An A1 adenosine receptor agonist
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2-chloro-N6-Cyclopentyladenosine (hydrate)

Item No. 28731

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-chloro-N-cyclopentyl-adenosine, hemihydrate
CAS Number
1217443-91-8
Synonyms
  • CCPA
Molecular Formula
C15H20ClN5O4 • 0.5H2O
Formula Weight
378.8
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: solubleWater: soluble
λmax
217, 275 nm
SMILES
OC[C@@H]1[C@@H](O)[C@@H](O)[C@H](N2C=NC3=C(NC4CCCC4)N=C(Cl)N=C32)O1
InChi Code
InChI=1S/C15H20ClN5O4/c16-15-19-12(18-7-3-1-2-4-7)9-13(20-15)21(6-17-9)14-11(24)10(23)8(5-22)25-14/h6-8,10-11,14,22-24H,1-5H2,(H,18,19,20)/t8-,10-,11-,14-/m1/s1
InChi Key
XSMYYYQVWPZWIZ-IDTAVKCVSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $103

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    10 mg

    $161

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    25 mg

    $378

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    50 mg

    $702

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    Product Description

    2-chloro-N6-Cyclopentyladenosine is an adenosine receptor agonist.1 It binds selectively to adenosine A1 receptors over A2A and A3 receptors with Ki values of 0.83, 2,300 and 42 nM, respectively, for the human recombinant receptors expressed in CHO cells. 2-chloro-N6-Cyclopentyladenosine decreases heart rate in isolated rat atria (EC50 = 8.2 nM) but does not affect vasodilation in bovine coronary arteries.2 It inhibits convulsions induced by isoniazid (Item No. 20378) and pentylenetetrazole (Item No. 18682) in mice when administered at a dose of 8.3 μmol/kg.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Cristalli, G., Camaioni, E., Costanzi, S., et al. Characterization of potent ligands at human recombinant adenosine receptors. Drug Develop. Res. 45(3‐4), 176-181 (1998).

    2. Monopoli, A., Conti, A., Dionisotti, S., et al. Pharmacology of the highly selective A1 adenosine receptor agonist 2-chloro-N6-cyclopentyladenosine. Arzneimittelforschung 44(12), 1305-1312 (1994).

    3. Concas, A., Santoro, G., Mascia, M.P., et al. 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(2), 844-851 (1993).