3-Isobutyl-1-methylxanthine

• Catalog No.: 58620
• CAS Number: 28822-58-4
• M. F.: C10H14N4O2
• M. W.: 222.24376
• Purity: ≥98.0% (HPLC)

SYNONYMS

• Title: 3-异丁基-1-甲基黄嘌呤
• IUPAC name: 1-methyl-3-(2-methylpropyl)-2,3,6,7-tetrahydro-1H-purine-2,6-dione
• IUPAC Traditional name: 3 isobutyl 1 methylxanthine
• Synonyms: 3-Isobutyl-1-methyl-2,6(1H,3H)-purinedione; 1-Methyl-3-isobutylxanthine; 3-异丁基-1-甲基-2,6(1H,3H)-嘌呤二酮; 1-甲基-3-异丁基黄嘌呤; 3,7-二氢-1-甲基-3-(2-甲基丙基)-1H-嘌呤-2,6-二酮; 3,7-Dihydro-1-methyl-3-(2-methylpropyl)-1H-purine-2,6-dione; IBMX

DATABASE IDS

• Beilstein Number: 247859
• MDL Number: MFCD00005584
• CAS Number: 28822-58-4
• EC Number: 249-259-3

PROPERTIES

• Empirical Formula (Hill Notation): C10H14N4O2
• Grade: purum
• Purity: ≥98.0% (HPLC)
• Melting Point: 200-201 °C(lit.)
• Melting Point: 201-203 °C
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• European Hazard Symbols: Harmful (Xn)
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• Risk Statements: 22
• RTECS: ZD8500000
• German water hazard class: 3

DETAILS

Description (English)

Other Notes
Raises intracellular cyclic AMP levels2; Produces partial inhibition of cAMP-phosphodiesterase3
Biochem/physiol Actions
Non-specific inhibitor of cAMP and cGMP phosphodiesterases. 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). Also serves as an adenosine receptor antagonist. Shown to inhibit ion channels in the neuromuscular junction, GH3 cells, and vascular smooth muscle cells. Induces calcium release from intracellular stores in sensory neurons.1

Description (简体中文)

Other Notes
Raises intracellular cyclic AMP levels2; Produces partial inhibition of cAMP-phosphodiesterase3
Biochem/physiol Actions
Non-specific inhibitor of cAMP and cGMP phosphodiesterases. 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). Also serves as an adenosine receptor antagonist. Shown to inhibit ion channels in the neuromuscular junction, GH3 cells, and vascular smooth muscle cells. Induces calcium release from intracellular stores in sensory neurons.1