Chemical Name: N-(4-Hydroxyphenyl)-5Z,8Z,11Z,14Z-eicosatetraenamide
Biological ActivityCompetitive and selective inhibitor of carrier-mediated anandamide transport (IC50 = 1 μM). Does not activate CB1 receptors or inhibit anandamide hydrolysis but has been shown to activate native and cloned vanilloid receptors (pEC50 = 7.4). Also FABP inhibitor. Active in vivo.
The technical data provided above is for guidance only.
For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.
Functional role of high-affinity anandamide transport, as revealed by selective inhibition.
Beltramo et al.
Potentiation of anandamide hypotension by the transport inhibitor, AM 404.
Calignano et al.
Structural determinants for recognition and translocation by the anandamide transporter.
Piomelli et al.
The anandamide transport inhibitor AM404 activates vanilloid receptors.
Zygmunt et al.
A personal retrospective: Elevating Anandamide (AEA) by targeting fatty acid amide hydrolase (FAAH) and the fatty acid binding proteins (FABPs).
Citations for AM 404
The citations listed below are publications that use Tocris products. Selected citations for AM 404 include:
14 Citations: Showing 1 - 10
Molecular components and functions of the endocannabinoid system in mouse prefrontal cortex.
Authors: Lafourcade Et al.
PLoS One ;2:e709
AM404, paracetamol metabolite, prevents prostaglandin synthesis in activated microglia by inhibiting COX activity.
J Neuroinflammation 2017;14(1):246
Sex Differences in Molecular Signaling at Inhibitory Synapses in the Hippocampus.
Authors: Tabatadze Et al.
J Neurosci 2015;35:11252
Effects of cannabinoid drugs on the deficit of prepulse inhibition of startle in an animal model of schizophrenia: the SHR strain.
Authors: Levin Et al.
Developmental regulation of CB1-mediated spike-time dependent depression at immature mossy fiber-CA3 synapses.
Authors: Caiati Et al.
Sci Rep 2012;2:285
A putative 'pre-nervous' endocannabinoid system in early echinoderm development.
Authors: Buznikov Et al.
Dev Neurosci 2010;32:1
Differential endocannabinoid regulation of baroreflex-evoked sympathoinhibition in normotensive versus hypertensive rats.
Authors: Brozoski Et al.
Auton Neurosci 2009;150:82
Blockade of THC-seeking behavior and relapse in monkeys by the cannabinoid CB(1)-receptor antagonist rimon.
Authors: Justinova Et al.
Characterization of the vasorelaxant mechanisms of the endocannabinoid anandamide in rat aorta.
Authors: Herradón Et al.
Br J Pharmacol 2007;152:699
Differential effect of cannabinoid agonists and endocannabinoids on histamine release from distinct regions of the rat brain.
Authors: Cenni Et al.
Eur J Neurosci 2006;24:1633
Is there a temperature-dependent uptake of anandamide into cells?
Authors: Thors and Fowler
Br J Pharmacol 2006;149:73
Disruption of endocannabinoid release and striatal long-term depression by postsynaptic blockade of endocannabinoid membrane transport.
Authors: Ronesi Et al.
J Neurosci 2004;24:1673
Endocannabinoids acting at cannabinoid-1 receptors regulate cardiovascular function in hypertension.
Authors: Bátkai Et al.
Br J Pharmacol 2004;110:1996
A possible role of lipoxygenase in the activation of vanilloid receptors by anandamide in the guinea-pig bronchus.
Authors: Craib Et al.
Br J Pharmacol 2001;134:42581
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