86672-58-4

Basic information

• Product Name: URB754
• Synonyms: URB754;6-Methyl-2-[(4-methylphenyl)amino]-4H-3,1-benzoxazine-4-one;6-Methyl-2-[(4-methylphenyl)amino]-4H-3,1-benzoxazin-4-one;6-Methyl-2-(p-tolylMino)-4H-benzo[d][1,3]oxazin-4-one;6-Methyl-2-(p-tolylaMino)-1H-benzo[d][1,3]oxazin-4(2H)-one;6-Methyl-2-(p-tolylaMino)-4H-benzo[d][1,3]oxazin-4-one;6-Methyl-2-(p-tolylamino)-4H-3,1-benzoxazin-4-one;URB754, >=98%
• CAS NO: 86672-58-4
• Molecular Formula: C₁₆H₁₄N₂O₂
• Molecular Weight: 266.29
• Product Categories: All Inhibitors;Inhibitors;Aromatics;Heterocycles;Research Chemical;Chemical for Research;URB754 is a potent, noncompetitive inhibitor of MGL.
• Mol File: 86672-58-4.mol
• Article Data: 1

Chemical Properties

• Melting Point: 238-240°C
• Boiling Point: 434 °C at 760 mmHg
• Flash Point: 216.3 °C
• Appearance: off-white solid
• Density: 1.23 g/cm³
• Vapor Pressure: 9.8E-08mmHg at 25°C
• Refractive Index: 1.627
• Storage Temp.: Refrigerator
• Solubility: DMSO (Slightly), Methanol (Slightly, Heated)
• PKA: 3.76±0.20(Predicted)
• CAS DataBase Reference: URB754(CAS DataBase Reference)
• NIST Chemistry Reference: URB754(86672-58-4)
• EPA Substance Registry System: URB754(86672-58-4)

Safety Data

• Hazardous Substances Data: 86672-58-4(Hazardous Substances Data)

Usage

Description

URB754 is a potent and noncompetitive inhibitor of monoacylglycerol lipase (MAGL), exhibiting an IC50 value of 200 nM for the recombinant rat brain enzyme. However, it does not inhibit human recombinant, rat brain, or mouse brain MAGL at concentrations up to 100 μM. There is evidence that the MAGL inhibitory activity of URB754 may be attributed to the impurity bis(methylthio)mercurane (IC50 = 11.9 nM for rat recombinant MAGL) that is found in commercial preparations. URB754 inhibits rat brain fatty acyl amide hydrolase (FAAH) with an IC50 value of 32 μM and binds weakly to the rat central cannabinoid (CB1) receptor with an IC50 value of 3.8 μM. It does not inhibit COX-1 or COX-2 at concentrations up to 100 μM. Inhibition of MAGL hydrolysis of 2-arachidonoyl glycerol (2-AG) is associated with enhanced stress-induced analgesia and may represent a novel drug target in pain and stress management.

Chemical Properties

Off-White Solid

Uses

Different sources of media describe the Uses of 86672-58-4 differently. You can refer to the following data:
1. URB754 is a potent, noncompetitive inhibitor of MGL, exhibiting an IC50 of 200 nM for the recombinant rat brain enzyme. It inhibits rat brain fatty acyl amide hydrolase (FAAH) less effectively with an IC50 of 32 and binds weakly to the rat CB1 r
2. URB754 is a potent, noncompetitive inhibitor of MGL, exhibiting an IC50 of 200 nM for the recombinant rat brain enzyme. It inhibits rat brain fatty acyl amide hydrolase (FAAH) less effectively with an IC50 of 32 μM and binds weakly to the rat CB1 receptor with an IC50 of 3.8 μM. It does not inhibit cyclooxygenase-1 (COX-1) or COX-2 at concentrations up to 100 μM. Inhibition of 2-AG hydrolysis is associated with enhanced stress-induced analgesia and may represent a novel drug target in pain and stress management.

InChI:InChI=1/C16H14N2O2/c1-10-3-6-12(7-4-10)17-16-18-14-8-5-11(2)9-13(14)15(19)20-16/h3-9H,1-2H3,(H,17,18)

Upstream product

• 13037-22-4 methyl (N-(4-methylphenyl))dithiocarbamate 
• 86672-61-9 Potassium; 2-amino-5-methyl-benzoate 

Relevant articles and documents

Synthesis of 3-Aryl-2,4-dioxo-1,2,3,4-tetrahydroquinazolines and 2-Arylamino-4-oxo-4H-3,1-benzoxazines from Methyl N-Aryldithiocarbamates

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