An internal standard for the quantification of dipyridamole
Related Products
Unlabeled Version(s)
18189Dipyridamole
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Dipyridamole-d16

Item No. 30138

Technical Information
Formal Name
2,2',2",2"'-[(4,8-di-1-piperidinylpyrimido[5,4-d]pyrimidine-2,6-diyl)dinitrilo]tetrakis-ethanol-1,1,2,2-d4
CAS Number
2712261-50-0
Molecular Formula
C24H24D16N8O4
Formula Weight
Purity
≥99% deuterated forms (d1-d16)
Formulation
A solid
DMSO: solubleMethanol: soluble
SMILES
OC([2H])([2H])C([2H])([2H])N(C([2H])([2H])C([2H])([2H])O)C1=NC2=C(N=C(N(C([2H])([2H])C([2H])([2H])O)C([2H])([2H])C([2H])([2H])O)N=C2N3CCCCC3)C(N4CCCCC4)=N1
InChi Code
InChI=1S/C24H40N8O4/c33-15-11-31(12-16-34)23-26-20-19(21(27-23)29-7-3-1-4-8-29)25-24(32(13-17-35)14-18-36)28-22(20)30-9-5-2-6-10-30/h33-36H,1-18H2/i11D2,12D2,13D2,14D2,15D2,16D2,17D2,18D2
InChi Key
IZEKFCXSFNUWAM-BBMWYBCUSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    Product Description

    Dipyridamole-d16 is intended for use as an internal standard for the quantification of dipyridamole (Item No. 18189) by GC- or LC-MS. Dipyridamole is a phosphodiesterase 5A (PDE5A) inhibitor (IC50 = 574 nM) that prevents platelet aggregation by increasing cGMP levels and blocking the reuptake of adenosine via red blood cells.1,2 It also scavenges the free radicals that inactivate cyclooxygenase, leading to the inhibition of platelet activation and thrombin generation.1 Dipyridamole has also been shown to inhibit PDE11A with an IC50 value of 370 nM and equilibrative nucleoside transporter 1 (ENT1) with a Ki value of 8.18 nM.3,4 Formulations containing dipyridamole in combination with aspirin have been used to prevent stroke and other cardiovascular events.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Rondina, M.T., and Weyrich, A.S. Targeting phosphodiesterases in anti-platelet therapy. Antiplatelet Agents. Handbook of Experimental Pharmacology 210, 225-238 (2012).

    2. Watanabe, N., Adachi, H., Takase, Y., et al4-(3-Chloro-4-methoxybenzyl)aminophthalazines: Synthesis and inhibitory activity toward phosphodiesterase 5. J. Med. Chem. 43(13), 2523-2529 (2000).

    3. Fawcett, L., Baxendale, R., Stacey, P., et alMolecular cloning and characterization of a distinct human phosphodiesterase gene family: PDE11A. Proc. Natl. Acad. Sci. USA 97(7), 3702-3707 (2000).

    4. Lin, W., and Buolamwini, J.K. Synthesis, flow cytometric evaluation, and identification of highly potent dipyridamole analogues as equilibrative nucleoside transporter 1 inhibitors. J. Med. Chem. 50(16), 3906-3920 (2007).