2,8-dimethoxy-5H-dibenzo[a,d][7]annulen-5-one | 226896-91-9

• 分子结构分类: 有机化合物 - 碳氢化合物衍生物 - 环庚三烯酮
• 英文名称: 2,8-dimethoxy-5H-dibenzo[a,d][7]annulen-5-one
• 英文别名: 6,13-Dimethoxytricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,9,12,14-heptaen-2-one
• CAS: 226896-91-9
• 化学式: C₁₇H₁₄O₃
• 分子量: 266.296
• InChiKey: DOWBNYUFBWCZRW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,8-dimethoxy-5H-dibenzo[a,d][7]annulen-5-one 在 锂硼氢 、 氯化亚砜 、 四丁基氟化铵 作用下， 以 四氢呋喃 、 氯仿 、 水 为溶剂， 反应 50.5h， 生成 2,8-dimethoxy-5H-dibenzo[a,d][7]annulene-5-carbonitrile
  参考文献：
  名称：

  Synthesis and aldose reductase inhibitory activities of novel dibenzocycloheptenone derivatives

  摘要：

  A number of dibenzocycloheptenone derivatives, a novel series of aldose reductase inhibitors, were synthesized and evaluated in vitro for their ability to inhibit rat lens aldose reductase enzyme. The design of these ARIs was based on previously published pharmacophore requirements. The most active compound in this series was a spirosuccinimide derivative, spiro{2,8-dihydroxy-5H-dibenzo[a, d]cycloheptene-5,3'-pyrrolidine}-2',5'-dione 11, having an IC50 of 3.0 mu M (C) Elsevier, Paris.

  DOI：

  10.1016/s0223-5234(99)80089-0
• 作为产物：
  描述：

  2,8-dimethoxy-10,11-dihydro-5H-dibenzo[a,d][7]annulen-5-one 在 偶氮二异丁腈 N-溴代丁二酰亚胺(NBS) 、 敌草腈 作用下， 以 四氯化碳 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.33h， 生成 2,8-dimethoxy-5H-dibenzo[a,d][7]annulen-5-one
  参考文献：
  名称：

  Synthesis and aldose reductase inhibitory activities of novel dibenzocycloheptenone derivatives

  摘要：

  A number of dibenzocycloheptenone derivatives, a novel series of aldose reductase inhibitors, were synthesized and evaluated in vitro for their ability to inhibit rat lens aldose reductase enzyme. The design of these ARIs was based on previously published pharmacophore requirements. The most active compound in this series was a spirosuccinimide derivative, spiro{2,8-dihydroxy-5H-dibenzo[a, d]cycloheptene-5,3'-pyrrolidine}-2',5'-dione 11, having an IC50 of 3.0 mu M (C) Elsevier, Paris.

  DOI：

  10.1016/s0223-5234(99)80089-0

文献信息

• Method for mass spectrometry analysis and compounds useful therefor
  申请人：Lumiprobe GmbH

  公开号：EP3009837A1

  公开（公告）日：2016-04-20

  The application relates to a method for mass spectrometry analysis of components in a sample whereby said components are labeled with a mass tag. Said mass tags are compounds capable of generating aromatic ions containing 4n+2 electrons in a closed ring system whereby the method for mass spectrometry includes detecting by mass spectrometry of aromatic ions containing 4n+2 electrons in the closed ring system whereby the charge is located within the aromatic system. In preferred embodiments, the tags comprise triaryl-cyclopropenium and substituted dibenzo-cycloheptatrienyl (tropyl) carbonium ions. A kit of reagents comprising such mass tags is also disclosed.

  本申请涉及一种对样品中的成分进行质谱分析的方法，其中所述成分用质量标签标记。所述质量标签是能够在闭环系统中产生含有 4n+2 电子的芳香离子的化合物，质谱分析方法包括通过质谱检测闭环系统中含有 4n+2 电子的芳香离子，电荷位于芳香系统内。在优选的实施方案中，标记包括三芳基环丙烯基和取代的二苯并环庚三烯基（托基）羰离子。此外，还公开了一种包含此类质量标记的试剂盒。
• METHOD FOR MASS SPECTROMETRY ANALYSIS AND COMPOUNDS USEFUL THEREFOR
  申请人：Lumiprobe GmbH

  公开号：EP3207367A1

  公开（公告）日：2017-08-23
• METHOD FOR MASS SPECTROMETRY ANALYSIS, COMPOUNDS AND KIT USEFUL THEREFOR
  申请人：Lumiprobe GmbH

  公开号：EP3207367B1

  公开（公告）日：2019-07-24
• [EN] METHOD FOR MASS SPECTROMETRY ANALYSIS AND COMPOUNDS USEFUL THEREFOR<br/>[FR] PROCÉDÉ POUR UNE ANALYSE PAR SPECTROMÉTRIE DE MASSE ET COMPOSÉS UTILES À CET EFFET
  申请人：LUMIPROBE GMBH

  公开号：WO2016059138A1

  公开（公告）日：2016-04-21

  The application relates to a method for mass spectrometry analysis of components in a sample whereby said components are labeled with a mass tag. Said mass tag are compounds capable of generating aromatic ions containing 4n+2 electrons in a closed ring system whereby the method for mass spectrometry includes detecting by mass spectrometry of aromatic ions containing 4n+2 electrons in the closed ring system whereby the charge is located within the aromatic system. Further, the present invention provides new compounds useful as mass tags in mass spectrometry, in particular, the mass tags comprise cyclopropenium-derivatives and dibenzo-cycloheptatrienyl carbonium ions. A kit of reagents comprising these mass tags is also provided.