DPCPX

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0439/100
DPCPX | CAS No. 102146-07-6 | Adenosine A1 Receptor Antagonists
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Description: Selective A1 antagonist

Chemical Name: 8-Cyclopentyl-1,3-dipropylxanthine

Purity: ≥99%

Product Details
Citations (45)
Supplemental Products
Reviews

Biological Activity

DPCPX is a potent and selective A1 adenosine receptor antagonist, both in vitro and in vivo. Ki values are 3.9, 130, 50 and 4000 nM for human A1, A2A, A2B and A3 receptors respectively.

Technical Data

M.Wt:
304.39
Formula:
C16H24N4O2
Solubility:
Soluble to 5 mM in DMSO with gentle warming and to 10 mM in ethanol with gentle warming
Purity:
≥99%
Storage:
Store at RT
CAS No:
102146-07-6

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.

Background References

  1. Adenosine is required for sustained inflammasome activation via the A(2)A receptor and the HIF-1alpha pathway.
    Ouyang X, Ghani A, Malik A, Wilder T, Colegio O, Flavell R, Cronstein B, Mehal W
    Nat Commun, 2013;4(0):2909.
  2. High-throughput genotoxicity assay identifies antioxidants as inducers of DNA damage response and cell death.
    Fox JT, Sakamuru S, Huang R
    Proc. Natl. Acad. Sci. U.S.A., 2012;109(14):5423-8.
  3. Activation of A1-adenosine receptors promotes leukocyte recruitment to the lung and attenuates acute lung injury in mice infected with influenza A/WSN/33 (H1N1) virus.
    Aeffner F, Woods P, Davis I
    J Virol, 2014;88(17):10214-27.
  4. Importance of GluA1 subunit-containing AMPA glutamate receptors for morphine state-dependency.
    Aitta-aho T, Moykkynen TP, Panhelainen AE, Vekovischeva OY, Backstrom P, Korpi ER
    PLoS ONE, 2012;7(5):e38325.
  5. Metabolic challenge to glia activates and adenosine-mediated safety mechanism that promotes neuronal survival by delaying the onset of spreading depression waves.
    Canals et al.
    J.Cereb.Blood Flow Metab., 2008;28:1835
  6. An experimental paradigm for investigating the role of endogenous adenosine/A1 receptor interactions in vivo.
    Kuan et al.
    J.Pharmacol.Exp.Ther., 1992;263:657
  7. Adenosine receptors and their ligands.
    Klot
    Naunyn Schmiedebergs Arch.Pharmacol., 2000;362:382
  8. Effects of 1,3-dipropyl-8-cyclopentylxanthine (DPCPX), a highly selective adenosine receptor antagonist, on force of contraction in guinea-pig atrial and ventricular cardiac preparations.
    Von der Leyen
    Naunyn Schmiedebergs Arch.Pharmacol., 1989;340:204

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Citations for DPCPX

The citations listed below are publications that use Tocris products. Selected citations for DPCPX include:

45 Citations: Showing 1 - 10

  1. Adenosine binds predominantly to adenosine receptor A1 subtype in astrocytes and mediates an immunosuppressive effect.
    Authors: Liu Et al.
    Brain Res.  2018;1700:47
  2. Basal adenosine modulates the functional properties of AMPA receptors in mouse hippocampal neurons through the activation of A1R A2AR and A3R.
    Authors: Angelantonio Et al.
    J Inflamm (Lond)  2015;9:409
  3. Application of BRET to monitor ligand binding to GPCRs.
    Authors: Stoddart Et al.
    Nat Methods  2015;12:661
  4. Anti-inflammatory effects of adenosine N1-oxide.
    Authors: Kohno Et al.
    Am J Physiol Lung Cell Mol Physiol  2015;12:2
  5. Creatine, similarly to KA, affords antidepressant-like effects in the tail suspension test via adenosine A1� and A2A receptor activation.
    Authors: Cunha Et al.
    J Clin Invest  2015;11:215
  6. Caffeine Modulates Vesicle Release and Recovery at Cerebellar Parallel Fibre Terminals, Independently of Calcium and Cyclic AMP Signalling.
    Authors: Dobson Et al.
    J Neurosci  2015;10:e0125974
  7. Purines released from astrocytes inhibit excitatory synaptic transmission in the ventral horn of the spinal cord.
    Authors: Carlsen and Perrier
    Front Neural Circuits  2014;8:60
  8. Adenosinergic regulation of striatal clock gene expression and ethanol intake during constant light.
    Authors: Ruby Et al.
    Korean J Anesthesiol  2014;39:2432
  9. Regulation of photoreceptor gap junction phosphorylation by adenosine in zebrafish retina.
    Authors: Li Et al.
    Vis Neurosci  2014;31:237
  10. Homeostatic control of synaptic activity by endogenous adenosine is mediated by adenosine kinase.
    Authors: Diógenes Et al.
    Cereb Cortex  2014;24:67
  11. The antidepressant-like effect of inosine in the FST is associated with both adenosine A1 and A 2A receptors.
    Authors: Kaster Et al.
    Purinergic Signal  2013;9:481
  12. Hippocampal serotonin-1A receptor function in a mouse model of anxiety induced by long-term voluntary wheel running.
    Authors: Fuss Et al.
    Synapse  2013;67:648
  13. Ecto-5'-nucleotidase (CD73)-mediated formation of adenosine is critical for the striatal adenosine A2A receptor functions.
    Authors: Augusto Et al.
    Biochim Biophys Acta  2013;33:11390
  14. Fractalkine (CX3CL1) enhances hippocampal N-MthD.-aspartate receptor (NMDAR) function via D-serine and adenosine receptor type A2 (A2AR) activity.
    Authors: Scianni Et al.
    J Neuroinflammation  2013;10:108
  15. Imiquimod suppresses propagation of herpes simplex virus 1 by upregulation of cystatin A via the adenosine receptor A1 pathway.
    Authors: Kan Et al.
    J Virol  2012;86:10338
  16. Importance of GluA1 subunit-containing AMPA glutamate receptors for mor. state-dependency.
    Authors: Aitta-Aho Et al.
    PLoS One  2012;7:e38325
  17. Polyphenol (-)-epigallocatechin gallate-induced cardioprotection may attenuate ischemia-reperfusion injury through adenosine receptor activation: a preliminary study.
    Authors: Lee Et al.
    J Cell Biol  2012;63:340
  18. GABAB receptor-positive modulators: brain region-dependent effects.
    Authors: Hensler Et al.
    J Pharmacol Exp Ther  2012;340:19
  19. Adenosine release during seizures attenuates GABAA receptor-mediated depolarization.
    Authors: Ilie Et al.
    J Neurosci  2012;32:5321
  20. A1 adenosine receptor allosteric enhancer PD-81723 protects against renal ischemia-reperfusion injury.
    Authors: Park Et al.
    Am J Physiol Renal Physiol  2012;303:F721
  21. Developmental regulation of CB1-mediated spike-time dependent depression at immature mossy fiber-CA3 synapses.
    Authors: Caiati Et al.
    Sci Rep  2012;2:285
  22. Fragment screening at adenosine-A(3) receptors in living cells using a fluorescence-based binding assay.
    Authors: Stoddart Et al.
    Chem Biol  2012;19:1105
  23. Regulation of hippocampal cannabinoid CB1 receptor actions by adenosine A1 receptors and chronic caffeine administration: implications for the effects of δ9-tetrahydrocannabinol on spatial memory.
