2,7-difluoro-9-diazofluorene | 132606-23-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 2,7-difluoro-9-diazofluorene
• 英文别名: 9-diazo-2,7-difluoro-9H-fluorene；9-diazo-2,7-difluorofluorene
• CAS: 132606-23-6
• 化学式: C₁₃H₆F₂N₂
• 分子量: 228.201
• InChiKey: ORHIAYGCRFITFX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,7-difluoro-9-diazofluorene 在 二氧化硫 、 氨 作用下， 以 四氢呋喃 、 正己烷 、 乙酸乙酯 为溶剂， 生成 2,5-difluorofluorene-9-sulfonamide
  参考文献：
  名称：

  Spirofluoreneisothiazolidinone dioxides as aldose reductase inhibitors

  摘要：

  揭示了新的螺合芴异噻唑啉二氧化物及其制备方法。

  公开号：

  US04968809A1
• 作为产物：
  描述：

  2,7-二氟-9H-芴 在 正丁基锂 、 对甲苯磺酰叠氮 作用下， 生成 2,7-difluoro-9-diazofluorene
  参考文献：
  名称：

  Spiro[fluoreneisothiazolidin]one dioxides: new aldose reductase and L-hexonate dehydrogenase inhibitors

  摘要：

  The first examples of spiro[fluorene-9,4'- and -9,5'-isothiazolidin]one dioxides (1 and 2) were synthesized and screened for activity as aldose reductase and L-hexonate dehydrogenase inhibitors. Compared to compounds 1, and 9,5'-compounds 2, synthesized from fluorene-9-sulfonamides by alkylation at C(9) with ethyl bromoacetate followed by cyclization, were more active, but relatively nonselective, inhibitors of aldose reductase and L-hexonate dehydrogenase, with IC50 values for in vitro inhibition of both enzymes on the order of 10(-7)-10(-8) M. However, the isomeric 9,4'-compounds 1, prepared by alkylation of fluorene-9-carboxylic acid esters with bromo- or iodo-methanesulfonamide followed by cyclization, were more selective inhibitors Of L-hexonate dehydrogenase with IC50 values of about 10(-6) M.

  DOI：

  10.1021/jm00115a011

文献信息

• Spirofluoreneisothiazolidinone dioxides as aldose reductase inhibitors
  申请人：——

  公开号：US04968809A1

  公开（公告）日：1990-11-06

  New spirofluoreneisothiazolidinone dioxides and methods for their preparation are disclosed.

  揭示了新的螺合芴异噻唑啉二氧化物及其制备方法。
• Tetrapodal Molecular Switches and Motors: Synthesis and Photochemistry
  作者：Kuang-Yen Chen、Sander J. Wezenberg、Gregory T. Carroll、Gábor London、Jos C. M. Kistemaker、Thomas C. Pijper、Ben L. Feringa

  DOI：10.1021/jo501190f

  日期：2014.8.1

  The design, synthesis, and dynamic behavior of a series of novel tetrapodal molecular switches and motors containing common functional groups for attachment to various inorganic and organic surfaces are presented. Using a Diels–Alder reaction, an anthracene unit with four functionalized alkyl substituents (“legs”) was coupled to maleimide-functionalized molecular switches or motors under ambient conditions

  介绍了一系列新型四足分子开关和电机的设计、合成和动态行为，这些开关和电机包含用于连接各种无机和有机表面的通用官能团。使用 Diels-Alder 反应，在环境条件下将具有四个官能化烷基取代基（“腿”）的蒽单元与马来酰亚胺官能化分子开关或马达耦合。“腿”上的末端官能团包括硫代乙酸酯和叠氮化物，使这些开关和电机成为附着在金属或炔烃功能化表面上的理想选择。紫外/可见吸收光谱表明，分子开关和马达在连接到四足蒽后保持其经历可逆光诱导和/或热诱导结构变化的能力。
• DUPRIEST, MARK T.
  作者：DUPRIEST, MARK T.

  DOI：——

  日期：——
• US4968809A
  申请人：——

  公开号：US4968809A

  公开（公告）日：1990-11-06
• Spiro[fluoreneisothiazolidin]one dioxides: new aldose reductase and L-hexonate dehydrogenase inhibitors
  作者：Mark T. DuPriest、Brenda W. Griffin、Daniel Kuzmich、Loretta G. McNatt

  DOI：10.1021/jm00115a011

  日期：1991.11

  The first examples of spiro[fluorene-9,4'- and -9,5'-isothiazolidin]one dioxides (1 and 2) were synthesized and screened for activity as aldose reductase and L-hexonate dehydrogenase inhibitors. Compared to compounds 1, and 9,5'-compounds 2, synthesized from fluorene-9-sulfonamides by alkylation at C(9) with ethyl bromoacetate followed by cyclization, were more active, but relatively nonselective, inhibitors of aldose reductase and L-hexonate dehydrogenase, with IC50 values for in vitro inhibition of both enzymes on the order of 10(-7)-10(-8) M. However, the isomeric 9,4'-compounds 1, prepared by alkylation of fluorene-9-carboxylic acid esters with bromo- or iodo-methanesulfonamide followed by cyclization, were more selective inhibitors Of L-hexonate dehydrogenase with IC50 values of about 10(-6) M.