2,7-dibromo-9-decyl-9H-carbazole | 188032-45-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,7-dibromo-9-decyl-9H-carbazole
• 英文别名: 2,7-Dibromo-9-decylcarbazole
• CAS: 188032-45-3
• 化学式: C₂₂H₂₇Br₂N
• 分子量: 465.271
• InChiKey: JVIZXCPSJLJAEG-UHFFFAOYSA-N

物化性质

• 沸点：
  528.8±43.0 °C(Predicted)
• 密度：
  1.38±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.2
• 重原子数：
  25
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  4.9
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  2,7-dibromo-9-decyl-9H-carbazole 在 iron(III) chloride 、 bis-triphenylphosphine-palladium(II) chloride 、 溴 、 potassium carbonate 、 三苯基膦 作用下， 以 硝基甲烷 、 二氯甲烷 、 氯仿 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 生成 3,6-dichloro-12,13-bis(4-chlorophenyl)-10-decyl-10H-phenanthro[9,10-b]carbazole
  参考文献：
  名称：

  Synthesis of Polyarylated Carbazoles: Discovery toward Soluble Phenanthro- and Tetraceno-Fused Carbazole Derivatives

  摘要：

  The successful iron chloride-catalyzed Scholl reactions toward a series of polyphenylated carbazole derivatives differing in their N-substitution are described. These reactions were found to be compatible over a series of polyaryls possessing fluoro, methoxy, and methyl functional groups, subsequently leading to the synthesis of partially and completely annulated phenanthro- and tetracenocarbazoles in excellent yields. One major consequence of nonsubstitution on carbazolyl-N and the unsymmetrical framework Of some of the derivatives is the low solubility of the product; thus,,a change from NH- to N-decyl on the carbazole nucleus was carried out. All newly developed derivatives were characterized by spectroscopic techniques, while the chemical structures of ftuorophenanthro- and methoxytetracenocarbazoles were confirmed by single-crystal XRD analyses. The present efforts may likely expand the family of growing heteroarenes for future applications as semiconductors and electroluminescent materials.

  DOI：

  10.1021/acs.joc.5b00423
• 作为产物：
  描述：

  4,4'-二溴联苯 在 硝酸 、 sodium hydride 、 溶剂黄146 、 亚磷酸三乙酯 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 2,7-dibromo-9-decyl-9H-carbazole
  参考文献：
  名称：

  共轭聚合物在主链上带有咔唑，芴和亚乙基二氧噻吩并带有氰基侧基：合成，光物理和电化学研究

  摘要：

  经由Sonogashira偶联聚合反应，已经设计并合成了六种新的共轭聚合物，这些聚合物沿着主链具有由咔唑，芴和亚乙基二氧噻吩（EDOT）部分组成，并且侧基带有连接到乙烯部分的氰基。光学和电化学表征表明，能带隙在2.35–2.44 eV范围内。此外，咔唑和EDOT的存在使这些聚合物成为更好的空穴传输材料，这可从循环伏安图中的低氧化电位峰（0.55-1.11 V）反映出来。此外，与原始THF相比，在90:10 THF /水混合物中，聚集增强发射（AEE）现象导致荧光强度增加了2.6倍。通过DLS（动态光散射）实验和SEM（扫描电子显微镜）研究进一步验证了AEE特性。溶液中以及聚苯乙烯基质中的聚合物在绿色区域发射（溶液状态Φ下的量子产率）f = 41–43％）的CIE值（0.25–0.36、0.52-0.57）。新型聚合物具有出色的热稳定性。©2016 Wiley Periodicals，Inc

  DOI：

  10.1002/pola.28160

文献信息

• CARBAZOLE COMPOUND HAVING ANTI-VIRUS ACTIVITY
  申请人：KOREA INSTITUTE OF SCIENCE AND TECHNOLOGY

  公开号：US20180057527A1

  公开（公告）日：2018-03-01

  The present invention relates to a carbazole compound having anti-virus activity, and more particularly, to a novel compound selected from the group of consisting of a carbazole compound which shows excellent anti-proliferative efficacy against hepatitis C virus (HCV), a pharmaceutically acceptable salt thereof, a hydrate thereof, and an isomer thereof; an anti-virus pharmaceutical composition including the novel compound as an active ingredient; a pharmaceutical composition for preventing or treating liver diseases caused by hepatitis C virus; and a method of preparing the novel compound.

  本发明涉及一种具有抗病毒活性的咔唑化合物，更具体地说，涉及一种从咔唑化合物组中选择的新化合物，该化合物对丙型肝炎病毒（HCV）表现出优异的抗增殖功效，其药用盐、水合物和异构体；包括该新化合物作为活性成分的抗病毒药物组合物；用于预防或治疗由丙型肝炎病毒引起的肝病的药物组合物；以及制备该新化合物的方法。
• Copolymer-Controlled Diameter-Selective Dispersion of Semiconducting Single-Walled Carbon Nanotubes
  作者：Nicolas Berton、Fabien Lemasson、Jana Tittmann、Ninette Stürzl、Frank Hennrich、Manfred M. Kappes、Marcel Mayor

  DOI：10.1021/cm200275v

  日期：2011.4.26

  nanotubes (SWNTs) is investigated. Seven copolymers comprising either fluorene or carbazole subunits separated by naphthalene, anthracene, and anthraquinone spacers are obtained in good yields via a Suzuki cross-coupling protocol. The 1,5-linked naphthalene, anthracene, and anthraquinone units are introduced to favor a spiral conformation of the polymer backbone in order to improve its SWNT wrapping

