URB602

General

Type : Biphenyl, Carbamate

Chemical_Nomenclature : cyclohexyl N-(3-phenylphenyl)carbamate

Canonical SMILES : C1CCC(CC1)OC(=O)NC2=CC=CC(=C2)C3=CC=CC=C3

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

Other name(s) : Cyclohexyl [1,1'-biphenyl]-3-ylcarbamate, 565460-15-3, Cyclohexyl biphenyl-3-ylcarbamate, CHEMBL77767


MW : 295.37

Formula : C19H21NO2

CAS_number :

PubChem : 10979337

UniChem : HHVUFQYJOSFTEH-UHFFFAOYSA-N

Wikipedia : URB602

Target

Families : URB602 ligand of proteins in family
Monoglyceridelipase_lysophospholip

Protein :
human-MGLL

References (24)

Title : Design, synthesis, molecular modelling and in vitro cytotoxicity analysis of novel carbamate derivatives as inhibitors of Monoacylglycerol lipase - Lauria_2018_Bioorg.Med.Chem_26_2561
Author(s) : Lauria S , Perrotta C , Casati S , Di Renzo I , Ottria R , Eberini I , Palazzolo L , Parravicini C , Ciuffreda P
Ref : Bioorganic & Medicinal Chemistry , 26 :2561 , 2018
PubMedID: 29678535

Title : Stress Promotes Drug Seeking Through Glucocorticoid-Dependent Endocannabinoid Mobilization in the Prelimbic Cortex - McReynolds_2018_Biol.Psychiatry_84_85
Author(s) : McReynolds JR , Doncheck EM , Li Y , Vranjkovic O , Graf EN , Ogasawara D , Cravatt BF , Baker DA , Liu QS , Hillard CJ , Mantsch JR
Ref : Biological Psychiatry , 84 :85 , 2018
PubMedID: 29100630

Title : Pharmacological inhibition of MAGL attenuates experimental colon carcinogenesis - Pagano_2017_Pharmacol.Res_119_227
Author(s) : Pagano E , Borrelli F , Orlando P , Romano B , Monti M , Morbidelli L , Aviello G , Imperatore R , Capasso R , Piscitelli F , Buono L , Di Marzo V , Izzo AA
Ref : Pharmacol Res , 119 :227 , 2017
PubMedID: 28193521

Title : Inhibition of monoacylglycerol lipase: Another signalling pathway for potential therapeutic targets in migraine? - Greco_2017_Cephalalgia__333102417727537
Author(s) : Greco R , Demartini C , Zanaboni AM , Berliocchi L , Piomelli D , Tassorelli C
Ref : Cephalalgia , :333102417727537 , 2017
PubMedID: 28816506

Title : 2-Arachidonoylglycerol endocannabinoid signaling coupled to metabotropic glutamate receptor type-5 modulates anxiety-like behavior in the rat ventromedial prefrontal cortex - Almeida-Santos_2017_J.Psychopharmacol__269881117704986
Author(s) : Almeida-Santos AF , Moreira FA , Guimaraes FS , Aguiar DC
Ref : J Psychopharmacol , :269881117704986 , 2017
PubMedID: 28440729

Title : Monoglyceride lipase: Structure and inhibitors - Scalvini_2016_Chem.Phys.Lipids_197_13
Author(s) : Scalvini L , Piomelli D , Mor M
Ref : Chemistry & Physic of Lipids , 197 :13 , 2016
PubMedID: 26216043

Title : Inhibition of Monoacylglycerol Lipase Activity Decreases Glucose-Stimulated Insulin Secretion in INS-1 (832\/13) Cells and Rat Islets - Berdan_2016_PLoS.One_11_e0149008
Author(s) : Berdan CA , Erion KA , Burritt NE , Corkey BE , Deeney JT
Ref : PLoS ONE , 11 :e0149008 , 2016
PubMedID: 26867016

Title : Monoacylglycerol lipase inhibitor protects primary cultured neurons against homocysteine-induced impairments in rat caudate nucleus through COX-2 signaling - Dong_2015_Life.Sci_138_64
Author(s) : Dong M , Lu Y , Zou Z , Yang H
Ref : Life Sciences , 138 :64 , 2015
PubMedID: 25818189

Title : Synthesis and characterization of a new fluorogenic substrate for monoacylglycerol lipase and application to inhibition studies - Lauria_2015_Anal.Bioanal.Chem_407_8163
Author(s) : Lauria S , Casati S , Ciuffreda P
Ref : Anal Bioanal Chem , 407 :8163 , 2015
PubMedID: 26329281

Title : Cytoplasmic fungal lipases release fungicides from ultra-deformable vesicular drug carriers - Steinberg_2012_PLoS.One_7_e38181
Author(s) : Steinberg G
Ref : PLoS ONE , 7 :e38181 , 2012
PubMedID: 22666476

Title : Pretreatment with the monoacylglycerol lipase inhibitor URB602 protects from the long-term consequences of neonatal hypoxic-ischemic brain injury in rats - Carloni_2012_Pediatr.Res_72_400
Author(s) : Carloni S , Alonso-Alconada D , Girelli S , Duranti A , Tontini A , Piomelli D , Hilario E , Alvarez A , Balduini W
Ref : Pediatr Res , 72 :400 , 2012
PubMedID: 22821058

