IBMX

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IBMX
Skeletal formula of IBMX
Space-filling model of the IBMX model
Names
IUPAC name
1-methyl-3-(2-methylpropyl)-7H-purine-2,6-dione
Other names
3-Isobutyl-1-methylxanthine
Identifiers
28822-58-4 YesY
ChEBI CHEBI:34795 YesY
ChEMBL ChEMBL275084 YesY
ChemSpider 3627 YesY
DrugBank DB07954 YesY
388
Jmol 3D model Interactive image
KEGG C13708 YesY
PubChem 3758
UNII TBT296U68M YesY
  • InChI=1S/C10H14N4O2/c1-6(2)4-14-8-7(11-5-12-8)9(15)13(3)10(14)16/h5-6H,4H2,1-3H3,(H,11,12) YesY
    Key: APIXJSLKIYYUKG-UHFFFAOYSA-N YesY
  • InChI=1/C10H14N4O2/c1-6(2)4-14-8-7(11-5-12-8)9(15)13(3)10(14)16/h5-6H,4H2,1-3H3,(H,11,12)
    Key: APIXJSLKIYYUKG-UHFFFAOYAL
  • O=C2N(c1ncnc1C(=O)N2C)CC(C)C
Properties
C10H14N4O2
Molar mass 222.3 g/mol
Appearance White solid
Melting point 199 to 201 °C (390 to 394 °F; 472 to 474 K)
Solubility Soluble in ethanol, DMSO, and methanol
Vapor pressure {{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
YesY verify (what is YesYN ?)
Infobox references

IBMX, 3-isobutyl-1-methylxanthine, like other methylated xanthine derivatives, is both a

  1. competitive nonselective phosphodiesterase inhibitor [1] which raises intracellular cAMP, activates PKA, inhibits TNF-alpha [2][3] and leukotriene [4] synthesis, and reduces inflammation and innate immunity [4] and
  2. nonselective adenosine receptor antagonist.[5]

As a phosphodiesterase inhibitor, IBMX has IC50 = 2-50 μM [6] and does not inhibit PDE8 or PDE9.[7]

References

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  7. Soderling and Beavo Current Opinion in Cell Biol. 2000 12 174


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