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3-Isobutyl-1-methylxanthine_Molecular_structure_CAS_28822-58-4)
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3-Isobutyl-1-methylxanthine

Catalog No. I7018 Name Sigma Aldrich
CAS Number 28822-58-4 Website http://www.sigmaaldrich.com
M. F. C10H14N4O2 Telephone 1-800-521-8956
M. W. 222.24376 Fax
Purity ≥99% Email
Storage Chembase ID: 5583

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-异丁基-1-甲基-2,6(1H,3H)-嘌呤二酮
IBMX
3,7-二氢-1-甲基-3-(2-甲基丙基)-1H-嘌呤-2,6-二酮
1-甲基-3-异丁基黄嘌呤

DATABASE IDS

Beilstein Number 247859
MDL Number MFCD00005584
CAS Number 28822-58-4
PubChem SID 24896107
EC Number 249-259-3

PROPERTIES

Cation Traces Cu: <0.0005%
Cation Traces Fe: <0.005%
Cation Traces K: <0.05%
Cation Traces Mg: <0.005%
Cation Traces NH4+: <0.05%
Cation Traces Na: <0.005%
Cation Traces Pb: <0.001%
Cation Traces Zn: <0.0005%
Ignition Residue <0.1%
Impurities <0.005% Phosphorus (P)
Purity ≥99%
Antion Traces sulfate (SO42-): <0.05%
Cation Traces Al: <0.0005%
Cation Traces Ca: <0.005%
Gene Information rat ... Adora1(29290), Adora2a(25369)
Melting Point 200-201 °C(lit.)
GHS Pictograms GHS07
GHS Signal Word Warning
GHS Hazard statements H302
European Hazard Symbols Harmful Harmful (Xn)
Personal Protective Equipment dust mask type N95 (US), Eyeshields, Faceshields, Gloves
Risk Statements 22
RTECS ZD8500000
Storage Temperature -20°C
German water hazard class 3

DETAILS

Description (English)
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

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