URB602

For research use only. Not for therapeutic Use.

  • CAT Number: I004112
  • CAS Number: 565460-15-3
  • Molecular Formula: C19H21NO2
  • Molecular Weight: 295.40
  • Purity: ≥95%
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URB602(Cat No.:I004112)is a selective monoacylglycerol lipase (MAGL) inhibitor, which plays a role in modulating the endocannabinoid system by preventing the breakdown of 2-arachidonoylglycerol (2-AG), an endogenous cannabinoid. By inhibiting MAGL, URB602 increases 2-AG levels, leading to potential analgesic, anti-inflammatory, and neuroprotective effects. This makes it valuable in research focused on pain management, inflammation, and neurological disorders. URB602’s selective action on MAGL allows for targeted studies on endocannabinoid signaling, helping to explore new therapeutic avenues for conditions involving dysregulated cannabinoid pathways.


Catalog Number I004112
CAS Number 565460-15-3
Synonyms

N-[1,1/’-biphenyl]-3-yl-carbamic acid, cyclohexyl ester

Molecular Formula C19H21NO2
Purity ≥95%
Target Bacterial
Solubility DMSO: ≥ 31 mg/mL
Storage -20°C
IUPAC Name cyclohexyl N-(3-phenylphenyl)carbamate
InChI 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)
InChIKey HHVUFQYJOSFTEH-UHFFFAOYSA-N
SMILES C1CCC(CC1)OC(=O)NC2=CC=CC(=C2)C3=CC=CC=C3
Reference

</br>1:Pretreatment with the monoacylglycerol lipase inhibitor URB602 protects from the long-term consequences of neonatal hypoxic-ischemic brain injury in rats. Carloni S, Alonso-Alconada D, Girelli S, Duranti A, Tontini A, Piomelli D, Hilario E, Alvarez A, Balduini W.Pediatr Res. 2012 Oct;72(4):400-6. doi: 10.1038/pr.2012.91. Epub 2012 Jul 20. PMID: 22821058 </br>2:The design, synthesis and biological evaluation of novel URB602 analogues as potential monoacylglycerol lipase inhibitors. Szabo M, Agostino M, Malone DT, Yuriev E, Capuano B.Bioorg Med Chem Lett. 2011 Nov 15;21(22):6782-7. doi: 10.1016/j.bmcl.2011.09.038. Epub 2011 Sep 18. PMID: 21982493 </br>3:URB602 inhibits monoacylglycerol lipase and selectively blocks 2-arachidonoylglycerol degradation in intact brain slices. King AR, Duranti A, Tontini A, Rivara S, Rosengarth A, Clapper JR, Astarita G, Geaga JA, Luecke H, Mor M, Tarzia G, Piomelli D.Chem Biol. 2007 Dec;14(12):1357-65. PMID: 18096504 Free PMC Article</br>4:The inhibition of monoacylglycerol lipase by URB602 showed an anti-inflammatory and anti-nociceptive effect in a murine model of acute inflammation. Comelli F, Giagnoni G, Bettoni I, Colleoni M, Costa B.Br J Pharmacol. 2007 Nov;152(5):787-94. Epub 2007 Aug 13. PMID: 17700715 Free PMC Article</br>5:Lack of selectivity of URB602 for 2-oleoylglycerol compared to anandamide hydrolysis in vitro. Vandevoorde S, Jonsson KO, Labar G, Persson E, Lambert DM, Fowler CJ.Br J Pharmacol. 2007 Jan;150(2):186-91. Epub 2006 Dec 4. PMID: 17143303 Free PMC Article

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