AM 404

Cat. No. 1116

AM 404 C26H37NO2 [198022-70-7]

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Chemical Name: N-(4-Hydroxyphenyl)-5Z,8Z,11Z,14Z-eicosatetraenamide

Biological Activity

Competitive 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). Active in vivo. Also available in water soluble emulsion (Cat. No. 1685).

Technical Data

M.Wt:
395.58
Formula:
C26H37NO2
Solubility:
Soluble to 50 mM in ethanol and to 50 mM in DMSO
Purity:
>98 %
Storage:
Store at -20°C
CAS No:
198022-70-7

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
All Tocris products are intended for laboratory research use only.

Certificate of Analysis / Safety Data Sheet

Certificate of Analysis: View current batch
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Safety Data Sheet: View Safety Data Sheet

Zygmunt et al (2000) The anandamide transport inhibitor AM404 activates vanilloid receptors. Eur.J.Pharmacol. 396 39. PMID: 10822052.

Piomelli et al (1999) Structural determinants for recognition and translocation by the anandamide transporter. Proc.Natl.Acad.Sci.U.S.A. 96 5802. PMID: 10318965.

Beltramo et al (1997) Functional role of high-affinity anandamide transport, as revealed by selective inhibition. Science 277 1094. PMID: 9262477.

Calignano et al (1997) Potentiation of anandamide hypotension by the transport inhibitor, AM 404. Eur.J.Pharmacol. 337 R1. PMID: 9389389.

If you know of a relevant reference for this product please let us know.

Citations are publications that use Tocris products. Selected citations for AM 404 include:

Tabatadze et al (2015) Sex Differences in Molecular Signaling at Inhibitory Synapses in the Hippocampus. J Neurosci 35 11252. PMID: 26269634.

Caiati et al (2012) Developmental regulation of CB1-mediated spike-time dependent depression at immature mossy fiber-CA3 synapses. Sci Rep 2 285. PMID: 22368777.

Buznikov et al (2010) A putative 'pre-nervous' endocannabinoid system in early echinoderm development. Dev Neurosci 32 1. PMID: 19907129.

Brozoski et al (2009) Differential endocannabinoid regulation of baroreflex-evoked sympathoinhibition in normotensive versus hypertensive rats. Auton Neurosci 150 82. PMID: 19464961.

Justinova et al (2008) Blockade of THC-seeking behavior and relapse in monkeys by the cannabinoid CB(1)-receptor antagonist rimonabant. Neuropsychopharmacology 33 2870. PMID: 18305459.

Cenni et al (2006) Differential effect of cannabinoid agonists and endocannabinoids on histamine release from distinct regions of the rat brain. Eur J Neurosci 24 1633. PMID: 17004927.

Thors and Fowler (2006) Is there a temperature-dependent uptake of anandamide into cells? Br J Pharmacol 149 73. PMID: 16865094.

Lafourcade et al Molecular components and functions of the endocannabinoid system in mouse prefrontal cortex. PLoS One 2 e709. PMID: 17684555.

Do you know of a great paper that uses AM 404 from Tocris? If so please let us know.show all ▼show less ▲

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Keywords: AM 404, supplier, Vanilloid, receptors, agonists, anandamide, transport, inhibitors, inhibits, VR1, TRPV, TRP, Channels, Transient, Receptor, Potential, AMT, Transporters, Cannabinoids, Monoamine, Neurotransmitter, AM404, Tocris Bioscience, Cannabinoid Transporter Inhibitor products

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