AM 404

Product details

• Chemical name: N-(4-Hydroxyphenyl)-5Z,8Z,11Z,14Z-eicosatetraenamide.
• Also known as: N-arachidonoylaminophenol
• CAS number: 198022-70-7
• Molecular formula: C26H37NO2.
• Purity: >98% (HPLC)
• Concentration: 0.5 nM - 50 µM.
• Form: Lyophilized powder.
• Solubility: 100 mM in DMSO, 50 mM in ethanol (dissolves slowly). Centrifuge all product preparations before use (10000 x g 5 min).
• Reconstitution: 100 mM in DMSO, 50 mM in ethanol (dissolves slowly). Centrifuge all product preparations before use (10000 x g 5 min).
• Shipping: Shipped at room temperature. Product as supplied can be stored intact at room temperature for several weeks. For longer periods, it should be stored at -20°C.
• Target: TRPV1, CB1 receptors
• Source: Synthetic
• Activity: AM 404 activates TRPV1 channels with EC50 = 0.04 µM1, and serves as a ligand for CB1 cannabinoid receptors2.
• Alternative names: N-arachidonoylaminophenol

Scientific background

N-arachidonoylaminophenol (AM 404) belongs to a group of bioactive N-acylamines. It is a potent activator of TRPV1 (EC50 = 26 nM)1, and a CB1 cannabinoid receptor ligand2. Recent work on the mechanism of AM 404 has suggested that the inhibition of fatty acid amide hydrolase (FAAH) by AM 404 (IC50 = 6 μΜ) is likely responsible for all of its attributed "reuptake" properties, since intracellular FAAH hydrolysis of anandamide changes the intra/extracellular anandamide equilibrium3. AM 404 also inhibits cyclooxygenase COX-1 and COX-2, thus attenuating prostaglandin synthesis4. AM 404 produces analgesia in the mouse formalin and hot plate tests5 and potentiates the analgesic effect of anandamide in the mouse hot plate test6. Furthermore, AM 404 decreases the expression of c-fos in the spinal cord of neuropathic rats, an effect inhibited by both TRPV1 and cannabinoid receptor antagonists7.

Lead time: 1-2 Business Days

Country of origin: Israel/IL

Applications key

Application key: FC- Flow cytometry, IFC- Indirect flow cytometry, IHC- Immunohistochemistry,LCI- Live cell imaging, Calcium imaging assay,Cell survival assay, Electrophysiology, Neurite outgrowth assay.

Bioassay tested: Yes

• SDS (PDF)

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