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Key Documents

I7018

Sigma-Aldrich

3-Isobutyl-1-methylxanthine

≥99%, BioUltra

Synonyma:

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

Přihlásitk zobrazení cen stanovených pro organizaci a smluvních cen


About This Item

Empirický vzorec (Hillův zápis):
C10H14N4O2
Číslo CAS:
Molekulová hmotnost:
222.24
Beilstein/REAXYS Number:
247859
EC Number:
MDL number:
UNSPSC Code:
12352202
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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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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


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