CP-532,903

CP-532,903

IUPAC name (2S,3S,4R,5R)-3-amino-5-[6-(2,5-dichlorobenzylamino)purin-9-yl]-4-hydroxytetrahydrofuran-2-carboxylic acid methylamide
Other names CP-532,903
Identifiers
CAS number	457612-59-8^Y
PubChem	10479002
ChemSpider	8654410^Y
Jmol-3D images	Image 1 Image 2
SMILES Clc3ccc(Cl)cc3CNc(c1nc4)ncnc1n4C(C(O)C2N)OC2C(=O)NC Clc1cc(c(Cl)cc1)CNc4ncnc2c4ncn2[C@@H]3O[C@H](C(=O)NC)[C@@H](N)[C@H]3O
InChI InChI=1S/C18H19Cl2N7O3/c1-22-17(29)14-11(21)13(28)18(30-14)27-7-26-12-15(24-6-25-16(12)27)23-5-8-4-9(19)2-3-10(8)20/h2-4,6-7,11,13-14,18,28H,5,21H2,1H3,(H,22,29)(H,23,24,25)/t11-,13+,14-,18+/m0/s1^Y Key: WFRYPIJMCFQCGT-MHMFGPJMSA-N^Y InChI=1/C18H19Cl2N7O3/c1-22-17(29)14-11(21)13(28)18(30-14)27-7-26-12-15(24-6-25-16(12)27)23-5-8-4-9(19)2-3-10(8)20/h2-4,6-7,11,13-14,18,28H,5,21H2,1H3,(H,22,29)(H,23,24,25)/t11-,13+,14-,18+/m0/s1 Key: WFRYPIJMCFQCGT-MHMFGPJMBE
Properties
Molecular formula	C₁₈H₁₉Cl₂N₇O₃
Molar mass	452.294
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

CP-532,903 is a selective adenosine A₃ subtype receptor agonist. It has antiinflammatory effects and has been shown to reduce superoxide generation in damaged tissues,^[1] and protects against tissue damage following myocardial ischemia,^[2] mediated via an interaction with ATP-sensitive potassium channels.^[3]

References

^ van der Hoeven D, Wan TC, Auchampach JA. Activation of the A(3) adenosine receptor suppresses superoxide production and chemotaxis of mouse bone marrow neutrophils. Molecular Pharmacology. 2008 Sep;74(3):685-96. PMID 18583455
^ Tracey WR, Magee WP, Oleynek JJ, Hill RJ, Smith AH, Flynn DM, Knight DR. Novel N6-substituted adenosine 5'-N-methyluronamides with high selectivity for human adenosine A3 receptors reduce ischemic myocardial injury. American Journal of Physiology. Heart and Circulatory Physiology. 2003 Dec;285(6):H2780-7. PMID 12919933
^ Wan TC, Ge ZD, Tampo A, Mio Y, Bienengraeber MW, Tracey WR, Gross GJ, Kwok WM, Auchampach JA. The A3 adenosine receptor agonist CP-532,903 [N6-(2,5-dichlorobenzyl)-3'-aminoadenosine-5'-N-methylcarboxamide] protects against myocardial ischemia/reperfusion injury via the sarcolemmal ATP-sensitive potassium channel. Journal of Pharmacology and Experimental Therapeutics. 2008 Jan;324(1):234-43. doi:10.1124/jpet.107.127480 PMID 17906066

Agonists	2-(1-Hexynyl)-N-methyladenosine 2-Cl-IB-MECA 2'-MeCCPA 5'-N-ethylcarboxamidoadenosine ATL-146e BAY 60–6583 CCPA CGS-21680 CP-532,903 GR 79236 LUF-5835 LUF-5845 N⁶-Cyclopentyladenosine Regadenoson SDZ WAG 994 UK-432,097

Antagonists	8-Phenyl-1,3-dipropylxanthine Acefylline Aminophylline Bamifylline Caffeine CGS-15943 8-Chlorotheophylline CPX CVT-6883 Dimethazan DPCPX Fenethylline Istradefylline KF-26777 MRE3008F20 MRS-1220 MRS-1334 MRS-1706 MRS-1754 MRS-3777 Paraxanthine Pentoxifylline Preladenant Propentofylline PSB-10 PSB-11 PSB 36 PSB-603 PSB-788 PSB-1115 Rolofylline SCH-442,416 SCH-58261 Theobromine Theophylline VUF-5574 ZM-241,385

ENT inhibitors	Dilazep Dipyridamole Hexobendine Pentoxifylline Propentofylline Barbituates Ethanol Benzodiazepines

VNT inhibitors

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