DPCPX

Pricing Availability   Qty
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 (45)
Reviews (1)
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.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 1.52 5 with gentle warming
ethanol 3.04 10 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
0.1 mM 32.85 mL 164.26 mL 328.53 mL
0.5 mM 6.57 mL 32.85 mL 65.71 mL
1 mM 3.29 mL 16.43 mL 32.85 mL
5 mM 0.66 mL 3.29 mL 6.57 mL

Molarity Calculator

Calculate the mass, volume, or concentration required for a solution.
=
x
x
g/mol

*When preparing stock solutions always use the batch-specific molecular weight of the product found on the vial label and SDS / CoA (available online).

Reconstitution Calculator

The reconstitution calculator allows you to quickly calculate the volume of a reagent to reconstitute your vial. Simply enter the mass of reagent and the target concentration and the calculator will determine the rest.

=
÷

Dilution Calculator

Calculate the dilution required to prepare a stock solution.
x
=
x

Product Datasheets

Certificate of Analysis / Product Datasheet
Select another batch:

References

References are publications that support the biological activity of the product.

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


If you know of a relevant reference for DPCPX, please let us know.

View Related Products by Target

View Related Products by Product Action

View all Adenosine A1 Receptor Antagonists

Keywords: DPCPX, DPCPX supplier, A1, selective, antagonists, Receptors, adenosines, Adenosine, 0439, Tocris Bioscience

45 Citations for DPCPX

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

Liu et al (2018) Adenosine binds predominantly to adenosine receptor A1 subtype in astrocytes and mediates an immunosuppressive effect. Brain Res. 1700 47 PMID: 29935155

Park et al (2012) A1 adenosine receptor allosteric enhancer PD-81723 protects against renal ischemia-reperfusion injury. Am J Physiol Renal Physiol 303 F721 PMID: 22759398

Ilie et al (2012) Adenosine release during seizures attenuates GABAA receptor-mediated depolarization. J Neurosci 32 5321 PMID: 22496577

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

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

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

Mioranzza et al (2011) Blockade of adenosine A(1) receptors prevents methylphenidate-induced impairment of object recognition task in adult mice. Prog Neuropsychopharmacol Biol Psychiatry 35 169 PMID: 21044657

Sousa et al (2011) 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. Neuropsychopharmacology 36 472 PMID: 20927050

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

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

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

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

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

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

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

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

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

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

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

Diógenes et al (2014) Homeostatic control of synaptic activity by endogenous adenosine is mediated by adenosine kinase. Cereb Cortex 24 67 PMID: 22997174

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

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

Kaster et al (2013) The antidepressant-like effect of inosine in the FST is associated with both adenosine A1 and A 2A receptors. Purinergic Signal 9 481 PMID: 23613131

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

Rex et al (2005) Long-term potentiation is impaired in middle-aged rats: regional specificity and reversal by adenosine receptor antagonists. J Neurosci 25 5956 PMID: 15976084

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

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

Scianni et al (2013) Fractalkine (CX3CL1) enhances hippocampal N-methyl-D-aspartate receptor (NMDAR) function via D-serine and adenosine receptor type A2 (A2AR) activity. J Neuroinflammation 10 108 PMID: 23981568

Thakkar et al (2010) Role of wake-promoting basal forebrain and adenosinergic mechanisms in sleep-promoting effects of ethanol. Alcohol Clin Exp Res 34 997 PMID: 20374215

Yang et al (2010) Adenosine mediated desensitization of cAMP signaling enhances T-cell responses. Eur J Immunol 40 449 PMID: 19950175

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

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

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

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


Do you know of a great paper that uses DPCPX from Tocris? Please let us know.

Reviews for DPCPX

Average Rating: 5 (Based on 1 Review.)

5 Star
100%
4 Star
0%
3 Star
0%
2 Star
0%
1 Star
0%

Have you used DPCPX?

Submit a review and receive an Amazon gift card.

$50/€35/£30/$50CAN/¥300 Yuan/¥5000 Yen for first to review with an image

$25/€18/£15/$25CAN/¥75 Yuan/¥1250 Yen for a review with an image

$10/€7/£6/$10 CAD/¥70 Yuan/¥1110 Yen for a review without an image

Submit a Review

Filter by:


A selective A1 receptor antagonist: Excellent publishable, performed ideally.
By Anonymous on 02/06/2018
Assay Type: Ex Vivo
Species: Rat

This a selective A1 receptor antagonist. We used at 100nM in rat brain slice.


Literature in this Area

Tocris offers the following scientific literature in this area to showcase our products. We invite you to request* or download your copy today!

*Please note that Tocris will only send literature to established scientific business / institute addresses.


Cardiovascular

Cardiovascular Research Product Guide

A collection of over 250 products for cardiovascular research, the guide includes research tools for the study of:

  • Hypertension
  • Thrombosis and Hemostasis
  • Atherosclerosis
  • Myocardial Infarction
  • Ischemia/Reperfusion Injury
  • Arrhythmias
  • Heart Failure
GPCR

GPCR Product Listing

A collection of over 450 products for G protein-coupled receptors, the listing includes research tools for the study of:

  • Rhodopsin-like Receptors
  • Secretin-like Receptors
  • Glutamate Receptors
  • Frizzled Receptors
  • GPCR Signaling
Pain

Pain Research Product Guide

A collection of over 250 products for pain research, the guide includes research tools for the study of:

  • Nociception
  • Ion Channels
  • G-Protein-Coupled Receptors
  • Intracellular Signaling
Cardiovascular

Cardiovascular Poster

Cardiovascular disease remains one of the major causes of morbidity and mortality in the Western world and therefore this therapeutic area continues to be of great interest to researchers. This poster highlights the key GPCRs regulating vascular reactivity.