A derivative of ADP
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2-Chloroadenosine-5'-O-diphosphate (sodium salt)

Item No. 38447

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-chloro-adenosine 5′-(trihydrogen diphosphate), trisodium salt
CAS Number
82927-78-4
Synonyms
  • 2-chloro ADP
Molecular Formula
C10H11ClN5O10P2 • 3Na
Formula Weight
527.6
Purity
≥95%
Formulation (Request formulation change)
A solution in water
Solubility(Learn about Variance in Solubility)
Water: Soluble
SMILES
O[C@@H]1[C@H](O)[C@@H](COP([O-])(OP([O-])([O-])=O)=O)O[C@H]1N2C=NC3=C(N)N=C(Cl)N=C32.[Na+].[Na+].[Na+]
InChi Code
InChI=1S/C10H14ClN5O10P2.3Na/c11-10-14-7(12)4-8(15-10)16(2-13-4)9-6(18)5(17)3(25-9)1-24-28(22,23)26-27(19,20)21;;;/h2-3,5-6,9,17-18H,1H2,(H,22,23)(H2,12,14,15)(H2,19,20,21);;;/q;3*+1/p-3/t3-,5-,6-,9-;;;/m1.../s1
InChi Key
NMTRPZNUQJFPOL-CYCLDIHTSA-K
Shipping & Storage Information
Storage
-80°C
Shipping
Wet ice in continental US; may vary elsewhere
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    2.3 mg

    $310

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    Product Description

    2-Chloroadenosine-5'-O-diphosphate is a derivative of the purine nucleotide adenosine 5'diphosphate (ADP; Item Nos. 16778 | 21121). It induces aggregation of, and inhibits the production of cyclic AMP (cAMP; Item No. 18820) induced by prostaglandin E2 (PGE2; Item No. 14010) in, isolated human platelet-rich plasma in a concentration-dependent manner.1 2-Chloroadenosine-5'-O-diphosphate induces relaxation of precontracted isolated guinea pig taenia coli strips (pD2 = 6.74).2 It decreases arterial blood pressure in rats.3 2-Chloroadenosine-5'-O-diphosphate also inhibits the ATPase activity of the heat shock protein 70 (Hsp70) family member mortalin (apparent Ki = 45.05 µM for the human enzyme).4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Cusack, N.J., and Hourani, S.M. Competitive inhibition by adenosine 5'-triphosphate of the actions on human platelets of 2-chloroadenosine 5'-diphosphate, 2-azidoadenosine 5'-diphosphate and 2-methylthioadenosine 5'-diphosphate. Br. J. Pharmacol. 77(2), 329-333 (1982).

    2. Satchell, G., and Maguire, M.H. Inhibitory effects of adenine nucleotide analogs on the isolated guinea-pig taenia coli. J. Pharmacol. Exp. Ther. 195(3), 540-548 (1975).

    3. Gough, G., Maguire, M.H., and Michal, F. 2-chloroadenosine 5'-phosphate and 2-chloroadenosine 5'-diphosphate, pharmacologically active nucleotide analogs. J. Med. Chem. 12(3), 494-498 (1969).

    4. Moseng, M.A., Nix, J.C., and Page, R.C. 2- and N6-functionalized adenosine-5'-diphosphate analogs for the inhibition of mortalin. FEBS Lett. 593(15), 2030-2039 (2019).