An adenosine receptor antagonist and PDE inhibitor
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3-Propylxanthine

Item No. 21746

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3,9-dihydro-3-propyl-1H-purine-2,6-dione
CAS Number
41078-02-8
Synonyms
  • D 4028
  • Enprofylline
Molecular Formula
C8H10N4O2
Formula Weight
194.2
Purity
≥95%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mLDMSO: 30 mg/mLDMSO:PBS(pH 7.2) (1:3): 0.25 mg/mLEthanol: 0.5 mg/mL
λmax
271 nm
SMILES
O=C(C(N=CN1)=C1N2CCC)NC2=O
InChi Code
InChI=1S/C8H10N4O2/c1-2-3-12-6-5(9-4-10-6)7(13)11-8(12)14/h4H,2-3H2,1H3,(H,9,10)(H,11,13,14)
InChi Key
SIQPXVQCUCHWDI-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 mg

    $36

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    25 mg

    $86

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    50 mg

    $153

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    Product Description

    3-Propylxanthine is a xanthine derivative that antagonizes adenosine receptors (Kis = 44, 32, and 6.3 µM for A1, A2A, and A2B, respectively) and cAMP phosphodiesterase (Ki = 42 µM).1,2,3 Through these actions, 3-propylxanthine induces smooth muscle relaxation, blocks smooth muscle contraction and VEGF secretion driven by adenosine receptor agonists, and reduces bronchial hyperresponsiveness.4,5,2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. 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).

    2. Ogawa, K., Takagi, K., and Satake, T. Mechanism of xanthine-induced relaxation of guinea-pig isolated trachealis muscle. Br. J. Pharmacol. 97(2), 542-546 (1989).

    3. Schwabe, U., Ukena, D., and Lohse, M.J. Xanthine derivatives as antagonists at A1 and A2 adenosine receptors. Naunyn Schmiedebergs Arch. Pharmacol. 330(3), 212-221 (1985).

    4. Høier, B., Olsen, K.M., Nyberg, M., et al. Contraction-induced secretion of VEGF from skeletal muscle cells is mediated by adenosine. Am. J. Physiol. Heart. Circ. Physiol. 299(3), H857-H862 (2010).

    5. Koëter, G.H., Kraan, J., Boorsma, M., et al. Effect of theophylline and enprofylline on bronchial hyperresponsiveness. Thorax 44(12), 1022-1026 (1989).