SK6M | 1015460-61-3

• 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: SK6M
• 英文别名: 6-methyl-5H-pyrido[4,3-b]indole
• CAS: 1015460-61-3
• 化学式: C₁₂H₁₀N₂
• mdl: MFCD18803687
• 分子量: 182.225
• InChiKey: GBVZKBJPCWBDLR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.083
• 拓扑面积：
  28.7
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  SK6M 、 碳酸二甲酯 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 SK5M6M
  参考文献：
  名称：

  Polymethylated γ-Carbolines with Potent Anti-Bovine Viral Diarrhea Virus (BVDV) Activity

  摘要：

  Several anti-BVDV agents with a polymethylated gamma-carboline skeleton were synthesized, and their anti-BVDV activity was evaluated. The most potent antiviral agent, SK3M4M5M (20), was synthesized by Pd-catalyzed Buchwald-Hartwig amination reaction followed by annulation reaction as key steps. The structure-activity relationship was analyzed.

  DOI：

  10.3987/com-08-s(f)68
• 作为产物：
  描述：

  C₁₄H₁₈N₂O₂ 在 磷酸 作用下， 反应 0.5h， 以5.7 mg的产率得到SK6M
  参考文献：
  名称：

  γ-Carboline derivatives with anti-bovine viral diarrhea virus (BVDV) activity

  摘要：

  Based on anti-viral screening of our heteroaromatics derived from thalidomide, the gamma-carboline skeleton has been identified as a superior scaffold structure for compounds with potent anti-bovine viral diarrhea virus (BVDV) activity. Structural development studies led to a potent anti-viral agent, SK5M (5-methyl-gamma-carboline), with the EC50 of 0.26 mu M. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.01.052

文献信息

• Microwave-Enhanced Fischer Reaction: An Efficient One-Pot Synthesis of γ-Carbolines
  作者：Yongzhou Hu、Jing Chen、Weiliang Chen

  DOI：10.1055/s-2007-992411

  日期：2008.1

  γ-Carbolines were obtained in a simple one-pot Fischer arting from N-acetyl-3-bromo-4-piperidone hydrobro-reaction starting from N-acetyl-3-bromo-4-piperidone hydrobromide and substituted arylhydrazine hydrochlorides in acidic media under microwave irradiation or by a thermal process. The optimization procedures are reported in detail, and the results from micro-wave processes are compared with conventional

  γ-咔啉是在简单的一锅 Fischer arting 中从 N-乙酰基-3-溴-4-哌啶酮氢溴酸盐反应中获得的，反应起始于 N-乙酰基-3-溴-4-哌啶酮氢溴酸盐和取代的芳基肼盐酸盐在酸性介质中微波辐射或通过热处理。详细报告了优化程序，并将微波工艺的结果与传统工艺进行了比较。
• ANTI-VIRAL AGENT CONTAINING HETEROCYCLIC AROMATIC COMPOUND AS ACTIVE INGREDIENT
  申请人：Baba Masanori

  公开号：US20100256379A1

  公开（公告）日：2010-10-07

  The present invention relates to an anti-viral agent comprising a compound represented by the following formula (I): (wherein X represents CH, a nitrogen atom, an oxygen atom, or a sulfur atom; Y and Z are the same or different and each represents a nitrogen atom or C—R 8 , and at least one of them represents a nitrogen atom; R 1 to R 8 are the same or different and each represents a hydrogen atom, a linear C 1-10 -hydrocarbon group, a hydroxy group, or a substituted or unsubstituted benzyl group; and, when X represents an oxygen atom or a sulfur atom, R 5 is absent), or the following formula (II): (wherein X′ represents CH or a nitrogen atom; Y′ and Z′ are the same or different and each represents a nitrogen atom or N—R 9 , or C—R 8 and at least one of them represents a nitrogen atom or N—R 9 ; R 1 to R 4 and R 6 to R 8 are as defined above; R 9 represents a hydrogen atom, a linear C 1-10 -hydrocarbon group, a hydroxy group, or a substituted or unsubstituted benzyl group; and, the C ring has the maximum number of double bonds at the dotted line portion) or a pharmaceutically acceptable salt thereof.
• HETEROCYCLIC COMPOUND AND ORGANIC LIGHT-EMITTING DEVICE INCLUDING THE SAME
  申请人：Samsung Display Co., Ltd.

  公开号：US20200295266A1

  公开（公告）日：2020-09-17

  Provided are a heterocyclic compound and an organic light-emitting device including the same. The heterocyclic compound is represented by Formula 1. The organic light-emitting device includes: a first electrode; a second electrode facing the first electrode; and an organic layer between the first electrode and the second electrode and including an emission layer, wherein the organic layer includes at least one of the heterocyclic compound represented by Formula 1.
• γ-Carboline derivatives with anti-bovine viral diarrhea virus (BVDV) activity
  作者：Kumiko Sako、Hiroshi Aoyama、Shinichi Sato、Yuichi Hashimoto、Masanori Baba

  DOI：10.1016/j.bmc.2008.01.052

  日期：2008.4.1

  Based on anti-viral screening of our heteroaromatics derived from thalidomide, the gamma-carboline skeleton has been identified as a superior scaffold structure for compounds with potent anti-bovine viral diarrhea virus (BVDV) activity. Structural development studies led to a potent anti-viral agent, SK5M (5-methyl-gamma-carboline), with the EC50 of 0.26 mu M. (C) 2008 Elsevier Ltd. All rights reserved.
• Polymethylated γ-Carbolines with Potent Anti-Bovine Viral Diarrhea Virus (BVDV) Activity
  作者：Hiroshi Aoyama、Kumiko Sako、Shinichi Sato、Masahiko Nakamura、Hiroyuki Miyachi、Yukinori Goto、Mika Okamoto、Masanori Baba、Yuichi Hashimoto

  DOI：10.3987/com-08-s(f)68

  日期：——

  Several anti-BVDV agents with a polymethylated gamma-carboline skeleton were synthesized, and their anti-BVDV activity was evaluated. The most potent antiviral agent, SK3M4M5M (20), was synthesized by Pd-catalyzed Buchwald-Hartwig amination reaction followed by annulation reaction as key steps. The structure-activity relationship was analyzed.