URB-597

For research use only. Not for therapeutic Use.

  • CAT Number: I004008
  • CAS Number: 546141-08-6
  • Molecular Formula: C20H22N2O3
  • Molecular Weight: 338.40
  • Purity: ≥95%
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URB-597(Cat No.:I004008)is a selective inhibitor of fatty acid amide hydrolase (FAAH), an enzyme responsible for breaking down endocannabinoids like anandamide. By inhibiting FAAH, URB-597 increases anandamide levels, enhancing endocannabinoid signaling, which plays a role in reducing pain, inflammation, and anxiety. This compound is widely researched for its potential therapeutic effects in neuropathic pain, mood disorders, and neurodegenerative diseases, given its ability to modulate the endocannabinoid system without psychoactive side effects. URB-597 serves as an important tool in exploring non-psychoactive cannabinoid-based therapies in preclinical studies.


Catalog Number I004008
CAS Number 546141-08-6
Synonyms

[3-(3-carbamoylphenyl)phenyl] N-cyclohexylcarbamate

Molecular Formula C20H22N2O3
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
IUPAC Name [3-(3-carbamoylphenyl)phenyl] N-cyclohexylcarbamate
InChI InChI=1S/C20H22N2O3/c21-19(23)16-8-4-6-14(12-16)15-7-5-11-18(13-15)25-20(24)22-17-9-2-1-3-10-17/h4-8,11-13,17H,1-3,9-10H2,(H2,21,23)(H,22,24)
InChIKey ROFVXGGUISEHAM-UHFFFAOYSA-N
SMILES C1CCC(CC1)NC(=O)OC2=CC=CC(=C2)C3=CC(=CC=C3)C(=O)N
Reference

</br>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 </br>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 Article</br>3: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 </br>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

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