33-(methyldithio)-4,7,10,13,16,19,22,25,28,31-decaoxatricontanoic acid

• 分子结构分类: 有机化合物 - 有机硫化合物 - 有机二硫化物
• 英文名称: 33-(methyldithio)-4,7,10,13,16,19,22,25,28,31-decaoxatricontanoic acid
• 英文别名: 6,9,12,15,18,21,24,27,30,33-Decaoxa-2,3-dithiahexatriacontan-36-oic acid；3-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-(methyldisulfanyl)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoic acid
• 化学式: C₂₄H₄₈O₁₂S₂
• 分子量: 592.77
• InChiKey: ROAQMHNNMOFWNF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.1
• 重原子数：
  38
• 可旋转键数：
  34
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.96
• 拓扑面积：
  180
• 氢给体数：
  1
• 氢受体数：
  14

反应信息

• 作为产物：
  描述：

  六甘醇 在 palladium on activated charcoal 吡啶 、 三乙基硅烷 、 sodium phosphate buffer 、 hydroxylamine buffer 、 potassium tert-butylate 、 氢气 、 三乙胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 二氯甲烷 、 甲苯 、 乙腈 为溶剂， 20.0 ℃ 、193.05 kPa 条件下， 反应 58.0h， 生成 33-(methyldithio)-4,7,10,13,16,19,22,25,28,31-decaoxatricontanoic acid
  参考文献：
  名称：

  Synthesis of Taxoids with Improved Cytotoxicity and Solubility for Use in Tumor-Specific Delivery

  摘要：

  To develop effective taxane-antibody immunoconjugates, we have prepared a series of modified taxanes that have both improved toxicity and solubility in aqueous systems as compared to paclitaxel (1a). These taxanes have been modified at either the C-10 or C-7 position and were found to be very cytotoxic against both normal and multi-drug-resistant (MDR) cells, as well as up to 30 times more soluble than paclitaxel in various buffer systems.

  DOI：

  10.1021/jm049705s

文献信息

• Synthesis of Taxoids with Improved Cytotoxicity and Solubility for Use in Tumor-Specific Delivery
  作者：Michael L. Miller、Elizabeth E. Roller、Robert Y. Zhao、Barbara A. Leece、Olga Ab、Erkan Baloglu、Victor S. Goldmacher、Ravi V. J. Chari

  DOI：10.1021/jm049705s

  日期：2004.9.1

  To develop effective taxane-antibody immunoconjugates, we have prepared a series of modified taxanes that have both improved toxicity and solubility in aqueous systems as compared to paclitaxel (1a). These taxanes have been modified at either the C-10 or C-7 position and were found to be very cytotoxic against both normal and multi-drug-resistant (MDR) cells, as well as up to 30 times more soluble than paclitaxel in various buffer systems.