G8173

GW833972A

≥98% (HPLC), powder

• Synonym(s): 2-[(3-chlorophenyl)amino]-N-(4-pyridinylmethyl)-4-(trifluoromethyl)-5-Pyrimidinecarboxamide hydrochloride
• Empirical Formula (Hill Notation): C₁₈H₁₃ClF₃N₅O · HCl
• CAS Number: 1092502-33-4
• Molecular Weight: 444.24
• MDL number: MFCD18452844
• UNSPSC Code: 12352200
• PubChem Substance ID: 329799976
• NACRES: NA.77

Properties

• Assay: ≥98% (HPLC)
• form: powder
• drug control: regulated under CDSA - not available from Sigma-Aldrich Canada
• storage condition: desiccated
• color: off-white to light brown
• solubility: DMSO: ≥20 mg/mL
• storage temp.: 2-8°C
• SMILES string: Cl.FC(F)(F)c1nc(Nc2cccc(Cl)c2)ncc1C(=O)NCc3ccncc3
• InChI: 1S/C18H13ClF3N5O.ClH/c19-12-2-1-3-13(8-12)26-17-25-10-14(15(27-17)18(20,21)22)16(28)24-9-11-4-6-23-7-5-11;/h1-8,10H,9H2,(H,24,28)(H,25,26,27);1H
• InChI key: UBHSVFAUAKIVKL-UHFFFAOYSA-N

Description

Application

GW833972A, a selective CB2 cannabinoid receptor agonist, may be used separately or in comparison to other cannabinoid receptor agonist and antagonists to differentiate and characterize the CB2 cannabinoid receptor. GW833972A may be used to help verify that an observed physiological response is cannabinoid receptor CB2-dependent.

Biochem/physiol Actions

GW833972A is a CB2 cannabinoid receptor agonist with 1000-fold selectivity relative to CB1. It is, however, 15-fold less potent than HU210 for CB2 (Ki 7.8 vs. 0.52 nM). The antitumor compound oxaliplatin induces marked hypersensitivity to cold, heat, and chemical pain stimuli (to the point where oxaliplatin therapy has to be discontinued). The hyperalgesia effect is almost completely blocked by pretreatment with GW833972A.

The compound was used to determine the role of CB2 in airway sensory nerve function.

Safety Information

• Pictograms: GHS06
• Signal Word: Danger
• Hazard Statements: H301,H315,H319,H335,H413
• Precautionary Statements: P273 - P301 + P310 + P330 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 3 Oral - Aquatic Chronic 4 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable