DPCPX

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Cat.No. 0439 - DPCPX | C16H24N4O2 | CAS No. 102146-07-6
Description: A1 selective antagonist
Chemical Name: 8-Cyclopentyl-1,3-dipropylxanthine
Purity: ≥99% (HPLC)
Datasheet
Citations (34)
Literature

Biological Activity

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
Storage Store at RT
Purity ≥99% (HPLC)
CAS Number 102146-07-6
PubChem ID 1329
InChI Key FFBDFADSZUINTG-UHFFFAOYSA-N
Smiles CCCN1C2=C(N=C(N2)C2CCCC2)C(=O)N(CCC)C1=O

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 1.52 5mM with gentle warming
ethanol 3.04 10mM with gentle warming

Preparing Stock Solutions

The following data is based on the product molecular weight 304.39. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 3.29 mL 16.43 mL 32.85 mL
5 mM 0.66 mL 3.29 mL 6.57 mL
10 mM 0.33 mL 1.64 mL 3.29 mL
50 mM 0.07 mL 0.33 mL 0.66 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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Safety Datasheet

References

References are publications that support the products' biological activity.

Canals et al (2008) Metabolic challenge to glia activates and adenosine-mediated safety mechanism that promotes neuronal survival by delaying the onset of spreading depression waves. J.Cereb.Blood Flow Metab. 28 1835 PMID: 18612316

Klotz (2000) Adenosine receptors and their ligands. Naunyn Schmiedebergs Arch.Pharmacol. 362 382 PMID: 11111832

Kuan et al (1992) An experimental paradigm for investigating the role of endogenous adenosine/A1 receptor interactions in vivo. J.Pharmacol.Exp.Ther. 263 657 PMID: 1432696

Von der Leyen (1989) 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. Naunyn Schmiedebergs Arch.Pharmacol. 340 204 PMID: 2554151


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Keywords: DPCPX, supplier, A1, selective, antagonists, Receptors, adenosines, Adenosine, A1, Receptors, Adenosine, A1, Receptors, Tocris Bioscience

34 Citations for DPCPX

Citations are publications that use Tocris products. Selected citations for DPCPX include:

Ruby et al (2014) Adenosinergic regulation of striatal clock gene expression and ethanol intake during constant light. Korean J Anesthesiol 39 2432 PMID: 24755889

Fuss et al (2013) Hippocampal serotonin-1A receptor function in a mouse model of anxiety induced by long-term voluntary wheel running. Synapse 67 648 PMID: 23505009

Augusto et al (2013) Ecto-5'-nucleotidase (CD73)-mediated formation of adenosine is critical for the striatal adenosine A2A receptor functions. Biochim Biophys Acta 33 11390 PMID: 23843511

Kan et al (2012) Imiquimod suppresses propagation of herpes simplex virus 1 by upregulation of cystatin A via the adenosine receptor A1 pathway. J Virol 86 10338 PMID: 22787201

Stoddart et al (2012) Fragment screening at adenosine-A(3) receptors in living cells using a fluorescence-based binding assay. Chem Biol 19 1105 PMID: 22999879

Aitta-Aho et al (2012) Importance of GluA1 subunit-containing AMPA glutamate receptors for morphine state-dependency. PLoS One 7 e38325 PMID: 22675452

Caiati et al (2012) Developmental regulation of CB1-mediated spike-time dependent depression at immature mossy fiber-CA3 synapses. Sci Rep 2 285 PMID: 22368777

Hensler et al (2012) GABAB receptor-positive modulators: brain region-dependent effects. J Pharmacol Exp Ther 340 19 PMID: 21954301

Lee et al (2012) Polyphenol (-)-epigallocatechin gallate-induced cardioprotection may attenuate ischemia-reperfusion injury through adenosine receptor activation: a preliminary study. J Cell Biol 63 340 PMID: 23115687

Lutz et al (2011) Sequential and opposing alterations of 5-HT(1A) receptor function during withdrawal from chronic morphine. Eur Neuropsychopharmacol 21 835 PMID: 21402471

Burbassi et al (2010) Alterations of CXCR4 function in μ-opioid receptor-deficient glia. Eur J Neurosci 32 1278 PMID: 20880358

Long et al (2010) Adenosine receptor regulation of coronary blood flow in Ossabaw miniature swine. Proc Natl Acad Sci U S A 335 781 PMID: 20855445

Epperson et al (2009) Adenosine receptors and second messenger signaling pathways in rat cardiac fibroblasts. Am J Physiol Cell Physiol 296 C1171 PMID: 19244482

Xi et al (2009) Adenosine A2A and A2B receptors work in concert to induce a strong protection against reperfusion injury in rat hearts. J Mol Cell Cardiol 47 684 PMID: 19695259

Clark et al (2009) Adenosine-evoked hyperpolarization of retinal ganglion cells is mediated by G-protein-coupled inwardly rectifying K+ and small conductance Ca2+-activated K+ channel activation. J Neurosci 29 11237 PMID: 19741130

Maeda and Koos (2009) Adenosine A1 and A2a receptors modulate insulinemia, glycemia, and lactatemia in fetal sheep. Purinergic Signal 296 R693 PMID: 19118101

Rex et al (2009) Different Rho GTPase-dependent signaling pathways initiate sequential steps in the consolidation of long-term potentiation. Am J Respir Crit Care Med 186 85 PMID: 19596849

Yu et al (2009) Effect of ventilation pressure on alveolar fluid clearance and β-agonist responses in mice. Neuropsychopharmacology 297 L785 PMID: 19684202

Burbassi et al (2008) GTPgammaS incorporation in the rat brain: a study on mu-opioid receptors and CXCR4. J Neuroimmune Pharmacol 3 26 PMID: 18247130

Eckle et al (2008) A2B adenosine receptor signaling attenuates acute lung injury by enhancing alveolar fluid clearance in mice. J Neurosci 118 3301 PMID: 18787641

Bhanu et al (2008) Inhibition of erythroblast growth and fetal hemoglobin production by ribofuranose-substituted adenosine derivatives. PLoS One 1782 504 PMID: 18586086

Wolk et al (2008) Influenza A virus inhibits alveolar fluid clearance in BALB/c mice. Am J Physiol Regul Integr Comp Physiol 178 969 PMID: 18689466

Satake et al (2006) Characterization of AMPA receptors targeted by the climbing fiber transmitter mediating presynaptic inhibition of GABAergic transmission at cerebellar interneuron-Purkinje cell synapses. J Neurosci 26 2278 PMID: 16495455

Kornerup et al (2005) Pharmacological characterisation of the adenosine receptor mediating increased ion transport in the mouse isolated trachea and the effect of allergen challenge. Br J Pharmacol 144 1011 PMID: 15685200

Newman (2005) Calcium increases in retinal glial cells evoked by light-induced neuronal activity. Front Cell Neurosci 25 5502 PMID: 15944378

Melyan et al (2004) Metabotropic regulation of intrinsic excitability by synaptic activation of kainate receptors. J Neurosci 24 4530 PMID: 15140923

Moore et al (2003) Adenosine gates synaptic plasticity at hippocampal mossy fiber synapses. J Neurosci 100 14397 PMID: 14608033

Stoddart et al (2015) Application of BRET to monitor ligand binding to GPCRs. Nat Methods 12 661 PMID: 26030448

Angelantonio et al (2015) Basal adenosine modulates the functional properties of AMPA receptors in mouse hippocampal neurons through the activation of A1R A2AR and A3R. J Inflamm (Lond) 9 409 PMID: 26528137

Kohno et al (2015) Anti-inflammatory effects of adenosine N1-oxide. Am J Physiol Lung Cell Mol Physiol 12 2 PMID: 25632271

Cunha et al (2015) Creatine, similarly to ketamine, affords antidepressant-like effects in the tail suspension test via adenosine A1 and A2A receptor activation. J Clin Invest 11 215 PMID: 25702084

Dobson et al (2015) Caffeine Modulates Vesicle Release and Recovery at Cerebellar Parallel Fibre Terminals, Independently of Calcium and Cyclic AMP Signalling. J Neurosci 10 e0125974 PMID: 25933382

Carlsen and Perrier (2014) Purines released from astrocytes inhibit excitatory synaptic transmission in the ventral horn of the spinal cord. Front Neural Circuits 8 60 PMID: 24926236

Li et al (2014) Regulation of photoreceptor gap junction phosphorylation by adenosine in zebrafish retina. Vis Neurosci 31 237 PMID: 24844306


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