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Adenosine A2A Receptor Agonist I, CGS 21680, Hydrochloride

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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:
Molecular Weight:
499.52 (free base basis)

assay

≥96% (HPLC)

Quality Level

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

General description

A xanthin derivative that acts as a potent agonist of adenosine A2A receptors (Ki = 27 nM). Exhibits reduced affinity for A2B receptors (Ki = 67 nM), but offers greater selectivity over A1R (Ki = 290 nM) and A3R (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 A2A receptors (Ki = 27 nM). Exhibits reduced affinity for A2B receptors (Ki = 67 nM), but offers greater selectivity over A1R (Ki = 290 nM) and A3R (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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_c

Not applicable


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