Structure via PubChem · Public domain (PubChem)
isobutylmethylxanthine
Sign in to saveAlso known as 1-methyl-3-(2-methylpropyl)-7H-purine-2,6-dione, 3-Isobutyl-1-methyxanthine, 3-isobutyl-1-methyl-7H-xanthine, 3-isobutyl-1-methylxanthine, IBMX, 3-isobutyl-1-methyl-3,7-dihydro-1H-purine-2,6-dione, 1-methyl-3-isobutylxanthine
IBMX (3-isobutyl-1-methylxanthine), like other methylxanthine derivatives, is both a: competitive non-selective phosphodiesterase inhibitor which raises intracellular cAMP, activates PKA, inhibits TNFα and leukotriene synthesis, and reduces inflammation and innate immunity, and nonselective adenosine receptor antagonist.
Chemical data
- Formula
- C10H14N4O2
- Molecular weight
- 222.24 g/mol
- IUPAC name
- 1-methyl-3-(2-methylpropyl)-7H-purine-2,6-dione
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
1,522 papers- Nypa fruticans Wurmb inhibits melanogenesis in isobutylmethylxanthine‑treated melanoma via the PI3K/AKT/mTOR/CREB and MAPK signaling pathways.Experimental and therapeutic medicine · 2022
- Isobutylmethylxanthine and other classical cyclic nucleotide phosphodiesterase inhibitors affect cAMP-dependent protein kinase activity.Cellular signalling · 1993
- Effects of cholera toxin and isobutylmethylxanthine on growth of human fibroblasts.The American journal of physiology · 1986
- Effect of forskolin and isobutylmethylxanthine on delta-opioid receptor activity in neuroblastoma x glioma NG108-15 cells.The Journal of pharmacology and experimental therapeutics · 1993
- Induction of CCAAT/Enhancer-Binding Protein β Expression With the Phosphodiesterase Inhibitor Isobutylmethylxanthine Improves Myoblast Engraftment Into Dystrophic Muscle.Stem cells translational medicine · 2016
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 222.112
Show 4 more facts
- chemical formula
- C₁₀H₁₄N₄O₂
- canonical SMILES
- CC(C)CN1C2=C(C(=O)N(C1=O)C)NC=N2
- subject has role
- phosphodiesterase inhibitor
- Commons category
- IBMX
via Wikidata · CC0
~1 min read
Encyclopedic overview
1 sectionsContents
- References
IBMX (3-isobutyl-1-methylxanthine), like other methylxanthine derivatives, is both a: competitive non-selective phosphodiesterase inhibitor which raises intracellular cAMP, activates PKA, inhibits TNFα and leukotriene synthesis, and reduces inflammation and innate immunity, and nonselective adenosine receptor antagonist.
As a phosphodiesterase inhibitor, IBMX has IC50 = 2–50 μM and does not inhibit PDE8 or PDE9.
Excerpted from Wikipedia’s “isobutylmethylxanthine” article, available under the CC BY-SA 4.0 licence.