3-Isobutyl-1-methylxanthine
SIGMA/I5879 - ≥99% (HPLC), powder
Synonym: 1-
CAS Number: 28822-58-4
Empirical Formula (Hill Notation): C10H14N4O2
Molecular Weight: 222.24
EC Number: 249-259-3
MDL Number: MFCD00005584
Linear Formula: C10H14N4O2
Product Type: Chemical
| assay | ≥99% (HPLC) |
| color | white to off-white |
| form | powder |
| InChI | 1S/C10H14N4O2/c1-6(2)4-14 |
| InChI key | APIXJSLKIYYUKG-UHFFFAOYSA |
| mp | 200-201 °C (lit.) |
| Quality Level | 200  |
| SMILES string | CC(C)CN1C(=O)N(C)C(=O)c2[ |
| solubility | DMSO: 1 M (with gentle warming) |
| ethanol: 10 mg/mL | |
| storage temp. | −20°C |
| Application: | 3-Isobutyl-1-methylxanthi • in the differentiation of mesenchymal stem cells (MSC) • as a culture medium supplement for inducing adipogenic differentiation • as a supplement in Krebs-Ringer buffer with HEPES (KRBH) solution for inducing glucose-stimulated insulin secretion (GSIS) • in the characterization of adipose-derived mesenchymal stem cells • in cyclic adenosine monophosphate (cAMP) assay • in phosphodiesterase (PDE) inhibition |
| 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. |
| 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. |
| General description: | 3-isobutyl-1-methylxanthi |
| Packaging: | 1, 5 g in poly bottle |
| Packaging: | 100 mg in poly bottle |
| Packaging: | 250 mg in poly tube |
| Hazard Codes | Xn |
| Risk Statements | 22 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 3 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Purity | ≥99% (HPLC) |
| mp | 200-201 °C (lit.) |
| Storage Temp. | −20°C |
| UNSPSC | 12352202 |