IBMX

From Wikipedia, the free encyclopedia - View original article

IBMX
Identifiers
CAS number28822-58-4 YesY
PubChem3758
ChemSpider3627 YesY
UNIITBT296U68M YesY
DrugBankDB07954
KEGGC13708 YesY
ChEBICHEBI:34795 YesY
ChEMBLCHEMBL275084 YesY
IUPHAR ligand388
Jmol-3D images Image 1
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
 YesY (verify) (what is: YesY/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references
 
Jump to: navigation, search
IBMX
Identifiers
CAS number28822-58-4 YesY
PubChem3758
ChemSpider3627 YesY
UNIITBT296U68M YesY
DrugBankDB07954
KEGGC13708 YesY
ChEBICHEBI:34795 YesY
ChEMBLCHEMBL275084 YesY
IUPHAR ligand388
Jmol-3D images Image 1
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
 YesY (verify) (what is: YesY/N?)
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

  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

  1. ^ Essayan DM. (2001). "Cyclic nucleotide phosphodiesterases.". J Allergy Clin Immunol. 108 (5): 671–80. doi:10.1067/mai.2001.119555. PMID 11692087. 
  2. ^ 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. //www.ncbi.nlm.nih.gov/pmc/articles/PMC2664230/. 
  3. ^ 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. 
  4. ^ 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. 
  5. ^ 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. 
  6. ^ Mol. Pharmacol 6: 597. 1970. 
  7. ^ Soderling and Beavo Current Opinion in Cell Biol. 2000 12 174