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

IUPHAR :

Wikipedia :

Target

Families : URB597 ligand of proteins in family: Monoglyceridelipase_lysophospholip

Stucture :

Protein : human-MGLL

References (9)

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 : Alteba_2020_Eur.Neuropsychopharmacol_39_70
ESTHER : Alteba_2020_Eur.Neuropsychopharmacol_39_70
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 : Harasim-Symbor_2018_Chem.Phys.Lipids_218_141
ESTHER : Harasim-Symbor_2018_Chem.Phys.Lipids_218_141
PubMedSearch : Harasim-Symbor_2018_Chem.Phys.Lipids_218_141
PubMedID: 30578756

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 : Su_2017_Naunyn.Schmiedebergs.Arch.Pharmacol_390_1189
ESTHER : Su_2017_Naunyn.Schmiedebergs.Arch.Pharmacol_390_1189
PubMedSearch : Su_2017_Naunyn.Schmiedebergs.Arch.Pharmacol_390_1189
PubMedID: 28825114

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 : O'Hearn_2017_Ann.Palliat.Med_6_S209
ESTHER : O'Hearn_2017_Ann.Palliat.Med_6_S209
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 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 : Su_2016_Behav.Brain.Res_313_334
ESTHER : Su_2016_Behav.Brain.Res_313_334
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 : Crow_2012_Biochem.Pharmacol_84_1215
ESTHER : Crow_2012_Biochem.Pharmacol_84_1215
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 : Evagorou_2010_Eur.J.Protistol_46_289
ESTHER : Evagorou_2010_Eur.J.Protistol_46_289
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 : Clapper_2006_Pharmacol.Res_54_341
ESTHER : Clapper_2006_Pharmacol.Res_54_341
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 : Piomelli_2006_CNS.Drug.Rev_12_21
ESTHER : Piomelli_2006_CNS.Drug.Rev_12_21
PubMedSearch : Piomelli_2006_CNS.Drug.Rev_12_21
PubMedID: 16834756