChI=1S/C26H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-26(29)27-24-20-22-25(28)23-21-24/h6-7,9-10,12-13,15-16,20-23,28H,2-5,8,11,14,17-19H2,1H3,(H,27,29)/b7-6-,10-9-,13-12-,16-15-
InChi Key
IJBZOOZRAXHERC-DOFZRALJSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $28

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    10 mg

    $50

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    50 mg

    $205

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    100 mg

    $357

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    Product 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

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Beltramo, M., Stella, N., Calignano, A., et al. Functional role of high-affinity anandamide transport, as revealed by selective inhibition. Science 277(5329), 1094-1097 (1997).