| IBMX | |
|---|---|
 |
|
| IUPAC name |
1-methyl-3-(2-methylpropyl)-7H-purine-2,6-dione
|
| Other names | 3-Isobutyl-1-methylxanthine |
| Identifiers | |
| CAS number | 28822-58-4  |
| PubChem | 3758 |
| SMILES |
CC(C)CN1C2=C(C(=O)N(C1=O)C)NC=N2
|
| 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 |
| (what is this?) (verify) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
|
| 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
- ^ Essayan DM. (2001). "Cyclic nucleotide phosphodiesterases.". J Allergy Clin Immunol. 108 (5): 671-80. doi:. 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:. 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. http://ajrccm.atsjournals.org/cgi/pmidlookup?view=long&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. http://www.jimmunol.org/cgi/content/full/174/2/589.
- ^ 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.
- ^ J.A.Beavo et al. Mol. Pharmacol. 1970 6 597
- ^ Soderling and Beavo Current Opinion in Cell Biol. 2000 12 174
|
||||||||||||||||||||||||||||||||
 |
This article about an organic compound is a stub. You can help Wikipedia by expanding it. |
This entry is from Wikipedia, the leading user-contributed encyclopedia. It may not have been reviewed by professional editors (see full disclaimer)
