URB597
compound that dually inhibits MGLL and FAAH (not an alpha/beta hydrolase)
General
Type : Carbamate, Biphenyl, FAAH inhibitor, Multitarget
Chemical_Nomenclature : [3-(3-carbamoylphenyl)phenyl] N-cyclohexylcarbamate
Canonical SMILES : C1CCC(CC1)NC(=O)OC2=CC=CC(=C2)C3=CC(=CC=C3)C(=O)N
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
Other name(s) : URB597 || URB-597 || 3'-Carbamoyl-[1,1'-biphenyl]-3-yl cyclohexylcarbamate || FAAH Inhibitor II || URB 597
MW : 338.40
Formula : C20H22N2O3
CAS_number : 546141-08-6
PubChem : 1383884
UniChem : ROFVXGGUISEHAM-UHFFFAOYSA-N
Target
Families : URB597 ligand of proteins in family
Monoglyceridelipase_lysophospholip
Protein :
human-MGLL
References (10)
| Title : Differential Effects of Adolescent Fatty Acid Amide Hydrolase and Monoacylglycerol Lipase Inhibition on Adolescent and Adult Behaviors in Male Rats - Estes_2025_Res.Sq__ |
| Author(s) : Estes M , Guda V , Thompson E , de Oliveira DR , Nowak D , Hillard C , Mantsch JR |
| Ref : Res Sq , : , 2025 |
| Abstract : |
| PubMedSearch : Estes_2025_Res.Sq__ |
| PubMedID: 41001533 |
| Gene_locus related to this paper: ratno-MGLL |
| Title : Antidepressant-like effects of URB597 and JZL184 in male and female rats exposed to early life stress - Alteba_2020_Eur.Neuropsychopharmacol_39_70 |
| Author(s) : Alteba S , Mizrachi Zer-Aviv T , Tenenhaus A , Ben David G , Adelman J , Hillard CJ , Doron R , Akirav I |
| Ref : European Neuropsychopharmacology , 39 :70 , 2020 |
| Abstract : |
| PubMedSearch : Alteba_2020_Eur.Neuropsychopharmacol_39_70 |
| PubMedID: 32891517 |
| Title : Fatty acid amide hydrolase inhibitor (URB597) as a regulator of myocardial lipid metabolism in spontaneously hypertensive rats - Harasim-Symbor_2018_Chem.Phys.Lipids_218_141 |
| Author(s) : Harasim-Symbor E , Polak A , Pedzinska-Betiuk A , Weresa J , Malinowska B , Lewandowska A , Kasacka I , Chabowski A |
| Ref : Chemistry & Physic of Lipids , 218 :141 , 2018 |
| Abstract : |
| PubMedSearch : Harasim-Symbor_2018_Chem.Phys.Lipids_218_141 |
| PubMedID: 30578756 |
| Title : Modulating the endocannabinoid pathway as treatment for peripheral neuropathic pain: a selected review of preclinical studies - O'Hearn_2017_Ann.Palliat.Med_6_S209 |
| Author(s) : O'Hearn S , Diaz P , Wan BA , DeAngelis C , Lao N , Malek L , Chow E , Blake A |
| Ref : Ann Palliat Med , 6 :S209 , 2017 |
| Abstract : |
| PubMedSearch : O'Hearn_2017_Ann.Palliat.Med_6_S209 |
| PubMedID: 29156899 |
| Title : Cannabinoid receptor agonist WIN55,212-2 and fatty acid amide hydrolase inhibitor URB597 ameliorate neuroinflammatory responses in chronic cerebral hypoperfusion model by blocking NF-kappaB pathways - Su_2017_Naunyn.Schmiedebergs.Arch.Pharmacol_390_1189 |
| Author(s) : Su SH , Wu YF , Lin Q , Hai J |
| Ref : Naunyn Schmiedebergs Arch Pharmacol , 390 :1189 , 2017 |
| Abstract : |
| PubMedSearch : Su_2017_Naunyn.Schmiedebergs.Arch.Pharmacol_390_1189 |
| PubMedID: 28825114 |
| Title : Cannabinoid receptor agonist WIN55,212-2 and fatty acid amide hydrolase inhibitor URB597 may protect against cognitive impairment in rats of chronic cerebral hypoperfusion via PI3K\/AKT signaling - Su_2016_Behav.Brain.Res_313_334 |
| Author(s) : Su SH , Wang YQ , Wu YF , Wang DP , Lin Q , Hai J |
| Ref : Behavioural Brain Research , 313 :334 , 2016 |
| Abstract : |
| PubMedSearch : Su_2016_Behav.Brain.Res_313_334 |
| PubMedID: 27424778 |
| Title : Covalent inhibition of recombinant human carboxylesterase 1 and 2 and monoacylglycerol lipase by the carbamates JZL184 and URB597 - Crow_2012_Biochem.Pharmacol_84_1215 |
| Author(s) : Crow JA , Bittles V , Borazjani A , Potter PM , Ross MK |
| Ref : Biochemical Pharmacology , 84 :1215 , 2012 |
| Abstract : |
| PubMedSearch : Crow_2012_Biochem.Pharmacol_84_1215 |
| PubMedID: 22943979 |
| Title : Hydrolysis of 2-arachidonoylglycerol in Tetrahymena thermophila. Identification and partial characterization of a Monoacylglycerol Lipase-like enzyme - Evagorou_2010_Eur.J.Protistol_46_289 |
| Author(s) : Evagorou A , Anagnostopoulos D , Farmaki E , Siafaka-Kapadai A |
| Ref : Eur J Protistol , 46 :289 , 2010 |
| Abstract : |
| PubMedSearch : Evagorou_2010_Eur.J.Protistol_46_289 |
| PubMedID: 20889319 |
| Title : The fatty-acid amide hydrolase inhibitor URB597 does not affect triacylglycerol hydrolysis in rat tissues - Clapper_2006_Pharmacol.Res_54_341 |
| Author(s) : Clapper JR , Duranti A , Tontini A , Mor M , Tarzia G , Piomelli D |
| Ref : Pharmacol Res , 54 :341 , 2006 |
| Abstract : |
| PubMedSearch : Clapper_2006_Pharmacol.Res_54_341 |
| PubMedID: 16935521 |
| Title : Pharmacological profile of the selective FAAH inhibitor KDS-4103 (URB597) - Piomelli_2006_CNS.Drug.Rev_12_21 |
| Author(s) : Piomelli D , Tarzia G , Duranti A , Tontini A , Mor M , Compton TR , Dasse O , Monaghan EP , Parrott JA , Putman D |
| Ref : CNS Drug Rev , 12 :21 , 2006 |
| Abstract : |
| PubMedSearch : Piomelli_2006_CNS.Drug.Rev_12_21 |
| PubMedID: 16834756 |