Chemistry:URB754
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| Preferred IUPAC name
6-Methyl-2-(4-methylanilino)-4H-3,1-benzoxazin-4-one | |
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3D model (JSmol)
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| Properties | |
| C16H14N2O2 | |
| Molar mass | 266.300 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
 verify (what is   ?)
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URB754 was originally reported by Piomelli et al. to be a potent, noncompetitive inhibitor of monoacylglycerol lipase (MGL).[1] However, recent studies have shown that URB754 failed to inhibit recombinant MGL, and brain FAAH activity was also resistant to URB754.[2] In a later study by Piomelli et al., 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.[3]
References
- ↑ "Selective inhibition of 2-AG hydrolysis enhances endocannabinoid signaling in hippocampus". Nat. Neurosci. 8 (9): 1139–41. 2005. doi:10.1038/nn1521. PMID 16116451. https://escholarship.org/uc/item/085499pd.
- ↑ "URB754 has no effect on the hydrolysis or signaling capacity of 2-AG in the rat brain". Chem. Biol. 13 (8): 811–4. 2006. doi:10.1016/j.chembiol.2006.07.008. PMID 16931330.
- ↑ Tarzia, Giorgio; Antonietti, Francesca; Duranti, Andrea; Tontini, Andrea; Mor, Marco; Rivara, Silvia; Traldi, Pietro; Astarita, Giuseppe et al. (2007). "Identification of a Bioactive Impurity in a Commercial Sample of 6-Methyl-2-p-Tolylaminobenzo[d[1,3]Oxazin-4-One (URB754)"]. Annali di Chimica 97 (9): 887–94. doi:10.1002/adic.200790073. PMID 17970304. https://escholarship.org/uc/item/2133f3k0.
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