7-(1,3-dioxolan-2-ylmethyl)-1,3-dimethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione

• ChemBase编号: 121647
• 分子式: C11H14N4O4
• 平均质量: 266.25326
• 单一同位素质量: 266.10150495
• SMILES: c12c(c(=O)n(c(=O)n1C)C)n(cn2)CC1OCCO1
• Canonical SMILES: Cn1c(=O)n(C)c2c(c1=O)n(cn2)CC1OCCO1
• InChI: InChI=1S/C11H14N4O4/c1-13-9-8(10(16)14(2)11(13)17)15(6-12-9)5-7-18-3-4-19-7/h6-7H,3-5H2,1-2H3
• InChIKey: HWXIGFIVGWUZAO-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 7-(1,3-dioxolan-2-ylmethyl)-1,3-dimethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione
• IUPAC传统名: doxofylline; 7-(1,3-dioxolan-2-ylmethyl)-1,3-dimethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione
• 别名: 7-((1,3-dioxolan-2-yl)methyl)-1,3-dimethyl-1H-purine-2,6(3H,7H)-dione; Doxofylline; Ansimar; Maxivent; Doxofylline

登记号

• CAS号: 69975-86-6
• PubChem SID: 162216000
• PubChem CID: 50942

理论计算性质

• 质子受体: 5
• 质子供体: 0
• LogD (pH = 5.5): -0.48524362
• LogD (pH = 7.4): -0.48524347
• Log P: -0.48524347
• 摩尔折射率: 64.6868 cm^3
• 极化性: 24.134043 Å^3
• 极化表面积: 76.9 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

药理学性质

• 作用靶点: Others
• 生物活性机理: Increase in cyclic AMP inhibits activation of inflammatory cells in addition to bronchodilation; The bronchodilatory effect is due to their ability to inhibit phosphodiesterase (PDE) and thus inhibit breakdown of cAMP (cyclic adenosine monophosphate)

产品相关信息

• 成盐信息: Free Base
• 应用领域: Antitussive agent used for treatment of bronchospasm

参考文献

• U.K. Pat., 1978, Instituto Biologico Chemioterapico ABC, 1 582 510; CA, 90, 197858y, (pharmacol)
• Franzone, J.S. et al., Farmaco, Ed. Sci., 1981, 36, 220, (metab)
• Badini, C. et al., Farmaco, Ed. Sci., 1982, 37, 320, (hplc)
• Bologna, E. et al., J. Int. Med. Res., 1990, 18, 282, (pharmacokinet)
• Martindale, The Extra Pharmacopoeia, 30th edn., Pharmaceutical Press, 1993, 1317
• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, TEQ175