1-[N-(6-(2,4-dioxo-1,3-thiazolidin-3-yl)hexyl)]-1-azonia-3,5,7-triazatricyclodecane bromide | 1333000-95-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑啉类
• 英文名称: 1-[N-(6-(2,4-dioxo-1,3-thiazolidin-3-yl)hexyl)]-1-azonia-3,5,7-triazatricyclodecane bromide
• CAS: 1333000-95-5
• 化学式: Br*C₁₅H₂₆N₅O₂S
• 分子量: 420.374
• InChiKey: HTXJBLSUKMUHGK-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -2.25
• 重原子数：
  24.0
• 可旋转键数：
  7.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  47.1
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  1-[N-(6-(2,4-dioxo-1,3-thiazolidin-3-yl)hexyl)]-1-azonia-3,5,7-triazatricyclodecane bromide 在 盐酸 作用下， 以 乙醇 、 水 为溶剂， 反应 18.0h， 生成 [N-(6-(2,4-dioxo-1,3-thiazolidin-3-yl)hexyl)]ammonium chloride
  参考文献：
  名称：

  Design, synthesis, and biological evaluation of novel 2,4-thiazolidinedione derivatives as histone deacetylase inhibitors targeting liver cancer cell line

  摘要：

  As a part of an ongoing effort to find alternate chemotherapeutic agents for hepatocellular carcinoma, we herein, report the design and synthesis of two novel compounds targeting histone deacetylase (HDAC) with 2,4-thiazolidinedione as zinc chelating group. Further, we demonstrate that these compounds show cytotoxicity that parallels their ability to inhibit HDACs activity in human liver cancer cell line HepG2. The findings obtained in this study indicate that 2,4-thiazolidinedione group may be utilized successfully to inhibit HDAC activity with future potential for lead optimization by chemical derivatization of active compound, N-(6-(2,4-dioxothiazolidin-3- yl)hexyl) benzenesulfonamide.

  DOI：

  10.1007/s00044-011-9623-3
• 作为产物：
  描述：

  1,6-二溴己烷 在 三乙胺 作用下， 以 氯仿 、 乙腈 为溶剂， 反应 12.0h， 生成 1-[N-(6-(2,4-dioxo-1,3-thiazolidin-3-yl)hexyl)]-1-azonia-3,5,7-triazatricyclodecane bromide
  参考文献：
  名称：

  Design, synthesis, and biological evaluation of novel 2,4-thiazolidinedione derivatives as histone deacetylase inhibitors targeting liver cancer cell line

  摘要：

  As a part of an ongoing effort to find alternate chemotherapeutic agents for hepatocellular carcinoma, we herein, report the design and synthesis of two novel compounds targeting histone deacetylase (HDAC) with 2,4-thiazolidinedione as zinc chelating group. Further, we demonstrate that these compounds show cytotoxicity that parallels their ability to inhibit HDACs activity in human liver cancer cell line HepG2. The findings obtained in this study indicate that 2,4-thiazolidinedione group may be utilized successfully to inhibit HDAC activity with future potential for lead optimization by chemical derivatization of active compound, N-(6-(2,4-dioxothiazolidin-3- yl)hexyl) benzenesulfonamide.

  DOI：

  10.1007/s00044-011-9623-3

文献信息

• Fast RNA conjugations on solid phase by strain-promoted cycloadditions
  作者：Ishwar Singh、Colin Freeman、Annemieke Madder、Joseph S. Vyle、Frances Heaney

  DOI：10.1039/c2ob25628b

  日期：——

  Strain promoted cycloaddition is presented as a tool for RNA conjugation on the solid phase; RNA-cyclooctyne conjugates are prepared by cycloaddition to both azide (strain-promoted azide–alkyne cycloaddition, SPAAC) and nitrile oxide dipoles (strain-promoted nitrile oxide–alkyne cycloaddition, SPNOAC). The conjugation is compatible with 2′-OMe blocks and with 2′-O-TBDMS protection on the ribose moieties

  菌株促进的环加成反应被认为是固相上RNA结合的工具。RNA-环辛炔共轭物是通过环加成叠氮化物（应变促进的叠氮化物-炔烃环加成，SPAAC）和一氧化二氮偶极（应变促进的腈氧化物-炔烃环加成，SPNOAC）而制备的。该缀合物与糖的核糖部分上的2'-OMe嵌段和2'- O- TBDMS保护相容。发现一氧化二氮偶极子比叠氮化物更具反应性。在室温下，在水性溶剂中，在没有任何金属催化剂的情况下，共轭反应会在10分钟内进行，并能耐受具有不同空间体积和电子要求（包括pyr基）的偶极子，香豆素 和十二烷基衍生物。