CAS 666260-75-9|GW842166X

Introduction:Basic information about CAS 666260-75-9|GW842166X, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameGW842166X
CAS Number666260-75-9Molecular Weight449.254
Density1.4±0.1 g/cm3Boiling Point/
Molecular FormulaC18H17Cl2F3N4O2Melting Point/
MSDS/Flash Point/

Names

Name2-(2,4-dichloroanilino)-N-(oxan-4-ylmethyl)-4-(trifluoromethyl)pyrimidine-5-carboxamide
SynonymMore Synonyms

GW842166X BiologicalActivity

DescriptionGW842166X is a potent and selective cannabinoid receptor 2 (CB2) agonist with IC50 values of 63 and 91 nM for human and rat CB2, respectively.
Related CatalogSignaling Pathways >>GPCR/G Protein >>Cannabinoid ReceptorResearch Areas >>Inflammation/ImmunologyResearch Areas >>Neurological Disease
Target

IC50: 63 nM (human CB2), 91 nM (rat CB2)[1]

In VitroGW842166X shows similar potency and efficacy for rat and human recombinant CB2 receptors. It has no significant agonist activity at concentrations up to 30 µM in human and rat CB1 recombinant assays[1].
In VivoGW842166X has an oral ED50 of 0.1 mg/kg in the rat FCA model of inflammatory pain and shows full reversal of hyperalgesia at 0.3 mg/kg. The blood concentrations of GW842166X in experiments are 30 nM (0.03 mg/kg), 130 nM (0.1 mg/kg), and 370 nM (0.3 mg/ kg) 1 h after dosing. After dosing for 4 days in the FCA model, no statistical difference in antihyperalgesic response is observed on day 4 relative to day 1, indicating that tolerance does not occur[1].
References

[1]. Giblin GM, et al. Discovery of 2-[(2,4-dichlorophenyl)amino]-N-[(tetrahydro- 2H-pyran-4-yl)methyl]-4-(trifluoromethyl)- 5-pyrimidinecarboxamide, a selective CB2 receptor agonist for the treatment of inflammatory pain. J Med Chem. 2007 May 31;50(11):2597-600.

Chemical & Physical Properties

Density1.4±0.1 g/cm3
Molecular FormulaC18H17Cl2F3N4O2
Molecular Weight449.254
Exact Mass448.068054
PSA79.63000
LogP3.48
Index of Refraction1.571
InChIKeyTWQYWUXBZHPIIV-UHFFFAOYSA-N
SMILESO=C(NCC1CCOCC1)c1cnc(Nc2ccc(Cl)cc2Cl)nc1C(F)(F)F
Storage condition-20°C

Synonyms

cc-723
UNII-VL1I6P2DZ8
2-[(2,4-Dichlorophenyl)amino]-N-(tetrahydro-2H-pyran-4-ylmethyl)-4-(trifluoromethyl)-5-pyrimidinecarboxamide
2-((2,4-dichlorphenyl)amino)-N-((tetrahydro-2H-pyran-4-yl)methyl)-4-(trifluoromethyl)-5-pyrimidinecarboxamide
5-Pyrimidinecarboxamide, 2-[(2,4-dichlorophenyl)amino]-N-[(tetrahydro-2H-pyran-4-yl)methyl]-4-(trifluoromethyl)-
GW-842,166X
GW842166X
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