    Authors: Sousa Et al.
    Neuropsychopharmacology  2011;36:472
  24. Blockade of adenosine A(1) receptors prevents methylphenidate-induced impairment of object recognition task in adult mice.
    Authors: Mioranzza Et al.
    Prog Neuropsychopharmacol Biol Psychiatry  2011;35:169
  25. Sequential and opposing alterations of 5-HT(1A) receptor function during withdrawal from chronic mor.
    Authors: Lutz Et al.
    Eur Neuropsychopharmacol  2011;21:835
  26. Adenosine mediated desensitization of cAMP signaling enhances T-cell responses.
    Authors: Yang Et al.
    Eur J Immunol  2010;40:449
  27. Role of wake-promoting basal forebrain and adenosinergic mechanisms in sleep-promoting effects of ethanol.
    Authors: Thakkar Et al.
    Alcohol Clin Exp Res  2010;34:997
  28. Adenosine receptor regulation of coronary blood flow in Ossabaw miniature swine.
    Authors: Long Et al.
    Proc Natl Acad Sci U S A  2010;335:781
  29. Alterations of CXCR4 function in μ-opioid receptor-deficient glia.
    Authors: Burbassi Et al.
    Eur J Neurosci  2010;32:1278
  30. Adenosine A2A and A2B receptors work in concert to induce a strong protection against reperfusion injury in rat hearts.
    Authors: Xi Et al.
    J Mol Cell Cardiol  2009;47:684
  31. Adenosine-evoked hyperpolarization of retinal ganglion cells is mediated by G-protein-coupled inwardly rectifying K+ and small conductance Ca2+-activated K+ channel activation.
    Authors: Clark Et al.
    J Neurosci  2009;29:11237
  32. Effect of ventilation pressure on alveolar fluid clearance and β-agonist responses in mice.
    Authors: Yu Et al.
    Neuropsychopharmacology  2009;297:L785
  33. Adenosine A1 and A2a receptors modulate Insemia, glycemia, and lactatemia in fetal sheep.
    Authors: Maeda and Koos
    Purinergic Signal  2009;296:R693
  34. Adenosine receptors and second messenger signaling pathways in rat cardiac fibroblasts.
    Authors: Epperson Et al.
    Am J Physiol Cell Physiol  2009;296:C1171
  35. Different Rho GTPase-dependent signaling pathways initiate sequential steps in the consolidation of long-term potentiation.
    Authors: Rex Et al.
    Am J Respir Crit Care Med  2009;186:85
  36. GTPgammaS incorporation in the rat brain: a study on mu-opioid receptors and CXCR4.
    Authors: Burbassi Et al.
    J Neuroimmune Pharmacol  2008;3:26
  37. Influenza A virus inhibits alveolar fluid clearance in BALB/c mice.
    Authors: Wolk Et al.
    Am J Physiol Regul Integr Comp Physiol  2008;178:969
  38. Inhibition of erythroblast growth and fetal hemoglobin production by ribofuranose-substituted adenosine derivatives.
    Authors: Bhanu Et al.
    PLoS One  2008;1782:504
  39. A2B adenosine receptor signaling attenuates acute lung injury by enhancing alveolar fluid clearance in mice.
    Authors: Eckle Et al.
    J Neurosci  2008;118:3301
  40. Characterization of AMPA receptors targeted by the climbing fiber transmitter mediating presynaptic inhibition of GABAergic transmission at cerebellar interneuron-Purkinje cell synapses.
    Authors: Satake Et al.
    J Neurosci  2006;26:2278
  41. Long-term potentiation is impaired in middle-aged rats: regional specificity and reversal by adenosine receptor antagonists.
    Authors: Rex Et al.
    J Neurosci  2005;25:5956
  42. Calcium increases in retinal glial cells evoked by light-induced neuronal activity.
    Authors: Newman
    Front Cell Neurosci  2005;25:5502
  43. Pharmacological characterisation of the adenosine receptor mediating increased ion transport in the mouse isolated trachea and the effect of allergen challenge.
    Authors: Kornerup Et al.
    Br J Pharmacol  2005;144:1011
  44. Metabotropic regulation of intrinsic excitability by synaptic activation of kainate receptors.
    Authors: Melyan Et al.
    J Neurosci  2004;24:4530
  45. Adenosine gates synaptic plasticity at hippocampal mossy fiber synapses.
    Authors: Moore Et al.
    J Neurosci  2003;100:14397

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