2-Chlor-9-hydrazono-fluorenon | 885-41-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 2-Chlor-9-hydrazono-fluorenon
• 英文别名: 2-Chlor-9-hydrazono-fluoren；2-Chloro-9-fluorenone hydrazone；(2-chlorofluoren-9-ylidene)hydrazine
• CAS: 885-41-6
• 化学式: C₁₃H₉ClN₂
• 分子量: 228.681
• InChiKey: BBXVKWTWYMJHFV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 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：
  38.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-Chlor-9-hydrazono-fluorenon 在 manganese(IV) oxide 、 二氧化硫 、 氨 作用下， 以 四氢呋喃 为溶剂， 反应 18.0h， 生成 2-chlorofluorene-9-sulfonamide
  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
• 作为产物：
  描述：

  2-氯-9H-氧芴 在 一水合肼 作用下， 生成 2-Chlor-9-hydrazono-fluorenon
  参考文献：
  名称：

  羰基和硫代羰基化合物：八。四卤代-邻苯醌作用合成芴醚

  摘要：

  卤化芴醚 Ic-If 是通过四氯和四溴邻苯醌在沸腾的干燥苯中对相应的卤代芴的作用直接产生的。描述了通过四卤代-邻苯醌对 2-氯-和 2,7-二氯-芴酮腙的作用制备芴醚。酮腙很容易被氧化汞氧化成相应的 9-重氮芴，后者很容易与卤醌反应生成亚甲基醚。

  DOI：

  10.1139/v64-427

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.

  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。
• Gante,J.; Mohr,G., Chemische Berichte, 1975, vol. 108, p. 1138 - 1141
  作者：Gante,J.、Mohr,G.

  DOI：——

  日期：——
• CARBONYL AND THIOCARBONYL COMPOUNDS: VIII. SYNTHESIS OF FLUORENE ETHERS BY THE ACTION OF TETRAHALO-<i>o</i>-BENZOQUINONES
  作者：N. Latif、N. Mishriky

  DOI：10.1139/v64-427

  日期：1964.12.1

  The halogenated fluorene ethers Ic–If are directly produced by the action of tetrachloro-and tetrabromo-o-benzoquinone on the corresponding halofluorene in boiling dry benzene. The preparation of the fluorene ethers by the action of tetrahalo-o-benzoquinones on 2-chloro-and 2,7-dichloro-fluorenone hydrazone is described. The ketohydrazones are readily oxidized by mercuric oxide to the corresponding 9-diazofluorenes

  卤化芴醚 Ic-If 是通过四氯和四溴邻苯醌在沸腾的干燥苯中对相应的卤代芴的作用直接产生的。描述了通过四卤代-邻苯醌对 2-氯-和 2,7-二氯-芴酮腙的作用制备芴醚。酮腙很容易被氧化汞氧化成相应的 9-重氮芴，后者很容易与卤醌反应生成亚甲基醚。
• 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.