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I7018

Sigma-Aldrich

3-Isobutyl-1-methylxanthine

BioUltra, ≥99%

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Synonym(s):
1-Methyl-3-isobutylxanthine, 3,7-Dihydro-1-methyl-3-(2-methylpropyl)-1H-purine-2,6-dione, 3-Isobutyl-1-methyl-2,6(1H,3H)-purinedione, IBMX
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

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

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This Item
I5879D5385T4500
1,7-Dimethylxanthine ~98%, solid

Sigma-Aldrich

D5385

1,7-Dimethylxanthine

Theobromine &#8805;98.0%

Sigma-Aldrich

T4500

Theobromine

mp

200-201 °C (lit.)

mp

200-201 °C (lit.)

mp

294-296 °C (lit.)

mp

345-350 °C

solubility

DMSO: soluble 1 M (with gentle warming)

solubility

DMSO: 1 M (with gentle warming), ethanol: 10 mg/mL

solubility

ethanol: 0.6 mg/mL, H2O: 1 mg/mL, 0.1 M NaOH: 2 mg/mL

solubility

H2O: slightly soluble, aqueous base: moderately soluble, ethanol: slightly soluble

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%

cation traces

-

cation traces

-

cation traces

-

storage temp.

−20°C

storage temp.

−20°C

storage temp.

-

storage temp.

-

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

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(

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

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