2-fluoro-9-diazofluorene | 2069-26-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 2-fluoro-9-diazofluorene
• 英文别名: 2-Fluor-9-diazo-fluorenon；9-Diazo-2-fluorfluoren；2-Fluor-9-diazo-fluoren；(9E)-9-diazo-2-fluorofluorene
• CAS: 2069-26-3
• 化学式: C₁₃H₇FN₂
• 分子量: 210.21
• InChiKey: IFAAZHWICBLXHX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  16
• 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：
  2

反应信息

• 作为反应物：
  描述：

  2-fluoro-9-diazofluorene 在 氨 作用下， 以 四氢呋喃 、 正己烷 、 乙酸乙酯 为溶剂， 以5 g(73%)的产率得到2-fluorofluorene-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-fluoro-9-fluorenone hydrazone 在 manganese dioxide 作用下， 以 四氢呋喃 为溶剂， 反应 18.0h， 以to provide 6.5 g (100%) of product (13) as a red solid which的产率得到2-fluoro-9-diazofluorene
  参考文献：
  名称：

  Spirofluoreneisothiazolidinone dioxides as aldose reductase inhibitors

  摘要：

  本发明揭示了新的螺噻唑啉二氧化物类芴异构体及其制备方法。

  公开号：

  US04968809A1

文献信息

• Azines possessing strong push–pull donors/acceptors
  作者：Dharinee D. Choytun、Lisa D. Langlois、Thomas P. Johansson、Charles L. B. Macdonald、Gary W. Leach、Noham Weinberg、Jason A. C. Clyburne

  DOI：10.1039/b404129a

  日期：——

  Azines (R2CN–NCR2) are 2,3-diaza analogues of 1,3-butadiene. In this report we show that strong polarisation of the azine imparts structural features consistent with delocalization within the azine fragment; NLO properties for the azines are also reported.

  吖嗪 (R2CN–NCR2) 是 1,3-丁二烯的 2,3-二氮杂类似物。在本报告中，我们表明，吖嗪的强极化赋予了与吖嗪片段内的离域一致的结构特征；还报道了吖嗪的 NLO 性质。
• Knorr,R. et al., Chemische Berichte, 1979, vol. 112, p. 3490 - 3514
  作者：Knorr,R. et al.

  DOI：——

  日期：——
• Synthesis of substituted fluorenones and substituted 3',3'-dichlorospiro[fluorene-9,2'-thiiranes] and their reactivities
  作者：Warren Chew、Rosemary C. Hynes、David N. Harpp

  DOI：10.1021/jo00068a039

  日期：1993.7

  Several novel 9-fluorenones were synthesized and were used as precursors in an attempt to prepare unique substituted 3',3'-dichlorospiro[fluorene-9,2'-thiiranes]. Several of the thiiranes were unstable and desulfurized during their preparation (7a-d,11,12). 3',3'-Dichloro(2,5-dimethoxyspiro[fluorene-9,2'-thiirane] (7f) was prepared along with 2,2-dichloro-3,3-bis(4-methoxyphenyl)thiirane (16), and 3',3'-dichloro-10,11-dihydrospiro[5H-dibenzo[a,d]cycloheptane-5,2'-thiirane] (17) all of which were stable at room temperature. A study of the reactivity of fluorenyl-substituted thiiranes and other related thiiranes showed that the extent of aromaticity of the substituents at the 3-position of the thiiranes influences their stabilities.
• Burgert, Wolfgang; Grosse, Michael; Rewicki, Dieter, Chemische Berichte, 1982, vol. 115, # 1, p. 309 - 323
  作者：Burgert, Wolfgang、Grosse, Michael、Rewicki, Dieter

  DOI：——

  日期：——
• 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.