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Chemical Compound Review

SureCN12200134     (3R,4S,5R)-2-[6- (cyclopentylamino)purin-9...

Synonyms: CHEBI:239526, AR-1K6724, AC1L2XT2, AC1Q4Y21, 41552-82-3, ...
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Disease relevance of N6-Cyclopentyladenosine


Psychiatry related information on N6-Cyclopentyladenosine

  • Adenosine receptor agonists, including the selective A1 receptor agonist, N6-cyclopentyladenosine (CPA) and the A2A agonist, 2-[(2-aminoethylamino)carbonylethyl-phenylethylamino]- 5'-ethylcarboxa midoadenosine (APEC), reduced spontaneous motor activity in a dose-dependent manner [6].

High impact information on N6-Cyclopentyladenosine


Chemical compound and disease context of N6-Cyclopentyladenosine


Biological context of N6-Cyclopentyladenosine

  • Inasmuch as an A1-selective agonist N6-cyclopentyladenosine was less active, and the action of the A2-selective agonist CPCA was enhanced by an A2-receptor antagonist, we hypothesize that neither A1 or A2 receptors are involved in adenosine restoration of hrTNF-inhibited chemotaxis [16].
  • 5'(N-ethyl)carboxamidoadenosine (NECA), the most potent A2 receptor agonist, inhibited Fc gamma R-mediated phagocytosis and O2- generation, whereas N6-cyclopentyladenosine (CPA), a highly selective A1 receptor agonist, enhanced these functions [17].
  • N6-Cyclopentyladenosine (CPA), an A1 receptor agonist, did not activate Ca(2+)-related signal transduction systems by itself but instead inhibited cAMP accumulation [18].
  • In this study, desensitization and down-regulation of A1 adenosine receptors (A1AR) by the allosteric enhancer PD81,723 (PD) and by N6-cyclopentyladenosine (CPA) were investigated after 24-hr pretreatment of CHO-K1 cells stably expressing recombinant human A1AR [19].
  • This GTP shift appeared indicative for partial agonism in vivo, since the N6-cyclopentyladenosine derivatives showed lower intrinsic activities than the prototypic full agonist N6-cyclopentyladenosine on the decrease in heart rate in conscious, normotensive rats [20].

