An A2A adenosine receptor antagonist
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ZM 241385

Item No. 20447

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-[2-[[7-amino-2-(2-furanyl)[1,2,4]triazolo[1,5-a][1,3,5]triazin-5-yl]amino]ethyl]-phenol
CAS Number
139180-30-6
Molecular Formula
C16H15N7O2
Formula Weight
337.3
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: 100mMEthanol: 5 mM
λmax
228, 256 nm
SMILES
OC1=CC=C(CCNC2=NC3=NC(C4=CC=CO4)=NN3C(N)=N2)C=C1
InChi Code
InChI=1S/C16H15N7O2/c17-14-20-15(18-8-7-10-3-5-11(24)6-4-10)21-16-19-13(22-23(14)16)12-2-1-9-25-12/h1-6,9,24H,7-8H2,(H3,17,18,19,20,21,22)
InChi Key
PWTBZOIUWZOPFT-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $36

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    5 mg

    $103

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    10 mg

    $143

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    25 mg

    $319

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    Product Description

    ZM 241385 is a potent antagonist of A2A adenosine receptors (pIC50 = 9.52 for displacement of 5’-N-ethylcarboxamidoadenosine from rat phaeochromocytoma cell membranes).1,2 It displays little or no activity at other A adenosine receptors. ZM 241385 is active in vivo.3,4 It acts as an inverse agonist at constitutively active mutants of the human A2B adenosine receptor.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Poucher, S.M., Keddie, J.R., Singh, P., et al. The in vitro pharmacology of ZM 241385, a potent, non-xanthine A2a selective adenosine receptor antagonist. Br. J. Pharmacol. 115(6), 1096-1102 (1995).

    2. Linden, J., Thai, T., Figler, H., et al. Characterization of human A2B adenosine receptors: Radioligand binding, western blotting, and coupling to Gq in human embryonic kidney 293 cells and HMC-1 mast cells. Mol. Pharmacol. 56(4), 705-713 (1999).

    3. Keddie, J.R., Poucher, S.M., Shaw, G.R., et al. In vivo characterisation of ZM 241385, a selective adenosine A2A receptor antagonist. Eur. J. Pharmacol. 301(1-3), 107-113 (1996).

    4. Poucher, S.M., Keddie, J.R., Brooks, R., et al. Pharmacodynamics of ZM 241385, a potent A2a adenosine receptor antagonist, after enteric administration in rat, cat and dog. J. Pharm. Pharmacol. 48(6), 601-606 (1996).

    5. Li, Q., Ye, K., Blad, C.C., et al. ZM241385, DPCPX, MRS1706 are inverse agonists with different relative intrinsic efficacies on constitutively active mutants of the human adenosine A2B receptor. J. Pharmacol. Exp. Ther. 320(2), 637-645 (2007).