Name | URB602 |
Synonyms | URB602 URB-602 URB 602 N-[1,1'-Biphenyl]-3-yl- cyclohexyl biphenyl-3-ylcarbaMate Cyclohexyl [1,1'-biphenyl]-3-ylcarbaMate Monoacylglycerol Lipase Inhibitor, URB602 Biphenyl-3-yl Carbamic Acid, Cyclohexyl Ester [1,1'-Biphenyl]-3-yl-carbamic acid cyclohexyl ester |
CAS | 565460-15-3 |
Molecular Formula | C19H21NO2 |
Molar Mass | 295.38 |
Melting Point | 122-123°C |
Solubility | DMSO: >10mg/mL |
Appearance | powder |
Color | white to off-white |
Storage Condition | 2-8°C |
MDL | MFCD08457914 |
In vitro study | Without URB602, the apparent Michaelis constant (K m ) of MGL for 2-AG is 24±1.7 μM and the maximum velocity (V max ) is 1814±51 nmol min per mg protein; with URB602, the K m is 20±0.4 μM and the V max is 541±20 nmol min per mg protein (n=4). When organotypic slice cultures of rat forebrain are incubated with URB602 (100 μM), both baseline and Ca 2+ -ionophore-stimulated 2-arachidonoylglycerol (2-AG) concentrations are increased. URB602 is an inhibitor of monoacylglycerol lipase (MGL), a serine hydrolase involved in the biological deactivation of the endocannabinoid 2-arachidonoyl-sn-glycerol (2-AG). URB602 weakly inhibits recombinant MGL (IC 50 =223±63 μM) through a rapid and noncompetitive mechanism. |
In vivo study | URB602 at doses of 20 and 40 mg/kg tends to reduce upper GI transit and slow colonic propulsion. When taken together as whole gut transit, URB602 dose dependently inhibits transit (P<0.05) compared with the vehicle control group. The inhibitory action of 40 mg/kg URB602 on whole gut transit is absent in these mice, indicating CB 1 receptor involvement in the inhibitory action. URB602 decreases the AUC of pain behaviour during the early phase of the formalin test with an ED 50 of 0.06±0.028 μg for JZL184 and 120±51.3 μg for URB602 in adult male Sprague-Dawley rats. Both MGL inhibitors also suppresses pain behaviour during the late phase of formalin pain, with an ED 50 of 0.03±0.011 μg for JZL184 and 66±23.9 μg for URB602. |
WGK Germany | 3 |
1mg | 5mg | 10mg | |
---|---|---|---|
1 mM | 3.385 ml | 16.927 ml | 33.855 ml |
5 mM | 0.677 ml | 3.385 ml | 6.771 ml |
10 mM | 0.339 ml | 1.693 ml | 3.385 ml |
5 mM | 0.068 ml | 0.339 ml | 0.677 ml |
biological activity | URB602 is a monoacylglycerol lipase (MGL) inhibitor. |
Target | IC50: 28±4 μm (rat brain MGL) |
Use | URB602 is a selective inhibitor of MGL, expanding an IC50 of 28 μm for the rat brain enzyme. It does not inhibit fatty acid amide hydroase (FAAH) at concentrations up to 100 μM, or other lipid metab olizing enzymes such as diacylglycerol lipase or cyclooxygenase-2.5 6 Inhibition of 2-AG hydrolysis is associated with enhanced stress-induced analgesia and may represent a novel drug target in pain a nd stress management. |