An adenosine A3 receptor antagonist
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VUF 5574

Item No. 27676

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-(2-methoxyphenyl)-N'-[2-(3-pyridinyl)-4-quinazolinyl]-urea
CAS Number
280570-45-8
Molecular Formula
C21H17N5O2
Formula Weight
371.4
Purity
≥98%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMSO: 4 mM
SMILES
O=C(NC1=C(OC)C=CC=C1)NC2=NC(C3=CN=CC=C3)=NC4=C2C=CC=C4
InChi Code
InChI=1S/C21H17N5O2/c1-28-18-11-5-4-10-17(18)24-21(27)26-20-15-8-2-3-9-16(15)23-19(25-20)14-7-6-12-22-13-14/h2-13H,1H3,(H2,23,24,25,26,27)
InChi Key
YRAFEJSZTVWUMD-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

    $128

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    10 mg

    $169

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    Product Description

    VUF 5574 is an antagonist of the adenosine A3 receptor (Ki = 4.03 nM for the recombinant human receptor).1 It is greater than 2,500-fold selective for adenosine A3 over A1 and A2A receptors. VUF 5574 (100 nM) decreases phosphorylation of ERK1/2 induced by adenosine (Item No. 21232) in isolated porcine coronary artery smooth muscle cells.2 It increases oxygen-glucose deprivation-induced reductions in the amplitude of field excitatory postsynaptic potentials (EPSPs) in a rat hippocampal slice model of ischemia when used at a concentration of 100 nM.3 VUF 5574 (2 µg, intracisternal) reduces sodium nitroprusside-induced heart rate increases in rats.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. van Muijwijk-Koezen, J.E., Timmerman, H., van der Goot, H., et al. Isoquinoline and quinazoline urea analogues as antagonists for the human adenosine A3 receptor. J. Med. Chem. 43(11), 2227-2238 (2000).

    2. Shen, J., Halenda, S.P., Sturek, M., et al. Cell-signaling evidence for adenosine stimulation of coronary smooth muscle proliferation via the A1 adenosine receptor. Circ. Res. 97(6), 574-582 (2005).

    3. Pugliese, A.M., Coppi, E., Spalluto, G., et al. A3 adenosine receptor antagonists delay irreversible synaptic failure caused by oxygen and glucose deprivation in the rat CA1 hippocampus in vitro. Br. J. Pharmacol. 147(5), 524-532 (2006).

    4. El-Mas, M.M., El-Gowilly, S.M., Fouda, M.A., et al. Role of adenosine A2A receptor signaling in the nicotine-evoked attenuation of reflex cardiac sympathetic control. Toxicol. Appl. Pharmacol. 254(3), 229-237 (2011).