8-(methoxymethyl)-1-methyl-3-(2-methylpropyl)-2,3,6,7-tetrahydro-1H-purine-2,6-dione

• ChemBase编号: 105166
• 分子式: C12H18N4O3
• 平均质量: 266.29632
• 单一同位素质量: 266.13789046
• SMILES: COCc1nc2c([nH]1)c(=O)n(C)c(=O)n2CC(C)C
• Canonical SMILES: COCc1[nH]c2c(n1)n(CC(C)C)c(=O)n(c2=O)C
• InChI: InChI=1S/C12H18N4O3/c1-7(2)5-16-10-9(11(17)15(3)12(16)18)13-8(14-10)6-19-4/h7H,5-6H2,1-4H3,(H,13,14)
• InChIKey: NBLBCGUCPBXKOV-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 8-(methoxymethyl)-1-methyl-3-(2-methylpropyl)-2,3,6,7-tetrahydro-1H-purine-2,6-dione; 8-(methoxymethyl)-1-methyl-3-(2-methylpropyl)-2,3,6,9-tetrahydro-1H-purine-2,6-dione
• IUPAC传统名: 8-(methoxymethyl)-1-methyl-3-(2-methylpropyl)-7H-purine-2,6-dione; 8-(methoxymethyl)-1-methyl-3-(2-methylpropyl)-9H-purine-2,6-dione
• 别名: 8-Methoxymethyl-IBMX; 8-METHOXYMETHYL-1-METHYL-3-(2-METHYLPROPYL)XANTHINE; 8-Methoxymethyl-3-isobutyl-1-methylxanthine; 3,7-Dihydro-8-(methoxymethyl)-1-methyl-3-(2-methylpropyl)-1H-purine-2,6-dione; 8-Methoxymethyl-3-isobutyl-1-methylxanthine; 8-Methoxymethyl-1-methyl-3-(2-methylpropyl) Xanthine

登记号

• CAS号: 78033-08-6
• MDL号: MFCD00211081
• PubChem SID: 24278541; 162105862
• PubChem CID: 155806

理论计算性质

• Log P: 0.38460737
• 摩尔折射率: 68.2631 cm^3
• 极化性: 25.976109 Å^3
• 极化表面积: 78.53 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true
• Acid pKa: 10.371393
• 质子受体: 4
• 质子供体: 1
• LogD (pH = 5.5): 0.3845691
• LogD (pH = 7.4): 0.38419983

分子性质

理化性质

• 溶解度: DMSO - 2mg in 0.5ml @ 25°C; Ethanol - 2mg in 0.4 ml - clear and colorless.; ethanol: soluble10 mg/mL
• 外观: White Solid
• 熔点: 189-190°C

安全信息

• 保存条件: -20°C Freezer; Room Temperature (15-30°C)
• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

药理学性质

• 相关基因信息: human ... PDE1A(5136), PDE1B(5153)

产品相关信息

• 纯度: ≥98%; 98%
• Empirical Formula (Hill Notation): C12H18N4O3

详细说明

MP Biomedicals - 02158955

Purity: 98%
Specifically inhibits Ca^2+ -calmodulin-dependent phosphodiesterase.

Sigma Aldrich - M2547

Biochem/physiol Actions
Selective inhibitor of Ca2+-calmodulin-dependent phosphodiesterase I (PDE1).

Toronto Research Chemicals - M264500

A specific inhibitor of calmodulin-sensitive cyclic GMP phosphodiesterase.

参考文献

• Wells, J.N. and Miller, J.R., Methods Enzymol. , 159 : 489 (1988).
• Ahn, H.S., et al., Biochem. Pharmacol. , 38 : 3331 (1989).
• Ahlstroem, M., Cell. Mol. Biol. Lett., 10, 305 (2005)
• Marte, A., et al.: J. Neurosci. Res., 86, 3338 (2005)