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Home / Biochemicals / Small Molecules

AM 404

SKU : BHB21300005

An Activator of TRPV1 Channels and a Ligand of CB1 Cannabinoid Receptors

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Alomone Labs

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Mfr.No.	A-190, A-190_10 mg, A-190_25 mg, A-190_5 mg, A-190_50 mg
Description	AM 404 (#A-190) is a highly pure, synthetic, and biologically active compound.
Molecular Formula	C26H37NO2.
Synonyms	Synthetic
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 uu) 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.
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
Concentration	0.5 nM - 50 uM.
Reconstitution	100 mM in DMSO, 50 mM in ethanol (dissolves slowly). Centrifuge all product preparations before use (10000 x g 5 min).
Cas Number	198022-70-7
Molecular Weight	395.6
Solubility	100 mM in DMSO, 50 mM in ethanol (dissolves slowly). Centrifuge all product preparations before use (10000 x g 5 min).
Target	TRPV1, CB1 receptors
Activity	AM 404 activates TRPV1 channels with EC50 = 0.04 uM1, and serves as a ligand for CB1 cannabinoid receptors2.
Country Of Origin	Israel/IL
UNSPSC Code	41116134
Application	FC- Flow cytometry, IFC- Indirect flow cytometry, IHC- Immunohistochemistry,LCI- Live cell imaging, Calcium imaging assay,Cell survival assay, Electrophysiology, Neurite outgrowth assay
Lead Time	1-2 Business Days
Notes	Bioassay Tested: Yes Chemical Name: N-(4-Hydroxyphenyl)-5Z,8Z,11Z,14Z-eicosatetraenamide.

Purity	>98% (HPLC)
Form	Lyophilized powder.
Storage	Storage After Reconstitution: Store the reconstituted solution at -20°C for the shortest time possible. Avoid multiple freeze-thaw cycles. We do not recommend storing the product in working solutions for longer than a day. Avoid exposure to light. Storage of solutions: Up to four weeks at 4°C or three months at -20°C.

Product Manual	SDS

Reference	De Petrocellis, L. et al. (2000) FEBS Lett. 483, 52. Fegley, D. et al. (2004) Proc. Natl. Acad. Sci. U.S.A. 101, 8756. Glaser, S.T. et al. (2003) Proc. Natl. Acad. Sci. U.S.A. 100, 4269. Rogosch, T. et al. (2012) Bioorg. Med. Chem. 20, 101. Guhring, H. et al. (2002) Eur. J. Pharmacol. 454, 153. Beltramo, M. et al. (1997) Science 277, 1094. Rodella, L.F. et al. (2005) Eur. J. Pharmacol. 508, 139. Zygmunt, P.M. et al. (2000) Eur. J. Pharmacol. 396, 39.

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Combination SKU	Supplier No.	Size	Your price	Quantity
BHB21300005-1	A-190_10 mg	10 mg	$75		Add to Cart
BHB21300005-2	A-190_25 mg	25 mg	$167		Add to Cart
BHB21300005-3	A-190_5 mg	5 mg	$55		Add to Cart
BHB21300005-4	A-190_50 mg	50 mg	$280		Add to Cart

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