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565460-15-3,MFCD08457914
Catalog No.:AA003P28

565460-15-3 | Urb602

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5mg
≥98%
in stock  
$52.00   $36.00
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10mg
≥98%
in stock  
$95.00   $66.00
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50mg
≥98%
in stock  
$392.00   $274.00
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100mg
≥98%
in stock  
$682.00   $477.00
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA003P28
Chemical Name:
Urb602
CAS Number:
565460-15-3
Molecular Formula:
C19H21NO2
Molecular Weight:
295.3755
MDL Number:
MFCD08457914
SMILES:
O=C(Nc1cccc(c1)c1ccccc1)OC1CCCCC1
Properties
Properties
 
BP:
416.611°C at 760 mmHg  
Form:
Solid  
MP:
122-123 °C  
Solubility:
DMSO: >10mg/mL  
Storage:
Keep in dry area;2-8℃;  

Computed Properties
 
Complexity:
345  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
22  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
4  
XLogP3:
4.9  

Literature

Title: Pretreatment with the monoacylglycerol lipase inhibitor URB602 protects from the long-term consequences of neonatal hypoxic-ischemic brain injury in rats.

Journal: Pediatric research 20121001

Title: Expression and function of monoacylglycerol lipase in mouse β-cells and human islets of Langerhans.

Journal: Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology 20120101

Title: The design, synthesis and biological evaluation of novel URB602 analogues as potential monoacylglycerol lipase inhibitors.

Journal: Bioorganic & medicinal chemistry letters 20111115

Title: Activation of orexin 1 receptors in the periaqueductal gray of male rats leads to antinociception via retrograde endocannabinoid (2-arachidonoylglycerol)-induced disinhibition.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20111012

Title: Peripheral antinociceptive effects of inhibitors of monoacylglycerol lipase in a rat model of inflammatory pain.

Journal: British journal of pharmacology 20110801

Title: Inhibition of COX-2 expression by endocannabinoid 2-arachidonoylglycerol is mediated via PPAR-γ.

Journal: British journal of pharmacology 20110801

Title: Modulation of anticonvulsant effects of cannabinoid compounds by GABA-A receptor agonist in acute pentylenetetrazole model of seizure in rat.

Journal: Neurochemical research 20110801

Title: Memory encoding in hippocampal ensembles is negatively influenced by cannabinoid CB1 receptors.

Journal: Behavioural pharmacology 20110801

Title: Endocannabinoid 2-arachidonoylglycerol protects neurons against β-amyloid insults.

Journal: Neuroscience 20110331

Title: Behavioral sequelae following acute diisopropylfluorophosphate intoxication in rats: comparative effects of atropine and cannabinomimetics.

Journal: Neurotoxicology and teratology 20100101

Title: Synthesis and in vitro evaluation of N-substituted maleimide derivatives as selective monoglyceride lipase inhibitors.

Journal: Journal of medicinal chemistry 20091210

Title: Monoacylglycerol lipase limits the duration of endocannabinoid-mediated depolarization-induced suppression of excitation in autaptic hippocampal neurons.

Journal: Molecular pharmacology 20091201

Title: Bis(dialkylaminethiocarbonyl)disulfides as potent and selective monoglyceride lipase inhibitors.

Journal: Journal of medicinal chemistry 20091126

Title: Enhancement of the hypotensive effects of intrathecally injected endocannabinoids by the entourage compound palmitoylethanolamide.

Journal: European journal of pharmacology 20090521

Title: Selective blockade of 2-arachidonoylglycerol hydrolysis produces cannabinoid behavioral effects.

Journal: Nature chemical biology 20090101

Title: Distribution and function of monoacylglycerol lipase in the gastrointestinal tract.

Journal: American journal of physiology. Gastrointestinal and liver physiology 20081201

Title: Does the hydrolysis of 2-arachidonoylglycerol regulate its cellular uptake?

Journal: Pharmacological research 20080701

Title: Prostaglandin E2 glycerol ester, an endogenous COX-2 metabolite of 2-arachidonoylglycerol, induces hyperalgesia and modulates NFkappaB activity.

Journal: British journal of pharmacology 20080401

Title: Microglia produce and hydrolyze palmitoylethanolamide.

Journal: Neuropharmacology 20080101

Title: Fatty pain cures.

Journal: Chemistry & biology 20071201

Title: URB602 inhibits monoacylglycerol lipase and selectively blocks 2-arachidonoylglycerol degradation in intact brain slices.

Journal: Chemistry & biology 20071201

Title: The inhibition of monoacylglycerol lipase by URB602 showed an anti-inflammatory and anti-nociceptive effect in a murine model of acute inflammation.

Journal: British journal of pharmacology 20071101

Title: The antinociceptive effects of intraplantar injections of 2-arachidonoyl glycerol are mediated by cannabinoid CB2 receptors.

Journal: British journal of pharmacology 20070301

Title: Inhibitors of monoacylglycerol lipase as novel analgesics.

Journal: British journal of pharmacology 20070301

Title: Lack of selectivity of URB602 for 2-oleoylglycerol compared to anandamide hydrolysis in vitro.

Journal: British journal of pharmacology 20070101

Title: URB754 has no effect on the hydrolysis or signaling capacity of 2-AG in the rat brain.

Journal: Chemistry & biology 20060801

Title: Role of the basolateral nucleus of the amygdala in endocannabinoid-mediated stress-induced analgesia.

Journal: Neuroscience letters 20060424

Title: An endocannabinoid mechanism for stress-induced analgesia.

Journal: Nature 20050623

Title: Design, synthesis, and structure-activity relationships of alkylcarbamic acid aryl esters, a new class of fatty acid amide hydrolase inhibitors.

Journal: Journal of medicinal chemistry 20030605

Title: Hohmann AG, et al. An endocannabinoid mechanism for stress-induced analgesia. Nature. 2005 Jun 23;435(7045):1108-12.

Title: King AR, et al. URB602 inhibits monoacylglycerol lipase and selectively blocks 2-arachidonoylglycerol degradation in intact brain slices. Chem Biol. 2007 Dec;14(12):1357-65.

Title: Duncan M, et al. Distribution and function of monoacylglycerol lipase in the gastrointestinal tract. Am J Physiol Gastrointest Liver Physiol. 2008 Dec;295(6):G1255-65.

Title: Guindon J, et al. Peripheral antinociceptive effects of inhibitors of monoacylglycerol lipase in a rat model of inflammatory pain. Br J Pharmacol. 2011 Aug;163(7):1464-78.

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