URB-597

• CAT Number: I004008
• CAS Number: 546141-08-6
• Molecular Formula: C20H22N2O3
• Molecular Weight: 338.4
• Purity: ≥95%
• Target: FAAH
• Solubility: DMSO ≥64mg/mL Water <1.2mg/mL Ethanol ≥4.6mg/mL
• Storage: 3 years -20C powder
• IC50: 4.6 nM [1]
• InChIKey: ROFVXGGUISEHAM-UHFFFAOYSA-N

URB597 is a potent, orally bioavailable FAAH inhibitor with IC50 of 4.6 nM, with no activity on other cannabinoid-related targets.IC50 value: 4.6 nM [1]Target: FAAHin vitro: URB597 binds in the hydrophobic pocket and catalytic core of FAAH that connects the active site residues to the membrane surface of FAAH [1]. URB597 reduces the expression of the LPS-induced enzymes cyclo-oxygenase 2 (COX-2) and inducible nitric oxide synthase (iNOS; NOS2) in primary rat microglial cell, with a concomitant reduction in the release of the inflammatory mediators prostaglandin E2 (PGE2) and (NO) nitric oxide [2].in vivo: URB597 inhibits [3H]anandamide hydrolysis in rat brain membranes with a parallel increase in brain anandamide, OEA, and PEA content by inhibition of FAAH. URB597 enhances the hypothermia effect induced by ethanolamide by inhibiting FAAH [3]. When delivered intraperitonealy (0.3 mg/kg) URB597 reduces allodynia and hyperalgesia through cannabinoid CB1 and CB2 receptor-mediated analgesia in rats with inflammatory pain [4].

Reference

1:Disruptive effects of the prototypical cannabinoid Δ⁹-tetrahydrocannabinol and the fatty acid amide inhibitor URB-597 on go/no-go auditory discrimination performance and olfactory reversal learning in rats. Sokolic L, Long LE, Hunt GE, Arnold JC, McGregor IS.Behav Pharmacol. 2011 Jun;22(3):191-202. doi: 10.1097/FBP.0b013e328345c82b. PMID: 21512341 2:The fatty acid amide hydrolase inhibitor URB 597: interactions with anandamide in rhesus monkeys. Stewart JL, McMahon LR.Br J Pharmacol. 2011 Sep;164(2b):655-66. doi: 10.1111/j.1476-5381.2011.01388.x. PMID: 21449917 Free PMC Article3:FAAH inhibitor, URB-597, promotes extinction and CB(1) antagonist, SR141716, inhibits extinction of conditioned aversion produced by naloxone-precipitated morphine withdrawal, but not extinction of conditioned preference produced by morphine in rats. Manwell LA, Satvat E, Lang ST, Allen CP, Leri F, Parker LA.Pharmacol Biochem Behav. 2009 Nov;94(1):154-62. doi: 10.1016/j.pbb.2009.08.002. Epub 2009 Aug 19. PMID: 19698735 4:The FAAH inhibitor URB-597 interferes with cisplatin- and nicotine-induced vomiting in the Suncus murinus (house musk shrew). Parker LA, Limebeer CL, Rock EM, Litt DL, Kwiatkowska M, Piomelli D.Physiol Behav. 2009 Apr 20;97(1):121-4. doi: 10.1016/j.physbeh.2009.02.014. Epub 2009 Feb 23. Erratum in: Physiol Behav. 2011 Oct 24;104(5):1082. PMID: 19239915 Free PMC Article