3-(1H-吲哚-5-基)苯甲醛 | 210888-94-1

• 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
• 中文名称: 3-(1H-吲哚-5-基)苯甲醛
• 英文名称: 3-(1H-indol-5-yl)benzaldehyde
• 英文别名: 3-(1H-indol-5-yl)-benzaldehyde
• CAS: 210888-94-1
• 化学式: C₁₅H₁₁NO
• 分子量: 221.258
• InChiKey: QKEKUZYEHOVYSN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  32.9
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N'-苯甲基-N,N-二甲基乙二胺 、 3-(1H-吲哚-5-基)苯甲醛 在 三乙酰氧基硼氢化钠 、 溶剂黄146 作用下， 以 四氢呋喃 为溶剂， 生成 N-benzyl-N-[3-(1H-indol-5-yl)-benzyl]-N',N'-dimethyl-ethane-1,2-diamine
  参考文献：
  名称：

  COMBINATION OF A HYPNOTIC AGENT AND SUBSTITUTED BIS ARYL AND HETEROARYL COMPOUND AND THERAPEUTIC APPLICATION THEREOF

  摘要：

  这项发明涉及短效催眠药物与式(I)化合物的组合：其中X、Y、Z、A、B、D、Ar、R1和R2如本文所定义。该发明的组合在治疗各种睡眠障碍方面具有用途。

  公开号：

  US20080138413A1
• 作为产物：
  描述：

  5-溴吲哚 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 1,1'-双(二苯膦基)二茂铁二氯化钯(II)二氯甲烷复合物 、 potassium acetate 、 potassium carbonate 作用下， 以 1,4-二氧六环 为溶剂， 反应 5.33h， 生成 3-(1H-吲哚-5-基)苯甲醛
  参考文献：
  名称：

  Design, synthesis and biological evaluation of indole derivatives as Vif inhibitors

  摘要：

  The crystal structure of viral infectivity factor (Vif) was reported recently, which makes it possible to design new inhibitors against Vif by structure-based drug design. Through analysis of the protein surface of Vif, the C2 pocket located in the N-terminal was found, which is suit for developing small molecular inhibitors. Then, in our article, fragment-based virtual screening (FBVS) was conducted and a series of fragments was obtained, among which, Zif-1 bearing indole scaffold and pyridine ring can form H-bonds with Tyr148 and Ilel 55. Subsequently, 19 derivatives of Zif-1 were synthesized. Through the immune fluorescence staining and Western blot assays, Zif-15 shows potent activity in inhibiting Vif-mediated A3G degradation. Further docking experiment shows that Zif-15 form H-bond interactions with residues His139, Tyr148 and Ilel 55. Therefore, Zif-15 is a promising lead compound against Vif that can be used to treat AIDS. (C) 2017 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2017.07.026

文献信息

• Synthesis of Highly Functionalized Triarylbismuthines by Functional Group Manipulation and Use in Palladium- and Copper-Catalyzed Arylation Reactions
  作者：Martin Hébert、Pauline Petiot、Emeline Benoit、Julien Dansereau、Tabinda Ahmad、Adrien Le Roch、Xavier Ottenwaelder、Alexandre Gagnon

  DOI：10.1021/acs.joc.6b00767

  日期：2016.7.1

  group tolerance. We report herein a detailed study on the preparation of highly functionalized triarylbismuth reagents by triple functional group manipulation and their use in palladium- and copper-catalyzed C-, N-, and O-arylation reactions.

  有机铋是一类有吸引力的有机金属试剂，可以从便宜且无毒的铋盐中获得。三芳基双变异蛋白由于其在空气和湿气中的稳定性以及对官能团的高度耐受性而特别受关注。我们在这里报告了通过三官能团操纵制备高度官能化的三芳基铋试剂的详细研究，以及它们在钯和铜催化的C-，N-和O-芳基化反应中的应用。
• SUBSTITUTED BIS ARYL AND HETEROARYL COMPOUNDS AS SELECTIVE 5HT2A ANTAGONISTS
  申请人：EASTWOOD Robert Paul

  公开号：US20070265309A1

  公开（公告）日：2007-11-15

  The present invention relates to a series of substituted bis aryl and heteroaryl compounds of formula (I): Wherein X, Y, Z, A, B, D, Ar, R 1 and R 2 are as defined herein. The compounds of this invention are selective 5HT 2A antagonists, and are therefore, useful in treating a variety of diseases including but not limited to a wide variety of sleep disorders as disclosed and claimed herein.

  本发明涉及一系列取代的双芳基和杂芳基化合物，化学式为（I）：其中X、Y、Z、A、B、D、Ar、R1和R2的定义如本文所述。本发明的化合物是选择性5HT2A拮抗剂，因此在治疗包括但不限于各种睡眠障碍在内的多种疾病方面具有用途，如在本文中所披露和声明的。
• Combination of a hypnotic agent and substituted bis aryl and heteroaryl compound and therapeutic application thereof
  申请人：Aventis Pharmaceuticals Inc

  公开号：US07618650B2

  公开（公告）日：2009-11-17

  The invention concerns the combination of a short-acting hypnotic agent and a compound of formula (I): Wherein X, Y, Z, A, B, D, Ar, R1 and R2 are as defined herein. The combination of this invention is useful in treating a variety of sleep disorders.

  本发明涉及一种短效催眠剂和式（I）化合物的组合物：其中X、Y、Z、A、B、D、Ar、R1和R2如本文所定义。本发明的这种组合物在治疗各种睡眠障碍方面是有用的。
• Substituted bis aryl and heteroaryl compounds as selective 5HT2A antagonists
  申请人：Aventis Pharmaceuticals Inc.

  公开号：US07625889B2

  公开（公告）日：2009-12-01

  The present invention relates to a series of substituted bis aryl and heteroaryl compounds of formula (I): Wherein X, Y, Z, A, B, D, Ar, R1 and R2 are as defined herein. The compounds of this invention are selective 5HT2A antagonists, and are therefore, useful in treating a variety of diseases including but not limited to a wide variety of sleep disorders as disclosed and claimed herein.

  本发明涉及一系列取代的双芳基和杂芳基化合物，其化学式为(I)：其中X，Y，Z，A，B，D，Ar，R1和R2如本文所定义。本发明的化合物是选择性5HT2A拮抗剂，因此在治疗包括但不限于各种睡眠障碍等多种疾病方面具有用途，如本文所披露和声明的。
• Indole arylation studies directed towards the synthesis of simplified eastern subunits of chloropeptin and kistamycin
  作者：Annie-Claude Carbonnelle、Eduardo González Zamora、René Beugelmans、Georges Roussi

  DOI：10.1016/s0040-4039(98)00818-1

  日期：1998.6

  Aryl indoles which are building blocks for the synthesis of simplified analogues of macropolypeptides containing an endo carbon-carbon bond are obtained by Suzuki Pd-catalyzed cross coupling reactions involving either haloindoles or indole boronic acids and properly meta substituted phenyl components. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.