Urb 754
Basic information
- CAS
86672-58-4- Standard SMILES
Cc1ccc(Nc2nc3ccc(C)cc3c(=O)o2)cc1- InChIKey
GFWNGVKCDGYFKG-UHFFFAOYSA-N- Molecular formula
- C16H14N2O2
- Average molar mass
- 266.29 g/mol
- Monoisotopic mass
- 266.10552769
Overview
structure in first source
Names & identifiers
- Preferred name
- Urb 754
- IUPAC
- 6-methyl-2-(4-methylanilino)-3,1-benzoxazin-4-one
- English name
- URB754
- Molecular formula
- C16H14N2O2
- Molecular weight
- 266.3
Names & synonyms
86672-58-4URB754URB-754URB 7547672NBP7ZFRefChem:9011956-Methyl-2-(p-tolylamino)-4H-benzo[d][1,3]oxazin-4-one6-Methyl-2-(p-tolylamino)-4H-3,1-benzoxazin-4-one6-Methyl-2-[(4-methylphenyl)amino]-4H-3,1-benzoxazin-4-one6-methyl-2-(4-methylanilino)-3,1-benzoxazin-4-oneMFCD032725086-methyl-2-((4-methylphenyl)amino)-4h-3,1-benzoxazin-4-one
Show more names
CS-1952URB754, >=98%URB754,URB-754URB754, Monoacylglycerol lipase inhibitor6-Methyl-2-(p-tolylMino)-4H-benzo[d][1,3]oxazin-4-one6-Methyl-2-(p-tolylamino)-4H-3,1-benzoxazin-4-one >6-Methyl-2-(p-tolylaMino)-4H-benzo[d][1,3]oxazin-4-one
UNII-7672NBP7ZF6-Methyl-2-p-tolylaminobenzo(d)(1,3)oxazin-4-oneorb1692944SCHEMBL15641096DTXSID103572396-Methyl-2-[(4-methylphenyl)amino]-4H-3,1-benzoxazine-4-oneAKOS015909928FU28642
Database identifiers
- CAS
86672-58-4- PubChem CID
- 848487
- DTXSID
DTXSID10357239- UNII
- 7672NBP7ZF
- EC Number
- 808-168-4
- Nikkaji
- J2.229.173D
Properties
Computed structural properties
- XLogP
- 3.4
- Topological polar surface area
- 50.7 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 2
- Heavy atoms
- 20
- Formal charge
- 0
- Complexity
- 399
Experimental & physicochemical properties
DrugsPharmaceuticals -> Synthetic Cannabinoids or Psychoactive Compounds
Physicochemical properties
- Melting point
- 238 · 238-240°C
- Boiling point
- 434 · 434.0±48.0 °C(Predicted)
- Density
- 1.23 · 1.23±0.1 g/cm3(Predicted)
- storage temp.
- Refrigerator
- solubility
- DMSO (Slightly), Methanol (Slightly, Heated)
- pka
- 3.76 · 3.76±0.20(Predicted)
- form
- Off-white solid.
- color
- White to Off-White
- FDA UNII
- 7672 NBP7ZF · 7672NBP7ZF
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 315 · H315-H319
- Precautionary statements
- 264 · P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362
- HS Code
- 2934.99 · 2934.99.4400
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, and P362+P364 (click each P-code to see the statement)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Safety data
- hs_code
- 2934.99.4400
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H315-H319
- Precautionary statements
- P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362
Chemistry & industry
Applications
DescriptionURB754 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.
UsesURB754 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.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…