1,20-O.O'-dimethanesulfonyl eicosanediol | 1043569-44-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: 1,20-O.O'-dimethanesulfonyl eicosanediol
• 英文别名: 1,20-bis-(methanesulfonyloxy)eicosane
• CAS: 1043569-44-3
• 化学式: C₂₂H₄₆O₆S₂
• 分子量: 470.736
• InChiKey: GVXZCZPJJYFOGM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.96
• 重原子数：
  30.0
• 可旋转键数：
  23.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  86.74
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  1,20-O.O'-dimethanesulfonyl eicosanediol 在 sodium azide 、 三苯基膦 作用下， 以 N,N-二甲基甲酰胺 、 四氢呋喃 、 水 为溶剂， 反应 18.0h， 以50%的产率得到1,20-diaminoeicosane
  参考文献：
  名称：

  Synthesis of Hsp90 inhibitor dimers as potential antitumor agents

  摘要：

  Structure-based drug design was used to systematically synthesize PU3-dimers. The cytotoxicity of PU3 dimers 6 against breast cancer cell lines was evaluated, and their potency increased as the length of the bridging linker increased. Among the compounds tested, 6e with a C-20 linker was the most potent and exhibited a 20- to 30-fold increase in activity compared with that of the parent compound 5. Western blot analyses of the cell lysates treated with 6c revealed that 6c resulted in the concentration-dependent degradation of the Hsp90 client protein Her2, which is consistent with other Hsp90 inhibitors. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.04.070
• 作为产物：
  描述：

  二十烷二酸 在 lithium aluminium tetrahydride 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 生成 1,20-O.O'-dimethanesulfonyl eicosanediol
  参考文献：
  名称：

  Selective inhibition of glycosyltransferases by bivalent imidazolium salts

  摘要：

  Galactosyltransferases (GalTs) extend the glycan chains of mammalian glycoproteins by adding Gal to terminal GlcNAc residues, and thus build the scaffolds for biologically important glycan structures. We have shown that positively charged bivalent imidazolium salts in which the two imidazolium groups are linked by an aliphatic chain of 20 or 22 carbons form potent inhibitors of purified human beta 3-GalT5, using GlcNAc beta-benzyl as acceptor substrate. The inhibitors are not substrate analogs and also inhibited a selected number of other glycosyltransferases. These bis-imidazolium compounds represent a new class of glycosyltransferase inhibitors with potential as anti-cancer and anti-inflammatory drugs. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.12.034