119137

Adenosine A2A Receptor Agonist I, CGS 21680, Hydrochloride

• Synonym(s): Adenosine A2A Receptor Agonist I, CGS 21680, Hydrochloride, CGS-21680, CGS21680, 3-(4-(2-((6-amino-9-((2R,3R,4S,5S)-5-(ethylcarbamoyl)-3,4-dihydroxytetrahydrofuran-2-yl)-9H-purin-2-yl)amino)ethyl)phenyl)propanoic acid
• Empirical Formula (Hill Notation): C₂₃H₂₉N₇O₆ · xHCl
• CAS Number: 124182-57-6
• Molecular Weight: 499.52 (free base basis)
• UNSPSC Code: 12352200

Properties

• Assay: ≥96% (HPLC)
• Quality Level: 100
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; protect from light
• color: white
• solubility: DMSO: 100 mM
• shipped in: ambient
• storage temp.: −20°C
• InChI: 1S/C23H29N7O6/c1-2-25-21(35)18-16(33)17(34)22(36-18)30-11-27-15-19(24)28-23(29-20(15)30)26-10-9-13-5-3-12(4-6-13)7-8-14(31)32/h3-6,11,16-18,22,33-34H,2,7-10H2,1H3,(H,25,35)(H,31,32)(H3,24,26,28,29)/t16-,17+,18-,22?/m0/s1
• InChI key: PAOANWZGLPPROA-OFRRTHGGSA-N

Description

General description

A xanthin derivative that acts as a potent agonist of adenosine A_2A receptors (K_i = 27 nM). Exhibits reduced affinity for A_2B receptors (K_i = 67 nM), but offers greater selectivity over A_1R (K_i = 290 nM) and A_3R (88.8 µM). Exerts an anti-inflammatory effect during chronic inflammation and ameliorates the tissue damage associated with collagen-induced arthritis. Also shown to reduce CCR7 Protein Expression in THP1 macrophages. Shown to delay the progressive deterioration of motor performance and prevent a reduction in brain weight in murine model of Huntington′s disease.

A xanthin derivative that acts as a potent agonist of adenosine A_2A receptors (K_i = 27 nM). Exhibits reduced affinity for A_2B receptors (K_i = 67 nM), but offers greater selectivity over A_1R (K_i = 290 nM) and A_3R (88.8 µM). Exerts an anti-inflammatory effect during chronic inflammation and ameliorates the tissue damage associated with collagen-induced arthritis. Also shown to reduce CCR7 Protein Expression in THP1 macrophages. Shown to delay the progressive deterioration of motor performance and prevent a reduction in brain weight in murine model of Huntington′s disease. Please note that the molecular weight for this compound is batch-specific due to variable water content. Please refer to the vial label or the certificate of analysis for the batch-specific molecular weight. The molecular weight provided represents the baseline molecular weight without water.

Packaging

Packaged under inert gas

Warning

Toxicity: Standard Handling (A)

Physical form

Supplied as a hydrochloride salt.

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Willians, A. J., et al. 2012. Inflammation.35, 614.
Mazzon, E. et al. 2011. J Rheumatol.38, 2119,
Martire, A., et al. 2007. Neurosci Lett.417, 78.
Chou, S. Y., et al, 2005. Journ Neurochem.93, 310.
Klotz, K. N., et al. 2000. Naunyn Schmiedebergs Arch Pharmacol.362 382.
Phillis, J. W., et al. 1990.Brain Res.509, 328.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 2
• Flash Point(C): Not applicable