3-[5-({[4-acetyl-5-(1,2,3,4-tetra-O-acetyl-D-xylotetritol-1-yl)-4,5-dihydro-1,3,4-oxadiazol-2-yl]methyl}sulfanyl)-1,3,4-oxadiazol-2-yl]benzo[h]quinolin-4(1H)-one | 1335128-28-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 3-[5-({[4-acetyl-5-(1,2,3,4-tetra-O-acetyl-D-xylotetritol-1-yl)-4,5-dihydro-1,3,4-oxadiazol-2-yl]methyl}sulfanyl)-1,3,4-oxadiazol-2-yl]benzo[h]quinolin-4(1H)-one
• 英文别名: [(2R,3S,4R)-4-[3-acetyl-5-[[5-(4-oxo-1H-benzo[h]quinolin-3-yl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-2H-1,3,4-oxadiazol-2-yl]-2,3,4-triacetyloxybutyl] acetate
• CAS: 1335128-28-3
• 化学式: C₃₂H₃₁N₅O₁₂S
• 分子量: 709.69
• InChiKey: AAQHXTUQJXZTPR-QFNUSYLLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  50
• 可旋转键数：
  16
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.34
• 拓扑面积：
  240
• 氢给体数：
  1
• 氢受体数：
  17

反应信息

• 作为产物：
  描述：

  2-{[5-(4-oxo-1,4-dihydrobenzo[h]quinolin-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl}-N'-(D-xylotetritol-1-ylmethylidene)acetohydrazide 、 乙酸酐 反应 30.0h， 以54%的产率得到3-[5-({[4-acetyl-5-(1,2,3,4-tetra-O-acetyl-D-xylotetritol-1-yl)-4,5-dihydro-1,3,4-oxadiazol-2-yl]methyl}sulfanyl)-1,3,4-oxadiazol-2-yl]benzo[h]quinolin-4(1H)-one
  参考文献：
  名称：

  Synthesis of novel 1,3,4-oxadiazole derivatives and their nucleoside analogs with antioxidant and antitumor activities

  摘要：

  A series of new (1,3,4-oxadiazol-2-yl)-1H-benzo[h]quinolin-4-one derivatives were synthesized, including glucose and xylose hydrazones that were obtained by the reaction of hydrazides with monosaccharides. Cyclization of the sugar hydrazones with acetic anhydride afforded substituted oxadiazoline derivatives. The newly synthesized compounds were evaluated for their antioxidant properties and cytotoxicity, and showed moderate to high activities.

  DOI：

  10.1007/s10593-011-0847-4