  研究了一系列严格交替的共聚物选择性包裹单壁碳纳米管（SWNT）的能力。通过Suzuki交叉偶联方案，以高收率获得了包含被萘，蒽和蒽醌间隔基分隔开的芴或咔唑亚基的七种共聚物。引入1，5-连接的萘，蒽和蒽醌单元以有利于聚合物主链的螺旋构象，以改善其SWNT包裹特性。使用萘-1,5-二甲苯磺酸盐前体可获得特别高的聚合物产率，这突出了双官能芳基三氟甲磺酸酯作为共聚物前体的潜力。所有聚合物均将HiPco SWNTs分散在甲苯中。通过密度梯度离心法纯化获得的分散体，并通过光致发光（PL）光谱分析其组成。在其分散能力方面，聚合物或多或少显示出显着的SWNT直径选择性。特别是，聚（9,9-二癸基芴-2,7-二基-ALT -蒽-1,5-二基）（P2）呈现朝向具有直径为≥0.95纳米的单壁碳纳米管，包括贴近Z字形纳米管选择性强。通过吸光度和拉曼散射光谱进一步分析P2的SWNT分散体。直径选择性归因于蒽-1,5
• Carbazole compound having anti-virus activity
  申请人：KOREA INSTITUTE OF SCIENCE AND TECHNOLOGY

  公开号：US10421779B2

  公开（公告）日：2019-09-24

  The present invention relates to a carbazole compound having anti-virus activity, and more particularly, to a novel compound selected from the group of consisting of a carbazole compound which shows excellent anti-proliferative efficacy against hepatitis C virus (HCV), a pharmaceutically acceptable salt thereof, a hydrate thereof, and an isomer thereof; an anti-virus pharmaceutical composition including the novel compound as an active ingredient; a pharmaceutical composition for preventing or treating liver diseases caused by hepatitis C virus; and a method of preparing the novel compound.

  本发明涉及一种具有抗病毒活性的咔唑化合物，更具体地说，涉及一种选自以下组成的组别的新型化合物：一种对丙型肝炎病毒（HCV）具有优异抗增殖功效的咔唑化合物、其药学上可接受的盐、其水合物和其异构体；一种包括该新型化合物作为活性成分的抗病毒药物组合物；一种用于预防或治疗由丙型肝炎病毒引起的肝病的药物组合物；以及一种制备该新型化合物的方法。
• Structure-activity relationship (SAR) studies on the mutagenic properties of 2,7-diaminofluorene and 2,7-diaminocarbazole derivatives
  作者：Byeong Wook Kim、Hwa Lee、Gyochang Keum、B. Moon Kim

  DOI：10.1016/j.bmcl.2020.127662

  日期：2021.1

  We discovered that 2,7-diaminofluorene or 2,7-diaminocarbazole moiety can be employed as a core structure of highly effective NS5A inhibitors that are connected through amide bonds to proline-valine-carbamate motifs. Amide bonds can be easily cleaved via various metabolic pathways upon administration into the body, and metabolites containing 2,7-diaminofluorene and 2,7-diaminocarbazole core structures have been known to be strong mutagens. To avoid the mutagenesis issue of these core structures, we examined various functional groups at the C9 or N9 position of 2,7-diaminofluorene or 2,7-diaminocarbazole, respectively, through the Ames test in TA98 and TA100 mutants of Salmonella typhimurium LT-2. We discovered that, through proper alkyl substitution at the C9 or N9 position, 2,7-diaminofluorene and 2,7-diaminocarbazole moieties can be successfully employed in drug discovery without necessarily causing mutagenicity problems.
• Selective Dispersion of Single-Walled Carbon Nanotubes with Specific Chiral Indices by Poly(<i>N</i>-decyl-2,7-carbazole)
  作者：Fabien A. Lemasson、Timo Strunk、Peter Gerstel、Frank Hennrich、Sergei Lebedkin、Christopher Barner-Kowollik、Wolfgang Wenzel、Manfred M. Kappes、Marcel Mayor

  DOI：10.1021/ja105722u

  日期：2011.2.2

  Physico-chemical methods to sort single-walled carbon nanotubes (SWNTs) by chiral index are presently lacking but are required for in-depth experimental analysis and also for potential future applications of specific species. Here we report the unexpected selectivity of poly(N-decyl-2,7-carbazole) to almost exclusively disperse semi-conducting SWNTs with differences of their chiral indices (n - m) >= 2 in toluene. The observed selectivity complements perfectly the dispersing features of the fluorene analogue poly(9,9-dialkyl-2,7-fluorene), which disperses semiconducting SWNTs with (n - m) <= 2 in toluene. The dispersed samples are further purified by density gradient centrifugation and analyzed by photoluminescence excitation spectroscopy. All-atom molecular modeling with decamer model compounds of the polymers and (10,2) and (7,6) SWNTs suggests differences in the pi-pi stacking interaction as origin of the selectivity. We observe energetically favored complexes between the (10,2) SWNT and the carbazole decamer and between the (7,6) SWNT and the fluorene decamer, respectively. These findings demonstrate that subtle structural changes of polymers lead to selective solvation of different families of carbon nanotubes. Furthermore, chemical screening of closely related polymers may pave the way toward simple, low-cost, and index-specific isolation of SWNTs.