I5879

3-Isobutyl-1-methylxanthine

≥99% (HPLC), powder

• 동의어(들): 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
• 실험식(Hill 표기법): C₁₀H₁₄N₄O₂
• CAS Number: 28822-58-4
• Molecular Weight: 222.24
• Beilstein: 247859
• EC Number: 249-259-3
• MDL number: MFCD00005584
• UNSPSC 코드: 12352202
• PubChem Substance ID: 24277680
• NACRES: NA.77

속성

• 분석: ≥99% (HPLC)
• 형태: powder
• 색상: white to off-white
• mp: 200-201 °C (lit.)
• solubility: DMSO: 1 M (with gentle warming); ethanol: 10 mg/mL
• 저장 온도: −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
• 유전자 정보: human ... PRKAR1A(5573) , PRKAR1AP(5574) , PRKAR1B(5575) , PRKAR2A(5576) , PRKAR2B(5577) ; rat ... Adora1(29290) , Adora2a(25369)

설명

일반 설명

3-isobutyl-1-methylxanthine/IBMX is a non-selective, non-specific inhibitor of cAMP and cGMP phosphodiesterases. IBMX can induce melanogenesis, and can be used as a positive control in melanogenesis research. In oocyte research, IBMX assists in maintaining the germinal vesicle (GV) arrest of prophase I oocytes.

애플리케이션

3-Isobutyl-1-methylxanthine has been used:

• 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

생화학적/생리학적 작용

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.

안전성 정보

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point (°F): Not applicable
• Flash Point (°C): Not applicable
• 개인 보호 장비: dust mask type N95 (US), Eyeshields, Faceshields, Gloves