URB602

Chemical compound From Wikipedia, the free encyclopedia

URB602 ([1,1'-biphenyl]-3-yl-carbamic acid, cyclohexyl ester) is a compound that has been found to inhibit hydrolysis of monoacyl glycerol compounds, such as 2-arachidonoylglycerol (2-AG) and 2-oleoylglycerol (2-OG). It was first described in 2003.[1] A study performed in 2005 found that the compound had specificity for metabolizing 2-AG over anandamide (another cannabinoid ligand) in rat brain presumably by inhibiting the enzyme monoacylglycerol lipase (MAGL), which is the primary metabolic enzyme of 2-AG.[2] However, subsequent studies have shown that URB602 lacks specificity for MAGL inhibition in vitro.[3]

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URB602
Names
Preferred IUPAC name
Cyclohexyl ([1,1′-biphenyl]-3-yl)carbamate
Other names
[1,1′-Biphenyl]-3-yl-carbamic acid, cyclohexyl ester
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
UNII
  • InChI=1S/C19H21NO2/c21-19(22-18-12-5-2-6-13-18)20-17-11-7-10-16(14-17)15-8-3-1-4-9-15/h1,3-4,7-11,14,18H,2,5-6,12-13H2,(H,20,21) checkY
    Key: HHVUFQYJOSFTEH-UHFFFAOYSA-N checkY
  • O=C(OC1CCCCC1)Nc1cccc(c1)c1ccccc1
Properties
C19H21NO2
Molar mass 295.382 g·mol−1
Appearance Crystalline solid
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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