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.
In the Vinony graph
Within Vinony's link graph, isobutylmethylxanthine is referenced by 268 other articles, and connects out to adenosine receptor, dyphylline and diquafosol.
It sits within the topics Adenosine receptor antagonists, Chembox image size set and ECHA InfoCard ID from Wikidata.
Its subject is documented across 10 Wikipedia language editions.
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.