Chemicals and Drugs

1-Methyl-3-isobutylxanthine

A potent cyclic nucleotide phosphodiesterase inhibitor; due to this action, the compound increases cyclic AMP and cyclic GMP in tissue and thereby activates CYCLIC NUCLEOTIDE-REGULATED PROTEIN KINASES

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

A potent cyclic nucleotide phosphodiesterase inhibitor; due to this action, the compound increases cyclic AMP and cyclic GMP in tissue and thereby activates CYCLIC NUCLEOTIDE-REGULATED PROTEIN KINASES

Chemical Identity

Chemical Information

Molecular Formula
C10H14N4O2
Molecular Weight
222.24 g/mol
CAS Registry No.
28822-58-4
IUPAC Name
1-methyl-3-(2-methylpropyl)-7H-purine-2,6-dione
InChIKey
APIXJSLKIYYUKG-UHFFFAOYSA-N
SMILES
CC(C)CN1C2=C(C(=O)N(C1=O)C)NC=N2
MeSH Unique ID
D015056
Source
PubChem CID 3758

MeSH Record

Classification

Broader headings

Related Concepts

Knowledge Graph

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Drug Class

Pharmacological Action

MeSH Record

Synonyms

5 entry terms
  • 3-Isobutyl-1-methylxanthine
  • IBMX
  • Isobutyltheophylline
  • 1 Methyl 3 isobutylxanthine
  • 3 Isobutyl 1 methylxanthine

MeSH Record

Aspects Covered

25 allowable subheadings

Indexed with the subheadings administration & dosage, adverse effects, agonists, analogs & derivatives, analysis, antagonists & inhibitors, blood, cerebrospinal fluid, chemical synthesis, chemistry, classification, economics, history, immunology, isolation & purification, metabolism, pharmacokinetics, pharmacology, poisoning, radiation effects, standards, supply & distribution, therapeutic use, toxicity, urine.

MeSH Record

History Note

91(79); was see under THEOPHYLLINE 1979-90

MeSH Record

Previous Indexing

  • Phosphodiesterase Inhibitors (1978)
  • Phosphodiesterases/antagonists & inhibitors (1972-1977)
  • Xanthines (1966-1978)

MeSH Hierarchy

Tree Number

  1. D03w.633.100.759.758w.824.751w.500w

AMA Style

References

  1. National Library of Medicine. 1-Methyl-3-isobutylxanthine. Medical Subject Headings (MeSH). 2026. Unique ID D015056. http://id.nlm.nih.gov/mesh/2026/D015056
  2. 1-Methyl-3-isobutylxanthine. In: Wikipedia. https://en.wikipedia.org/wiki/IBMX
  3. 1-Methyl-3-isobutylxanthine. In: Wikidata. https://www.wikidata.org/wiki/Q223093
  4. 1-Methyl-3-isobutylxanthine. In: PubChem Compound. CID 3758. https://pubchem.ncbi.nlm.nih.gov/compound/3758