Anatomical context of N6-Cyclopentyladenosine


Associations of N6-Cyclopentyladenosine with other chemical compounds


Gene context of N6-Cyclopentyladenosine


Analytical, diagnostic and therapeutic context of N6-Cyclopentyladenosine


  1. Transgenic A1 adenosine receptor overexpression increases myocardial resistance to ischemia. Matherne, G.P., Linden, J., Byford, A.M., Gauthier, N.S., Headrick, J.P. Proc. Natl. Acad. Sci. U.S.A. (1997) [Pubmed]
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  7. The orphan receptor cDNA RDC7 encodes an A1 adenosine receptor. Libert, F., Schiffmann, S.N., Lefort, A., Parmentier, M., Gérard, C., Dumont, J.E., Vanderhaeghen, J.J., Vassart, G. EMBO J. (1991) [Pubmed]
  8. Purinergic regulation of bradykinin-induced plasma extravasation and adjuvant-induced arthritis in the rat. Green, P.G., Basbaum, A.I., Helms, C., Levine, J.D. Proc. Natl. Acad. Sci. U.S.A. (1991) [Pubmed]
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  11. Role of adenosine in insulin-stimulated release of leptin from isolated white adipocytes of Wistar rats. Cheng, J.T., Liu, I.M., Chi, T.C., Shinozuka, K., Lu, F.H., Wu, T.J., Chang, C.J. Diabetes (2000) [Pubmed]
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  14. Clearance of cyclopentyladenosine and cyclohexyladenosine in rats following a single subcutaneous dose. Tuovinen, K., Tarhanen, J. Pharmacol. Res. (2004) [Pubmed]
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  16. Adenosine and related compounds counteract tumor necrosis factor-alpha inhibition of neutrophil migration: implication of a novel cyclic AMP-independent action on the cell surface. Sullivan, G.W., Linden, J., Hewlett, E.L., Carper, H.T., Hylton, J.B., Mandell, G.L. J. Immunol. (1990) [Pubmed]
  17. Fc gamma receptor-mediated functions in neutrophils are modulated by adenosine receptor occupancy. A1 receptors are stimulatory and A2 receptors are inhibitory. Salmon, J.E., Cronstein, B.N. J. Immunol. (1990) [Pubmed]
  18. A single species of A1 adenosine receptor expressed in Chinese hamster ovary cells not only inhibits cAMP accumulation but also stimulates phospholipase C and arachidonate release. Akbar, M., Okajima, F., Tomura, H., Shimegi, S., Kondo, Y. Mol. Pharmacol. (1994) [Pubmed]
  19. Effects of long-term treatment with the allosteric enhancer, PD81,723, on Chinese hamster ovary cells expressing recombinant human A1 adenosine receptors. Bhattacharya, S., Linden, J. Mol. Pharmacol. (1996) [Pubmed]
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  25. Circulating triglyceride lipolysis facilitates lipoprotein lipase translocation from cardiomyocyte to myocardial endothelial lining. Pulinilkunnil, T., Qi, D., Ghosh, S., Cheung, C., Yip, P., Varghese, J., Abrahani, A., Brownsey, R., Rodrigues, B. Cardiovasc. Res. (2003) [Pubmed]
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  28. Pharmacological manipulations of ATP-dependent potassium channels and adenosine A1 receptors do not impact hippocampal ischemic preconditioning in vivo: evidence in a highly quantitative gerbil model. Sorimachi, T., Nowak, T.S. J. Cereb. Blood Flow Metab. (2004) [Pubmed]
  29. The effects of elevated cyclic AMP levels on histamine-H1-receptor-stimulated inositol phospholipid hydrolysis and calcium mobilization in the smooth-muscle cell line DDT1MF-2. Dickenson, J.M., White, T.E., Hill, S.J. Biochem. J. (1993) [Pubmed]
  30. The endothelium of the rat renal artery plays an obligatory role in A2 adenosine receptor-mediated relaxation induced by 5'-N-ethylcarboxamidoadenosine and N6-cyclopentyladenosine. Martin, P.L., Potts, A.A. J. Pharmacol. Exp. Ther. (1994) [Pubmed]
  31. p38 Mitogen-Activated Protein Kinase Contributes to Adenosine A1 Receptor-Mediated Synaptic Depression in Area CA1 of the Rat Hippocampus. Brust, T.B., Cayabyab, F.S., Zhou, N., Macvicar, B.A. J. Neurosci. (2006) [Pubmed]
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  33. Role of central and peripheral adenosine receptors in the cardiovascular responses to intraperitoneal injections of adenosine A1 and A2A subtype receptor agonists. Schindler, C.W., Karcz-Kubicha, M., Thorndike, E.B., Müller, C.E., Tella, S.R., Ferré, S., Goldberg, S.R. Br. J. Pharmacol. (2005) [Pubmed]
  34. Modulation of protein phosphatase 2a by adenosine A1 receptors in cardiomyocytes: role for p38 MAPK. Liu, Q., Hofmann, P.A. Am. J. Physiol. Heart Circ. Physiol. (2003) [Pubmed]
  35. Activation of protein kinase B by the A(1)-adenosine receptor in DDT(1)MF-2 cells. Germack, R., Dickenson, J.M. Br. J. Pharmacol. (2000) [Pubmed]
  36. Adenosine A(1) and A(3) receptors mediate inhibition of synaptic transmission in rat cortical neurons. Brand, A., Vissiennon, Z., Eschke, D., Nieber, K. Neuropharmacology (2001) [Pubmed]
  37. Mechanisms mediating regional sympathoactivatory responses to stimulation of NTS A(1) adenosine receptors. Scislo, T.J., O'Leary, D.S. Am. J. Physiol. Heart Circ. Physiol. (2002) [Pubmed]
  38. Adenosine A(1)-receptor induced late preconditioning and myocardial infarction: reperfusion duration is critical. Tissier, R., Souktani, R., Bruneval, P., Giudicelli, J.F., Berdeaux, A., Ghaleh, B. Am. J. Physiol. Heart Circ. Physiol. (2002) [Pubmed]
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  40. Ontogeny of adenosine receptors in the longitudinal muscle and muscularis mucosae of the rat distal colon. Peachey, J.A., Hourani, S.M., Kitchen, I. Naunyn Schmiedebergs Arch. Pharmacol. (1999) [Pubmed]
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