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3-Isobutyl-1-methyl xanthine
Key Features and Details
IBMX has been shown to be a potent, non-specific inhibitor of adenosine 3′,5′-cyclic monophosphate phosphodiesterase (cAMP PDE)4, significantly more effective than theophylline. Also inhibits cGMP phosphodiesterases. IBMX inhibits cyclic nucleotide PDE with subsequent inhibition of cyclic nucleotide hydrolysis, resulting in accumulation of cyclic AMP and guanosine 3′,5′-cyclic monophosphate.
SYNONYMS: IBMX; MIX; MeiBu-Xan; IBX; 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
CAS: #
28822-58-4
MOLECULAR FORMULA: C10H14N4O2
MOLECULAR WEIGHT: 222.25
BEILSTEIN REGISTRY No.: 247859
EC No: 249-259-3
MDL No: MFCD00005584
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PRODUCT DESCRIPTION
IBMX has been shown to be a potent, non-specific inhibitor of adenosine 3',5'-cyclic monophosphate phosphodiesterase (cAMP PDE)4, significantly more effective than theophylline. Also inhibits cGMP phosphodiesterases. IBMX inhibits cyclic nucleotide PDE with subsequent inhibition of cyclic nucleotide hydrolysis, resulting in accumulation of cyclic AMP and guanosine 3',5'-cyclic monophosphate.
Application Notes
IBMX helps in inhibition of phenylephrine-induced release of 5-hydroxytryptamine from neuroendocrine epithelial cells of the airway mucosa (IC50 = 1.3 uM). Also inhibits ion channels in the neuromuscular junction, GH3 cells, and vascular smooth muscle cells. Inhibits the growth of carcinoma cells both in vivo and in vitro in mice.
Usage Statement
Unless specified otherwise, MP Biomedical's products are for research or further manufacturing use only, not for direct human use. For more information, please contact our customer service department.
Key Applications
Inhibition | Cell Signalling
SPECIFICATIONS
SKU: 02195262-CF
Base Catalog Number: 195262
Alternate Names: IBMX; MIX; MeiBu-Xan; IBX; 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
Beilstein Registration No
: 247859
Biochemical Physiological 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.
CAS
: #
28822-58-4
EC No
: 249-259-3
MDL No
: MFCD00005584
Melting Point
: 195 - 202 °C
Molecular Formula
: C10H14N4O2
Molecular Weight
: 222.25
PPE
: Dust mask , Eyeshields, Faceshields, Gloves
RTECS No
: ZD8500000
Safety Symbol
: GHS07
Solubility
: Soluble in Krebs-Henseleit bicarbonate buffer, ethanol (10 mg/mL or 25 mg/mL with sonication), DMSO (1 M with warming), or aqueous NaOH (pH 9.5); slightly soluble in water (0.3 mg/mL hot water). Solubility in 45% (w/v) aqueous 2-hydroxy-propyl-b-cyclodextrin is 3.2 mg/mL.
