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Methanandamide

Cannabinoid receptor ligand
 
BML-FA021-0005 5 mg 61.00 USD
 
BML-FA021-0025 25 mg 186.00 USD
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Replaces Prod. #: ALX-340-030

Amidase resistant cannabinoid receptor (CB) agonist (CB1: Ki=20nM; CB2: Ki=815nM). The most potent of the series of methyl-anandamides. About 4-fold higher binding affinity for cannabinoid receptor CB1 than anandamide (Prod. No. BML-FA017) in the presence of PMSF. Does also bind to TRPV1 (Ki=4.67µM). Inhibits motor behavior resembling the effectts of THC rather than anadamide. 

Product Specification

Alternative Name:(R)-(+)-Arachidonyl-1'-hydroxy-2'-propylamide, AM 356, N-(2-Hydroxy-1R-methylethyl)-5Z,8Z,11Z,14Z-eicosatetraenamide
 
Formula:C23H39NO2
 
MW:361.6
 
CAS:157182-49-5
 
Purity:≥98% (TLC)
 
Appearance:Colorless oil.
 
Solubility:Soluble in ethanol or DMSO (10mg/ml).
 
Shipping:Shipped on Dry Ice
 
Long Term Storage:-20°C
 
Use/Stability:Stable for at least 1 year after receipt when stored, as supplied, at -80°C. Stock solutions are stable for up to 1 month at -20°C.
 
Handling:Protect from light and oxygen. Keep under inert gas.
 
ALX-340-030
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ALX-340-030

Product Literature References

Antagonism of discriminative stimulus effects of Delta(9)-THC and (R)-methanandamide in rats: T.U. Jarbe, et al.; Psychopharmacology (Berlin) 184, 36 (2006), Abstract;
R(+)-Methanandamide Elicits a Cyclooxygenase-2-Dependent Mitochondrial Apoptosis Signaling Pathway in Human Neuroglioma Cells: K. Eichele, et al.; Pharm. Res. 23, 90 (2006), Abstract;
R(+)-methanandamide elicits a cyclooxygenase-2-dependent mitochondrial apoptosis signaling pathway in human neuroglioma cells: K. Eichele, et al.; Pharm. Res. 23, 90 (2006), Abstract;
Up-regulation of cyclooxygenase-2 expression is involved in R(+)-methanandamide-induced apoptotic death of human neuroglioma cells: B. Hinz, et al.; Mol. Pharmacol. 66, 1643 (2004), Abstract; Full Text
Structure-activity relationship for the endogenous cannabinoid, anandamide, and certain of its analogues at vanilloid receptors in transfected cells and vas deferens: R.A. Ross, et al.; Br. J. Pharmacol. 132, 631 (2001), Abstract;
Substrate specificity and stereoselectivity of rat brain microsomal anandamide amidohydrolase: W. Lang, et al.; J. Med. Chem. 42, 896 (1999), Abstract;
Vanilloid receptors on sensory nerves mediate the vasodilator action of anandamide: P.M. Zygmunt, et al.; Nature 400, 452 (1999), Abstract;
Extrapyramidal effects of methanandamide, an analog of anandamide, the endogenous CB1 receptor ligand: J. Romero, et al.; Life Sci. 58, 1249 (1996), Abstract;
Head group analogs of arachidonylethanolamide, the endogenous cannabinoid ligand: A.D. Khanolkar, et al.; J. Med. Chem. 39, 4515 (1996), Abstract;
(R)-methanandamide: a chiral novel anandamide possessing higher potency and metabolic stability: V. Abadji, et al.; J. Med. Chem. 37, 1889 (1994), Abstract;

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