IBMX
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IBMX | |
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1-methyl-3-(2-methylpropyl)-7H-purine-2,6-dione |
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Other names
3-Isobutyl-1-methylxanthine |
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Identifiers | |
CAS number | 28822-58-4 |
PubChem | 3758 |
ChemSpider | 3627 |
UNII | TBT296U68M |
DrugBank | DB07954 |
KEGG | C13708 |
ChEBI | CHEBI:34795 |
ChEMBL | CHEMBL275084 |
IUPHAR ligand | 388 |
Jmol-3D images | Image 1 |
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Properties | |
Molecular formula | C10H14N4O2 |
Molar mass | 222.3 g/mol |
Appearance | White solid |
Melting point |
199-201 °C |
Solubility | Soluble in ethanol, DMSO, and methanol |
(verify) (what is: / ?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
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Infobox references |
IBMX, 3-isobutyl-1-methylxanthine, like other methylated xanthine derivatives, is both a
- 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
- 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 [edit]
- ^ Essayan DM. (2001). "Cyclic nucleotide phosphodiesterases.". J Allergy Clin Immunol. 108 (5): 671–80. doi:10.1067/mai.2001.119555. PMID 11692087.
- ^ Deree J, Martins JO, Melbostad H, Loomis WH, Coimbra R. (2008). "Insights into the regulation of TNF-alpha production in human mononuclear cells: the effects of non-specific phosphodiesterase inhibition.". Clinics (Sao Paulo). 63 (3): 321–8. doi:10.1590/S1807-59322008000300006. PMC 2664230. PMID 18568240.
- ^ Marques LJ, Zheng L, Poulakis N, Guzman J, Costabel U (February 1999). "Pentoxifylline inhibits TNF-alpha production from human alveolar macrophages". Am. J. Respir. Crit. Care Med. 159 (2): 508–11. PMID 9927365.
- ^ a b Peters-Golden M, Canetti C, Mancuso P, Coffey MJ. (2005). "Leukotrienes: underappreciated mediators of innate immune responses.". J Immunol. 174 (2): 589–94. PMID 15634873.
- ^ Daly JW, Jacobson KA, Ukena D. (1987). "Adenosine receptors: development of selective agonists and antagonists.". Prog Clin Biol Res. 230 (1): 41–63. PMID 3588607.
- ^ Mol. Pharmacol 6: 597. 1970.
- ^ Soderling and Beavo Current Opinion in Cell Biol. 2000 12 174
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