Title : Characterization of the effects of reuptake and hydrolysis inhibition on interstitial endocannabinoid levels in the brain: an in vivo microdialysis study - Wiskerke_2012_ACS.Chem.Neurosci_3_407
Author(s) : Wiskerke J , Irimia C , Cravatt BF , De Vries TJ , Schoffelmeer AN , Pattij T , Parsons LH
Ref : ACS Chem Neurosci , 3 :407 , 2012
PubMedID: 22860210

Title : Endocannabinoid 2-arachidonoylglycerol protects neurons against beta-amyloid insults - Chen_2011_Neurosci_178_159
Author(s) : Chen X , Zhang J , Chen C
Ref : Neuroscience , 178 :159 , 2011
PubMedID: 21256197

Title : Peripheral antinociceptive effects of inhibitors of monoacylglycerol lipase in a rat model of inflammatory pain - Guindon_2011_Br.J.Pharmacol_163_1464
Author(s) : Guindon J , Guijarro A , Piomelli D , Hohmann AG
Ref : British Journal of Pharmacology , 163 :1464 , 2011
PubMedID: 21198549

Title : The design, synthesis and biological evaluation of novel URB602 analogues as potential monoacylglycerol lipase inhibitors - Szabo_2011_Bioorg.Med.Chem.Lett_21_6782
Author(s) : Szabo M , Agostino M , Malone DT , Yuriev E , Capuano B
Ref : Bioorganic & Medicinal Chemistry Lett , 21 :6782 , 2011
PubMedID: 21982493

Title : Behavioral sequelae following acute diisopropylfluorophosphate intoxication in rats: comparative effects of atropine and cannabinomimetics - Wright_2010_Neurotoxicol.Teratol_32_329
Author(s) : Wright LK , Liu J , Nallapaneni A , Pope CN
Ref : Neurotoxicology & Teratology , 32 :329 , 2010
PubMedID: 20034559

Title : Pharmacological enhancement of endocannabinoid signaling reduces the cholinergic toxicity of diisopropylfluorophosphate - Nallapaneni_2008_Neurotoxicol_29_1037
Author(s) : Nallapaneni A , Liu J , Karanth S , Pope C
Ref : Neurotoxicology , 29 :1037 , 2008
PubMedID: 18765251

Title : Distribution and function of monoacylglycerol lipase in the gastrointestinal tract - Duncan_2008_Am.J.Physiol.Gastrointest.Liver.Physiol_295_G1255
Author(s) : Duncan M , Thomas AD , Cluny NL , Patel A , Patel KD , Lutz B , Piomelli D , Alexander SP , Sharkey KA
Ref : American Journal of Physiology Gastrointest Liver Physiol , 295 :G1255 , 2008
PubMedID: 18948437

Title : A fluorescence-based assay for monoacylglycerol lipase compatible with inhibitor screening - Wang_2008_Assay.Drug.Dev.Technol_6_387
Author(s) : Wang Y , Chanda P , Jones PG , Kennedy JD
Ref : Assay Drug Dev Technol , 6 :387 , 2008
PubMedID: 18452392

Title : Identification of a novel endocannabinoid-hydrolyzing enzyme expressed by microglial cells - Muccioli_2007_J.Neurosci_27_2883
Author(s) : Muccioli GG , Xu C , Odah E , Cudaback E , Cisneros JA , Lambert DM , Lopez Rodriguez ML , Bajjalieh S , Stella N
Ref : Journal of Neuroscience , 27 :2883 , 2007
PubMedID: 17360910

Title : URB602 inhibits monoacylglycerol lipase and selectively blocks 2-arachidonoylglycerol degradation in intact brain slices - King_2007_Chem.Biol_14_1357
Author(s) : King AR , Duranti A , Tontini A , Rivara S , Rosengarth A , Clapper JR , Astarita G , Geaga JA , Luecke H , Mor M , Tarzia G , Piomelli D
Ref : Chemical Biology , 14 :1357 , 2007
PubMedID: 18096504

Title : Inhibitors of monoacylglycerol lipase as novel analgesics - Hohmann_2007_Br.J.Pharmacol_150_673
Author(s) : Hohmann AG
Ref : British Journal of Pharmacology , 150 :673 , 2007
PubMedID: 17293886

Title : The inhibition of monoacylglycerol lipase by URB602 showed an anti-inflammatory and anti-nociceptive effect in a murine model of acute inflammation - Comelli_2007_Br.J.Pharmacol_152_787
Author(s) : Comelli F , Giagnoni G , Bettoni I , Colleoni M , Costa B
Ref : British Journal of Pharmacology , 152 :787 , 2007
PubMedID: 17700715

Title : Lack of selectivity of URB602 for 2-oleoylglycerol compared to anandamide hydrolysis in vitro - Vandevoorde_2007_Br.J.Pharmacol_150_186
Author(s) : Vandevoorde S , Jonsson KO , Labar G , Persson E , Lambert DM , Fowler CJ
Ref : British Journal of Pharmacology , 150 :186 , 2007
PubMedID: 17143303