CP-532,903

Last updated
CP-532,903
CP-532,903.svg
Names
IUPAC name
6-{[(2,5-Dichlorophenyl)methyl]amino}-9H-purin-9-yl 3-amino-3-deoxy-N-methyl-β-D-ribofuranosiduronamide
Systematic IUPAC name
(2S,3S,4R,5R)-3-Amino-5-(6-{[(2,5-dichlorophenyl)methyl]amino}-9H-purin-9-yl)-4-hydroxy-N5-methyloxolane-2-carboxamide
Other names
CP-532,903
Identifiers
3D model (JSmol)
ChemSpider
PubChem CID
UNII
  • 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 Yes check.svgY
    Key: WFRYPIJMCFQCGT-MHMFGPJMSA-N Yes check.svgY
  • 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
  • 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
Properties
C18H19Cl2N7O3
Molar mass 452.30 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Yes check.svgY  verify  (what is  Yes check.svgYX mark.svgN ?)

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

  1. ↑ Van Der Hoeven, D.; Wan, T. C.; Auchampach, J. A. (2008). "Activation of the A(3) adenosine receptor suppresses superoxide production and chemotaxis of mouse bone marrow neutrophils". Molecular Pharmacology. 74 (3): 685–696. doi:10.1124/mol.108.048066. PMC   2574951 . PMID   18583455.
  2. ↑ Tracey, W. R.; Magee, W. P.; Oleynek, J. J.; Hill, R. J.; Smith, A. H.; Flynn, D. M.; Knight, D. R. (2003). "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. 285 (6): H2780-7. doi:10.1152/ajpheart.00411.2003. PMID   12919933.
  3. ↑ Wan, Tina C.; Ge, Zhi-Dong; Tampo, Akihito; Mio, Yasushi; Bienengraeber, Martin W.; Tracey, W. Ross; Gross, Garrett J.; Kwok, Wai-Meng; Auchampach, John A. (2008). "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. 324 (1): 234–243. doi:10.1124/jpet.107.127480. PMC   2435594 . PMID   17906066.
This page is based on this Wikipedia article
Text is available under the CC BY-SA 4.0 license; additional terms may apply.
Images, videos and audio are available under their respective licenses.