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Cat.No. 1705 - 2-Chloro-N6-cyclopentyladenosine | C15H20ClN5O4 | CAS No. 37739-05-2
Description: Potent, selective A1 agonist
Alternative Names: CCPA
Chemical Name: 2-Chloro-N-cyclopentyladenosine
Purity: ≥98% (HPLC)
Citations (10)

Biological Activity

Potent and selective adenosine A1 receptor agonist (Ki values are 0.8, 2300 and 42 nM for human A1, A2A and A3 receptors respectively; EC50 = 18800 nM for hA2B). Centrally active following systemic administration in vivo.

Compound Libraries

2-Chloro-N6-cyclopentyladenosine is also offered as part of the Tocriscreen Plus. Find out more about compound libraries available from Tocris.

Technical Data

M. Wt 369.81
Formula C15H20ClN5O4
Storage Desiccate at RT
Purity ≥98% (HPLC)
CAS Number 37739-05-2
PubChem ID 123807
Smiles O[C@@H]1[C@@H](CO)O[C@@H](N(C=N4)C2=C4C(NC3CCCC3)=NC(Cl)=N2)[C@@H]1O

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
DMSO 36.98 100
ethanol 36.98 100

Preparing Stock Solutions

The following data is based on the product molecular weight 369.81. 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 2.7 mL 13.52 mL 27.04 mL
5 mM 0.54 mL 2.7 mL 5.41 mL
10 mM 0.27 mL 1.35 mL 2.7 mL
50 mM 0.05 mL 0.27 mL 0.54 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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References are publications that support the products' biological activity.

Concas et al (1993) Anticonvulsant doses of 2-chloro-N6-cyclopentyladenosine, an adenosine A1 receptor agonist, reduce GABAergic transmission in different areas of the mouse brain. J.Pharmacol.Exp.Ther. 267 844 PMID: 8246158

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

Lohse et al (1988) 2-Chloro-N6-cyclopentyladenosine: a highly selective agonist at A1 adenosine receptors. Naunyn Schmiedebergs Arch.Pharmacol. 337 687 PMID: 3216901

Monopoli et al (1994) Pharmacology of the highly selective A1 adenosine receptor agonist 2-chloro-N6-cyclopentyladenosine. Arzneimittelforschung 44 1305 PMID: 7848348

If you know of a relevant reference for 2-Chloro-N6-cyclopentyladenosine, please let us know.

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Keywords: 2-Chloro-N6-cyclopentyladenosine, supplier, Potent, selective, A1, agonists, Receptors, adenosines, CCPA, Adenosine, A1, Receptors, Adenosine, A1, Receptors, Tocris Bioscience

10 Citations for 2-Chloro-N6-cyclopentyladenosine

Citations are publications that use Tocris products. Selected citations for 2-Chloro-N6-cyclopentyladenosine include:

Keene et al (2010) Multivalent dendrimeric and monomeric adenosine agonists attenuate cell death in HL-1 mouse cardiomyocytes expressing the A(3) receptor. Biochem Pharmacol 80 188 PMID: 20346920

Crawford et al (2012) Astrocyte-derived thrombospondins mediate the development of hippocampal presynaptic plasticity in vitro. Cell Calcium 32 13100 PMID: 22993427

Hamby et al (2012) Inflammatory mediators alter the astrocyte transcriptome and calcium signaling elicited by multiple G-protein-coupled receptors. Neuroscience 32 14489 PMID: 23077035

Long et al (2010) Adenosine receptor regulation of coronary blood flow in Ossabaw miniature swine. J Neurosci 335 781 PMID: 20855445

Park et al (2012) Proximal tubule sphingosine kinase-1 has a critical role in A1 adenosine receptor-mediated renal protection from ischemia. Kidney Int 82 878 PMID: 22695326

Ru et al (2011) Adenosine-induced activation of esophageal nociceptors. Am J Physiol Gastrointest Liver Physiol 300 G485 PMID: 21148396

Wu et al (2013) Opiate-induced changes in brain adenosine levels and narcotic drug responses. J Neurosci 228 235 PMID: 23098802

Goldman et al (2013) Purine receptor mediated actin cytoskeleton remodeling of human fibroblasts. BMC Pharmacol Toxicol 53 297 PMID: 23462235

Loram et al (2013) Intrathecal injection of adenosine 2A receptor agonists reversed neuropathic allodynia through protein kinase (PK)A/PKC signaling. Brain Behav Immun 33 112 PMID: 23811314

Carman et al (2011) Adenosine receptor signaling modulates permeability of the blood-brain barrier. J Neurosci 31 13272 PMID: 21917810

Do you know of a great paper that uses 2-Chloro-N6-cyclopentyladenosine from Tocris? If so please let us know.

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