Giorgio Tarzia, Francesca Antonietti, Andrea Duranti, Andrea Tontini, Marco Mor, Silvia Rivara, Pietro Traldi, Giuseppe Astarita, Alvin King, Jason R. Clapper, Daniele Piomelli
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Identification of a Bioactive Impurity in a Commercial Sample of 6-Methyl-2-p-Tolylaminobenzo[d][1,3]Oxazin-4-One (URB754)
The compound URB754 was recently identified as a potent inhibitor of the endocannabinoid-deactivating enzyme monoacylglycerol lipase (MGL) by screening of a commercial chemical library. Based on HPLC/MS, NMR and EI/MS analyses, the present paper shows that the MGL-inhibitory activity attributed to URB754 is in fact due to a chemical impurity present in the commercial sample, identified as bis(methylthio)mercurane. Although this organomercurial compound is highly potent at inhibiting MGL (IC50 = 11.9±1.1 nM), its biological use is prohibited by its toxicity and target promiscuity.
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