JZL 184

Cat. No. 3836

JZL 184 C27H24N2O9 [1101854-58-3]

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Chemical Name: 4-[Bis(1,3-benzodioxol-5-yl)hydroxymethyl]-1-piperidinecarboxylic acid 4-nitrophenyl ester

Biological Activity

Potent and selective MAGL inhibitor. Blocks hydrolysis of the endocannabinoid 2-arachidonyl glycerol (2-AG) in vivo in the mouse brain (IC50 = 8 nM). Potentiates depolarization-induced suppression of excitability in cerebellar Purkinje neurons. Exhibits >300-fold selectivity for MAGL over FAAH in vitro. Attenuates nociception in neuropathic and inflammatory pain models. Also reduces free fatty acid levels in primary tumors.

Licensing Information

Sold under license from The Scripps Research Institute.

Technical Data

M.Wt:
520.49
Formula:
C27H24N2O9
Solubility:
Soluble to 100 mM in DMSO
Purity:
>98 %
Storage:
Store at -20°C
CAS No:
1101854-58-3

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 / Product Datasheet / Safety Data Sheet

Kinsey et al (2013) Repeated low-dose administration of the monoacylglycerol lipase inhibitor JZL184 retains cannabinoid receptor type 1-mediated antinociceptive and gastroprotective effects. J.Pharmacol.Exp.Ther. 345 492. PMID: 23412396.

Zhang et al (2012) Dysregulated lipid metabolism in cancer. World J.Biol.Chem. 3 167. PMID: 22937213.

Long et al (2009) Selective blockade of 2-arachidonylglycerol hydrolysis produces cannabinoid behavioral effects. Nat.Chem.Biol. 5 37. PMID: 19029917.

Pan et al (2009) Blockade of 2-arachidonylglycerol hydrolysis by selective monoacylglycerol lipase inhibitor 4-nitrophenyl 4-(dibenzo[d][1,3]dioxol-5-yl(hydroxy)methyl)piperidine-1-carboxylate (JZL184) enhances retrograde endocannabinoid signaling. J.Pharm.Exp.Ther. 331 591. PMID: 19666749.

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Citations are publications that use Tocris products. Selected citations for JZL 184 include:

Martin et al (2015) Endocannabinoids Mediate Muscarinic Acetylcholine Receptor-Dependent Long-Term Depression in the Adult Medial Prefrontal Cortex. Stem Cells Dev 9 457. PMID: 26648844.

Sardinha et al (2014) Experimental cannabinoid 2 receptor-mediated immune modulation in sepsis. Front Cell Neurosci 2014 978678. PMID: 24803745.

Malenczyk et al (2013) CB1 cannabinoid receptors couple to focal adhesion kinase to control insulin release. J Biol Chem 288 32685. PMID: 24089517.

Valdeolivas et al (2013) The inhibition of 2-arachidonoyl-glycerol (2-AG) biosynthesis, rather than enhancing striatal damage, protects striatal neurons from malonate-induced death: a potential role of cyclooxygenase-2-dependent metabolism of 2-AG. Cell Death Dis 4 e862. PMID: 24136226.

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Keywords: JZL 184, supplier, JZL184, MAGL, inhibitor, MAG, lipase, monoacylglycerol, lipase, inhibitors, inhibits, MGL, Tocris Bioscience, Monoacylglycerol Lipase Inhibitor products

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