An adenosine A1 receptor agonist
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2'-MeCCPA

Item No. 30935

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-chloro-N-cyclopentyl-2′-C-methyl-adenosine
CAS Number
205171-12-6
Molecular Formula
C16H22ClN5O4
Formula Weight
383.8
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/ml
λmax
216, 275 nm
SMILES
ClC1=NC(NC2CCCC2)=C3C(N([C@@]4([H])[C@](C)(O)[C@H](O)[C@@H](CO)O4)C=N3)=N1
InChi Code
InChI=1S/C16H22ClN5O4/c1-16(25)11(24)9(6-23)26-14(16)22-7-18-10-12(19-8-4-2-3-5-8)20-15(17)21-13(10)22/h7-9,11,14,23-25H,2-6H2,1H3,(H,19,20,21)/t9-,11-,14-,16-/m1/s1
InChi Key
MMPAUXMIDJWGFO-ROMFRFKVSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $55

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    5 mg

    $215

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    10 mg

    $322

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    Product Description

    2'-MeCCPA is an adenosine A1 receptor agonist.1 It is selective for adenosine A1 over A2A and A3 receptors in radioligand binding assays (Kis = 1.8, 3,900 and 5,000 nM, respectively) and inhibits forskolin-induced activation of adenylyl cyclase in rat cortical membranes (IC50 = 13.1 nM). 2'-MeCCPA (2.5-5 mg/kg) increases tail flick latency in the hot plate test and inhibits formalin-induced late nocifensive behavior in rats.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Franchetti, P., Cappellacci, L., Marchetti, S., et al. 2'-C-Methyl analogues of selective adenosine receptor agonists: Synthesis and binding studies. J. Med. Chem. 41(10), 1708-1715 (1998).

    2. Maione, S., de Novellis, V., Cappellacci, L., et al. The antinociceptive effect of 2-chloro-2'-C-methyl-N6-cyclopentyladenosine (2'-Me-CCPA), a highly selective adenosine A1 receptor agonist, in the rat. Pain 131(3), 281-292 (2007).