An A2AR antagonist
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SCH 442416

Item No. 22233

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-(2-furanyl)-7-[3-(4-methoxyphenyl)propyl]-7H-pyrazolo[4,3-e][1,2,4]triazolo[1,5-c]pyrimidin-5-amine
CAS Number
316173-57-6
Molecular Formula
C20H19N7O2
Formula Weight
389.4
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 15 mg/mlDMF:PBS(pH7.2) (1:2): 0.33 mg/mlDMSO: 10 mg/ml
λmax
216, 229, 263 nm
SMILES
NC1=NC2=C(C=NN2CCCC3=CC=C(OC)C=C3)C4=NC(C5=CC=CO5)=NN14
InChi Code
InChI=1S/C20H19N7O2/c1-28-14-8-6-13(7-9-14)4-2-10-26-18-15(12-22-26)19-23-17(16-5-3-11-29-16)25-27(19)20(21)24-18/h3,5-9,11-12H,2,4,10H2,1H3,(H2,21,24)
InChi Key
AEULVFLPCJOBCE-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

    $145

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    10 mg

    $236

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    25 mg

    $544

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    Product Description

    SCH 442416 is a potent, brain-permeable, and selective adenosine A2A receptor (A2AR) antagonist.1 It is selective for A2AR with a Ki value of 0.048 nM compared to 1,111, >10,000, and >10,000 nM for A1R, A2BR, and A3R, respectively, using human recombinant protein in a radioligand binding assay. It is also selective for A2AR (Ki = 0.50 nM) in rat cerebral membranes over A1R and A3R (Kis = 1,815 and >10,000, respectively). Biodistribution in rats demonstrates preferential uptake by liver, adrenal gland, kidney, and lungs, and by the striatum in the brain. SCH 442416 (10 μM) attenuates adenosine-mediated and A2AR agonist-induced arteriole dilation.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Todde, S., Moresco, R.M., Simonelli, P., et al. Design, radiosynthesis, and biodistribution of a new potent and selective ligand for in vivo imaging of the adenosine A2A receptor system using positron emission tomography. J. Med. Chem. 43(23), 4359-4362 (2000).

    2. Maimon, N., Titus, P.A., and Sarelius, I.H. Pre-exposure to adenosine, acting via A(2A) receptors on endothelial cells, alters the protein kinase A dependence of adenosine-induced dilation in skeletal muscle resistance arterioles. J. Physiol. 52(12), 2575-2590 (2014).