AdipoGen Life Sciences

IBMX

CHF 120.00
In stock
AG-CR1-3512-M500500 mgCHF 120.00
AG-CR1-3512-G0011 gCHF 200.00
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Product Details
Synonyms 3-Isobutyl 1-methylxanthine; NSC 165960; EINECS 249-259-3
Product Type Chemical
Properties
Formula

C10H14N4O2

MW 222.3
CAS 28822-58-4
RTECS ZD8500000
Purity Chemicals ≥99% (HPLC)
Appearance White to off-white solid.
Solubility Soluble in DMSO (20mg/ml), ethanol (10mg/ml) or methanol (10mg/ml). Insoluble in water.
Identity Determined by 1H-NMR.
InChi Key APIXJSLKIYYUKG-UHFFFAOYSA-N
Smiles CC(C)CN1C2=C(NC=N2)C(=O)N(C)C1=O
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage -20°C
Use/Stability Stable for at least 2 years after receipt when stored at -20°C.
Stock solutions are stable for at least 3 months when stored at -20°C.
Documents
MSDS Download PDF
Product Specification Sheet
Datasheet Download PDF
Description
  • Cell permeable, competitive, non-specific cAMP and cGMP phosphodiesterase inhibitor [1, 5, 6, 11].
  • Increases cAMP levels that activate PKA, leading to decreased proliferation, increased differentiation and induction of apoptosis [9].
  • Enhances differentiation of 3T3-L1 cells [3].
  • Non-selective adenosine receptor antagonist [4].
  • Inhibits Ca2+ ion channels [7, 8].
  • Activates TNF-α [10].
  • Adipogenic [10].
  • Activates leukotriene synthesis [12].
  • Reduces inflammation and innate immunity [12].
Product References
  1. Effects of xanthine derivatives on lipolysis and on adenosine 3',5'- monophosphate phosphodiesterase activity: J.A. Beavo, et al.; Mol. Pharmacol. 6, 597 (1970)
  2. Inhibition of growth of primary and metastatic Lewis lung carcinoma cells by the phosphodiesterase inhibitor isobutylmethylxanthine: P. Janik, et al.; Cancer Res. 40, 1950 (1980)
  3. A role for soluble cAMP phosphodiesterases in differentiation of 3T3-L1adipocytes: M.L. Elks & V.C. Manganiello; J. Cell Physiol. 124, 191 (1985)
  4. Adenosine receptors: development of selective agonists and antagonists: J.W. Daly, et al.; Prog. Clin. Biol. Res. 230, 41 (1987)
  5. Primary sequence of cyclic nucleotide phosphodiesterase isozymes and the design of selective inhibitors: J.A. Beavo & D.H. Reifsnyder; TIPS 11, 150 (1990)
  6. Isobutylmethylxanthine and other classical cyclic nucleotide phosphodiesterase inhibitors affect cAMP-dependent protein kinase activity: C. Tomes, et al.; Cell Signal. 5, 615 (1993)
  7. IBMX induces calcium release from intracellular stores in rat sensory neurones: Y. Usachev & A. Verkhratsky; Cell Calcium 17, 197 (1995)
  8. Inhibition of recombinant human cardiac L-type Ca2+ channel α1C subunits by 3-isobutyl-1-methylxanthine: I.M. Fearon, et al.; Eur. J. Pharmacol. 342, 353 (1998)
  9. Up-regulation of the cAMP/PKA pathway inhibits proliferation, induces differentiation, and leads to apoptosis in malignant gliomas: T.C. Chen, et al.; Lab. Invest. 78, 165 (1998)
  10. The phosphodiesterase inhibitor IBMX suppresses TNF-alpha expression in human adipocyte precursor cells: a possible explanation for its adipogenic effect: F. Hube, et al.; Horm. Metab. Res. 31, 359 (1999)
  11. Cyclic nucleotide phosphodiesterases: D.M. Essayan; J. Allergy Clin. Immunol. 108, 671 (2001)
  12. Leukotrienes: underappreciated mediators of innate immune responses: M. Peters-Golden, et al.; J. Immunol. 174, 589 (2005)
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