O-desmethyl tolrestat sulfate disodium salt | 135100-61-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: O-desmethyl tolrestat sulfate disodium salt
• CAS: 135100-61-7
• 化学式: C₁₅H₁₀F₃NO₆S₂*2Na
• 分子量: 467.354
• InChiKey: ZGSABULCTINZHJ-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  -1.94
• 重原子数：
  28.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  109.8
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为产物：
  描述：

  托瑞司他 在 三氧化硫 、 氢溴酸 、 溶剂黄146 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 84.0h， 生成 O-desmethyl tolrestat sulfate disodium salt
  参考文献：
  名称：

  Synthesis and biological evaluation of tolrestat metabolites

  摘要：

  The syntheses of five, previously isolated (from the rat) metabolites of the aldose reductase inhibitor, tolrestat (1) are described, namely tolrestat S-oxide (2), O-desmethyl tolrestat (3), O-desmethyl oxotolrestat (4), O-desmethyl tolrestat sulfate (5) and O-desmethyl oxotolrestat sulfate (6). The synthesis of the metabolite oxotolrestat (7) has been previously reported. These syntheses thus confirmed the structures of the metabolites. The synthetic compounds were tested in the 4-day galactosemic rat model (in vivo) and in the aldose reductase in vitro screen. Only the S-oxide (2) and oxotolrestat (7) have shown very good in vivo activity. All other metabolites were either inactive or had only marginal activity.

  DOI：

  10.1016/0223-5234(91)90029-m