A PDE1 inhibitor
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8-Methoxymethyl-3-isobutyl-1-methylxanthine

Item No. 39151

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3,9-dihydro-8-(methoxymethyl)-1-methyl-3-(2-methylpropyl)-1H-purine-2,6-dione
CAS Number
78033-08-6
Synonyms
  • 8-MeOMeMIX
  • 8-methoxymethyl IBMX
  • 8-MM-IBMX
  • MMPX
Molecular Formula
C12H18N4O3
Formula Weight
266.3
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Chloroform: Slightly solubleMethanol: Slightly soluble
SMILES
O=C1C2=C(N(CC(C)C)C(N1C)=O)N=C(COC)N2
InChi Code
InChI=1S/C12H18N4O3/c1-7(2)5-16-10-9(11(17)15(3)12(16)18)13-8(14-10)6-19-4/h7H,5-6H2,1-4H3,(H,13,14)
InChi Key
NBLBCGUCPBXKOV-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $51

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    5 mg

    $203

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    10 mg

    $329

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    Product Description

    8-Methoxymethyl-3-isobutyl-1-methylxanthine is an inhibitor of phosphodiesterase 1 (PDE1; IC50 = 5 µM) and a derivative of IBMX (Item No. 13347).1 It is selective for PDE1 over PDE2, PDE3, and PDE4 but also inhibits PDE5 (IC50s = 37, >400, >400, and 2 µM, respectively). 8-Methoxymethyl-3-isobutyl-1-methylxanthine (30 µM) enhances forskolin-induced increases in intracellular calcium levels in isolated rat olfactory receptor neurons.2 It induces relaxation of isolated human saphenous vein segments in the absence of endothelium (EC50 = 31 µM).3 In vivo, 8-methoxymethyl-3-isobutyl-1-methylxanthine (200 µg/kg) enhances decreases in pulmonary artery pressure and vascular resistance induced by iloprost (Item No. 18215) in a rabbit model of pulmonary hypertension induced by the TP receptor agonist U-46619 (Item No. 16450).4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. O'Grady, S.M., Jiang, X., Maniak, P.J., et al. Cyclic AMP-dependent Cl secretion is regulated by multiple phosphodiesterase subtypes in human colonic epithelial cells. J. Membr. Biol. 185(2), 137-144 (2002).

    2. Otsuguro, K.-i., Gautam, S.H., Ito, S., et al. Characterization of forskolin-induced Ca2+ signals in rat olfactory receptor neurons. J. Pharmacol. Sci. 97(4), 510-518 (2005).

    3. Gonçalves, R.L., Lugnier, C., Keravis, T., et al. The flavonoid dioclein is a selective inhibitor of cyclic nucleotide phosphodiesterase type 1 (PDE1) and a cGMP-dependent protein kinase (PKG) vasorelaxant in human vascular tissue. Eur. J. Pharmacol. 620(1-3), 78-83 (2009).

    4. Schermuly, R.T., Inholte, C., Ghofrani, H.A., et al. Lung vasodilatory response to inhaled iloprost in experimental pulmonary hypertension: Amplification by different type phosphodiesterase inhibitors. Respir. Res. 6(1), 76 (2005).