An adenosine receptor agonist
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5'-N-Ethylcarboxamidoadenosine (hydrate)

Item No. 21420

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1-(6-amino-9H-purin-9-yl)-1-deoxy-N-ethyl-β-D-ribofuranuronamide, hydrate
Synonyms
  • Adenosine 5'-ethylcarboxamide
  • NECA
Molecular Formula
C12H16N6O4 • XH2O
Formula Weight
308.3
Purity
≥98%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMF: 25 mg/mlDMSO: 14 mg/mlEthanol: 2 mg/mlPBS (pH 7.2): 10 mg/ml
λmax
260 nm
SMILES
O[C@H]1[C@H](N2C=NC3=C2N=CN=C3N)O[C@H](C(NCC)=O)[C@H]1O.O
InChi Code
InChI=1S/C12H16N6O4.H2O/c1-2-14-11(21)8-6(19)7(20)12(22-8)18-4-17-5-9(13)15-3-16-10(5)18;/h3-4,6-8,12,19-20H,2H2,1H3,(H,14,21)(H2,13,15,16);1H2/t6-,7+,8-,12+;/m0./s1
InChi Key
YMYJSOCTHBLSFF-QCILGFJPSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $36

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    10 mg

    $63

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    25 mg

    $120

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    50 mg

    $201

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    Product Description

    5'-N-Ethylcarboxamidoadenosine (NECA) is an adenosine analog that acts as an agonist of adenosine receptors (Kis = 1,880, 6,660, and 3.5 nM for human adenosine subtypes A1, A2A, and A3, respectively).1 NECA is reported to act as a potent vasodilator and can inhibit platelet aggregation by increasing cAMP (EC50 = 3.1 µM).2,3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Volpini, R., Dal ben, D., Lambertucci, C., et al. N6-methoxy-2-alkynyladenosine derivatives as highly potent and selective ligands at the human A3 adenosine receptor. J. Med. Chem. 50(6), 1222-1230 (2007).

    2. de Zwart, M., Link, R., von Frijtag Drabbe Künzel, J.K., et al. A functional screening of adenosine analogues at the adenosine A2B receptor: a search for potent agonists. Nucleosides Nucleotides 17(6), 969-985 (1998).

    3. Cusack, N.J., and Hourani, S.M.O. 5'-N-ethylcarboxamidoadenosine: A potent inhibitor of human platelet aggregation. Br. J. Pharmacol. 72(3), 443-447 (1981).