2-bromo-7-methoxy-9-methylcarbazole | 200878-51-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 2-bromo-7-methoxy-9-methylcarbazole
• 英文别名: 2-Bromo-7-methoxy-9-methyl-9H-carbazole
• CAS: 200878-51-9
• 化学式: C₁₄H₁₂BrNO
• 分子量: 290.159
• InChiKey: LRGHDJGEVAPLRM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  14.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-bromo-7-methoxy-9-methylcarbazole 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 以90%的产率得到2-bromo-7-hydroxy-9-methylcarbazole
  参考文献：
  名称：

  Vanadium-Catalyzed Regioselective Oxidative Coupling of 2-Hydroxycarbazoles

  摘要：

  The first regioselective oxidative coupling of 2-hydroxycarbazoles is described. With a vanadium catalyst and oxygen as the terminal oxidant, dimers with an ortho-ortho' coupling pattern were obtained with high selectivity. Further oxidation led to ortho'-ortho' coupling to generate a tetramer, which provided insight that the atropisomerization barriers of the unsymmetrical biaryl bonds are much lower than expected.

  DOI：

  10.1021/ol503521b
• 作为产物：
  描述：

  2,5-二溴硝基苯 在 铜 、 sodium hydride 、 亚磷酸三乙酯 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 15.66h， 生成 2-bromo-7-methoxy-9-methylcarbazole
  参考文献：
  名称：

  Anti-Pneumocystis carinii pneumonia activity of dicationic carbazoles

  摘要：

  A series of 2,7- and 3,6-bis cationic carbazoles was synthesized and evaluated for activity against a rat model of Pneumocystis carinii pneumonia (PCP). The compounds were also tested for inhibition of topoisomerase II and binding to DNA. Several of the compounds proved to be more potent and less toxic than a standard anti-PCP drug (pentamidine). While no quantitative correlation was seen between anti-PCP activity, topoisomerase inhibition and DNA binding, a minimal level of DNA binding was found to be necessary for antimicrobial activity.

  DOI：

  10.1016/s0223-5234(99)80064-6

文献信息

• Hybrid Host Materials For Electrophosphorescent Devices
  申请人：Chen Shaw H.

  公开号：US20100184942A1

  公开（公告）日：2010-07-22

  Compounds (including polymers) for use in hybrid host materials which can be used in electroluminescent devices. The compounds comprise at least one electron-transporting moiety and at least one hole-transporting moiety which are joined by a flexible linker. Hybrid host materials comprising the compounds exhibit stability against phase separation, elevated glass transition temperature, morphological stability against crystallization, and isolation of the electron transporting moiety and hole transporting moiety π-systems.

  用于电致发光器件中的混合主体材料的化合物（包括聚合物）。这些化合物包括至少一个电子传输基团和至少一个空穴传输基团，它们通过柔性连接物连接在一起。包含这些化合物的混合主体材料表现出对相分离的稳定性，升高的玻璃转变温度，对结晶的形态稳定性，以及对电子传输基团和空穴传输基团π-体系的隔离。
• Anti-Pneumocystis carinii pneumonia activity of dicationic carbazoles
  作者：DA Patrick、DW Boykin、WD Wilson、FA Tanious、J Spychala、BC Bender、JE Hall、CC Dykstra、KA Ohemeng、RR Tidwell

  DOI：10.1016/s0223-5234(99)80064-6

  日期：1997.10

  A series of 2,7- and 3,6-bis cationic carbazoles was synthesized and evaluated for activity against a rat model of Pneumocystis carinii pneumonia (PCP). The compounds were also tested for inhibition of topoisomerase II and binding to DNA. Several of the compounds proved to be more potent and less toxic than a standard anti-PCP drug (pentamidine). While no quantitative correlation was seen between anti-PCP activity, topoisomerase inhibition and DNA binding, a minimal level of DNA binding was found to be necessary for antimicrobial activity.
• US9040718B2
  申请人：——

  公开号：US9040718B2

  公开（公告）日：2015-05-26
• [EN] HYBRID HOST MATERIALS FOR ELECTROPHOSPHORESCENT DEVICES<br/>[FR] MATÉRIAUX HÔTES HYBRIDES POUR DES DISPOSITIFS ÉLECTROPHOSPHORESCENTS
  申请人：UNIV ROCHESTER

  公开号：WO2010085676A1

  公开（公告）日：2010-07-29

  Compounds (including polymers) for use in hybrid host materials which can be used in electroluminescent devices. The compounds comprise at least one electron- transporting moiety and at least one hole-transporting moiety which are joined by a flexible linker. Hybrid host materials comprising the compounds exhibit stability against phase separation, elevated glass transition temperature, morphological stability against crystallization, and isolation of the electron transporting moiety and hole transporting moiety π-systems.
• Vanadium-Catalyzed Regioselective Oxidative Coupling of 2-Hydroxycarbazoles
  作者：Lei Liu、Patrick J. Carroll、Marisa C. Kozlowski

  DOI：10.1021/ol503521b

  日期：2015.2.6

  The first regioselective oxidative coupling of 2-hydroxycarbazoles is described. With a vanadium catalyst and oxygen as the terminal oxidant, dimers with an ortho-ortho' coupling pattern were obtained with high selectivity. Further oxidation led to ortho'-ortho' coupling to generate a tetramer, which provided insight that the atropisomerization barriers of the unsymmetrical biaryl bonds are much lower than expected.