9-n-decyl-9H-carbazole | 7435-54-3

• 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: 9-n-decyl-9H-carbazole
• 英文别名: 9-decylcarbazole；N-decylcarbazole；9-decyl-carbazole；9-(1-Decyl)-carbazol；9-Decyl-9H-carbazole
• CAS: 7435-54-3
• 化学式: C₂₂H₂₉N
• 分子量: 307.479
• InChiKey: PWPJOWRICQYASG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.8
• 重原子数：
  23
• 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：

  9-n-decyl-9H-carbazole 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 氯仿 为溶剂， 以81%的产率得到3,6-dibromo-N-decylcarbazole
  参考文献：
  名称：

  Development in synthesis and electrochemical properties of thienyl derivatives of carbazole

  摘要：

  A convenient and higher yielding synthetic route to N-alkyl-bis(thiophene)- and N-alkyl-bis(ethylenedioxythiophene) carbazole derivatives is reported and their aggregation, and electrochemical properties are characterized. The key step in the synthesis of this group of compounds has been the Stille-type coupling reaction between the N-alkyldibromocarbazole and tin derivatives of thiophene or ethylenedioxythiophene, as the best way for preparation of conjugated N-alkylcarbazole derivatives. For this group of compounds we also present an electrochemical polymerization effect. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.09.142
• 作为产物：
  描述：

  咔唑 以89%的产率得到
  参考文献：
  名称：

  NISHI, HISAO;KITAHARA, KIYOSHI;KUROSAWA, YUTAKA;IKEDA, MASAAKI, NIPPON KAGAKU KAJSI,(1988) N 6, S. 970-974

  摘要：

  DOI：

文献信息

• Low bandgap dicyanovinyl and tricyanovinyl oligothiophenes for solar cell applications
  申请人：Nano and Advanced Materials Institute Limited

  公开号：US08975419B2

  公开（公告）日：2015-03-10

  The invention relates to solution-processable, p-type, low-optical gap oligothiophene compounds for use in solar cell application, comprising at least one thiophene-containing group, at least one electron-withdrawing dicyanovinyl or tricyanovinyl group, and at least one electron-donating diphenylaminofluorenyl or N-alkylcarbazole group.

  这项发明涉及可溶解、p型、低光学能隙的寡噻吩化合物，用于太阳能电池应用，包括至少一个含噻吩基团、至少一个电子受体的二氰乙烯基团或三氰乙烯基团，以及至少一个电子给体的二苯胺基氟烯基团或N-烷基咔唑基团。
• An Efficient Ultrasound-Assisted Synthesis of<i>N</i>-Alkyl Derivatives of Carbazole, Indole, and Phenothiazine
  作者：Sanhu Zhao、Jin Kang、Yuting Du、Jingyan Kang、Xiaoni Zhao、Yinfeng Xu、Ruixi Chen、Qianqian Wang、Xitao Shi

  DOI：10.1002/jhet.1652

  日期：2014.5

  Heterocyclic compounds bearing an acidic hydrogen atom attached to nitrogen such as carbazole, indole, and phenothiazine can be efficiently alkylated in DMSO or N,N‐DMF under ultrasonic irradiation in the presence of potassium hydroxide as a base. In almost all cases, a dramatic reduction of the reaction time results and a clear yield increase accompanied by an improved quality of the products occurs

  咔唑，吲哚和吩噻嗪等带有氮原子的酸性氢原子杂环化合物可以在氢氧化钾为碱的情况下，在DMSO或N，N -DMF中有效地烷基化。在几乎所有情况下，都会大大缩短反应时间，并明显提高产率，同时提高产品质量。
• Design, synthesis, and biological evaluation of novel carbazole aminothiazoles as potential DNA-targeting antimicrobial agents
  作者：Dinesh Addla、Si-Qi Wen、Wei-Wei Gao、Swetha Kameswari Maddili、Ling Zhang、Cheng-He Zhou

  DOI：10.1039/c6md00357e

  日期：——

  Preliminary interactive investigation revealed that compound 4f could effectively intercalate into calf thymus DNA to form 4f–DNA complexes which might block DNA replication and thus exert antimicrobial activities. In addition, the binding behavior of compound 4f to DNA revealed that compound 4f could interact with DNA by hydrogen bonds and electrostatic interactions.

  通过1 H NMR，13 C NMR，IR，MS和HRMS光谱设计，合成和表征了一系列新型的咔唑氨基噻唑类新型抗菌剂。一些咔唑氨基噻唑具有良好的抗菌活性。特别地，庚基衍生的咔唑氨基噻唑4f可以有效抑制MRSA的生长，其MIC值为4μgmL -1，优于参考药物绿霉素和诺氟沙星。此外，细胞毒性研究表明，生物活性化合物4f在其MIC内对MRSA的Hep-2细胞没有细胞毒性。初步交互研究发现，化合物4f可以有效地插入小牛胸腺DNA中，形成4f –DNA复合物，这可能会阻止DNA复制，从而发挥抗菌活性。另外，化合物4f与DNA的结合行为表明化合物4f可以通过氢键和静电相互作用与DNA相互作用。
• 4H-1,2,6-Thiadiazin-4-one-containing small molecule donors and additive effects on their performance in solution-processed organic solar cells
  作者：Felix Hermerschmidt、Andreas S. Kalogirou、Jie Min、Georgia A. Zissimou、Sachetan M. Tuladhar、Tayebeh Ameri、Hendrik Faber、Grigorios Itskos、Stelios A. Choulis、Thomas D. Anthopoulos、Donal D. C. Bradley、Jenny Nelson、Christoph J. Brabec、Panayiotis A. Koutentis

  DOI：10.1039/c4tc02931c

  日期：——

  Donor–acceptor–donors containing 4H-1,2,6-thiadiazinone are presented and used in organic solar cells.

  含有4-1,2,6-噻二唑酮的给体-受体-给体被提出并用于有机太阳能电池。
• Carbazole based charge transport compounds
  申请人：——

  公开号：US20030207188A1

  公开（公告）日：2003-11-06

  Improved organophotoreceptors have: (a) a charge transport compound having the formula 1 where R 1 is hydrogen, a branched or linear alkyl group, a branched or linear unsaturated hydrocarbon group, an ether group, or an aryl group; and R 2 and R 3 independently have a structure of: 2 in which Ar is selected form the group consisting of; 3 R 4 is a hydrogen, or an aromatic group; (b) a charge generating compound; and (c) an electrically conductive substrate.

  改进的有机光感受器具有： (a) 具有以下化学式的电荷传输化合物：其中 R1为氢、支链或直链烷基、支链或直链不饱和碳氢基团、醚基或芳基；而 R2 和 R3 独立具有以下结构：其中 Ar 从以下组合中选取；R4 为氢或芳基； (b) 一个电荷生成化合物；以及 (c) 一个电性导电基底。