MilliporeSigma
All Photos(2)

I7018

Sigma-Aldrich

3-Isobutyl-1-methylxanthine

≥99%, BioUltra

Synonym(s):
3-Isobutyl-1-methyl-2,6(1H,3H)-purinedione, IBMX, 1-Methyl-3-isobutylxanthine, 3,7-Dihydro-1-methyl-3-(2-methylpropyl)-1H-purine-2,6-dione
Empirical Formula (Hill Notation):
C10H14N4O2
CAS Number:
Molecular Weight:
222.24
Beilstein:
247859
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.77

product line

BioUltra

Quality Level

assay

≥99%

impurities

<0.005% Phosphorus (P)

ign. residue

<0.1%

mp

200-201 °C (lit.)

solubility

DMSO: soluble 1 M (with gentle warming)

anion traces

sulfate (SO42-): <0.05%

cation traces

Al: <0.0005%
Ca: <0.005%
Cu: <0.0005%
Fe: <0.005%
K: <0.05%
Mg: <0.005%
NH4+: <0.05%
Na: <0.005%
Pb: <0.001%
Zn: <0.0005%

storage temp.

−20°C

SMILES string

CC(C)CN1C(=O)N(C)C(=O)c2[nH]cnc12

InChI

1S/C10H14N4O2/c1-6(2)4-14-8-7(11-5-12-8)9(15)13(3)10(14)16/h5-6H,4H2,1-3H3,(H,11,12)

InChI key

APIXJSLKIYYUKG-UHFFFAOYSA-N

Gene Information

Looking for similar products? Visit Product Comparison Guide

Application

3-Isobutyl-1-methylxanthine, an inhibitor of adenosine 3′,5′-cyclic monophosphate phosphodiesterase (cAMP PDE), has been used:
  • for adipogenic differentiation
  • in tissue culture
  • 3T3-L1 preadipocyte differentiation(

Packaging

1 g in poly bottle

Biochem/physiol Actions

The increase in cAMP level as a result of phosphodiesterase inhibition by IBMX activates PKA, leading to decreased proliferation, increased differentiation, and induction of apoptosis. IBMX inhibits phenylephrine-induced release of 5-hydroxytryptamine from neuroendocrine epithelial cells of the airway mucosa (IC50: 1.3 μM). IBMX also serves as an adenosine receptor antagonist. IBMX has been shown to inhibit ion channels in the neuromuscular junction, GH3 cells, and vascular smooth muscle cells. IBMX induces calcium release from intracellular stores in sensory neurons.

Features and Benefits

  • Trace element testing by ICP
  • ICP testing for trace sulfur (as sulfate) and phosphorus (as phosphate) content
  • Ion chromatography testing for trace ammonium content

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service