7-methyl-5H-pyrido[4,3-b]indole | 1028067-97-1

• 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
• 英文名称: 7-methyl-5H-pyrido[4,3-b]indole
• 英文别名: SK7M
• CAS: 1028067-97-1
• 化学式: C₁₂H₁₀N₂
• mdl: MFCD18803686
• 分子量: 182.225
• InChiKey: QTWOOHZREJHVJR-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：

  甲醇 、 7-methyl-5H-pyrido[4,3-b]indole 在 三丁基膦 、 偶氮二甲酰胺 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 以11%的产率得到SK5M7M
  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：

  以 四氢呋喃 为溶剂， 反应 1.0h， 以96%的产率得到7-methyl-5H-pyrido[4,3-b]indole
  参考文献：
  名称：

  通过分子内 CH 胺化从硫亚胺合成咔唑和相关杂环。

  摘要：

  虽然氮烯直接插入 C−H 键已成为现代有机化学中构建 C−N 键的重要工具，但氮烯中间体的生成始终需要过渡金属、高温、紫外线或激光。我们报告了通过可见光诱导的分子内 C−H 胺化反应温和合成咔唑和相关结构单元。这种新方法的一个显着优点是使用更具反应性的芳基硫亚胺代替相应的危险叠氮化物。测试了不同的催化剂和不同的光源。反应范围广，产物收率普遍较高。Clausine C 的高效克级合成证明了这种新方法的适用性和可扩展性。

  DOI：

  10.1002/anie.202000146

文献信息

• MATERIAL FOR ORGANIC ELECTROLUMINESCENCE DEVICE AND ORGANIC ELECTROLUMINESCENCE DEVICE UTILIZING THE SAME
  申请人：Iwakuma Toshihiro

  公开号：US20090017330A1

  公开（公告）日：2009-01-15

  A material for organic electroluminescence devices of the invention which is for use in combination with at least one phosphorescent metal complex has a specific heterocyclic structure. The material for organic electroluminescence devices is used as a host material or a hole transporting material. An organic electroluminescence device having an anode, a cathode and an organic thin film layer having one or more layers which is interposed between the anode and cathode, in which at least one layer of the organic thin film layer contains the material for organic electroluminescence devices, has a high emitting efficiency, causes little pixel defects, is excellent in heat resistance, and shows a long lifetime.

  该发明的有机电致发光器件材料，用于与至少一种磷光金属配合使用，具有特定的杂环结构。该有机电致发光器件材料用作主体材料或空穴传输材料。具有阳极、阴极和有机薄膜层的有机电致发光器件，该有机薄膜层具有至少一层，位于阳极和阴极之间，其中有机薄膜层的至少一层含有该有机电致发光器件材料，具有高发光效率，几乎没有像素缺陷，具有优异的耐热性，并显示出长寿命。
• Mass Spectrometry-Based Discovery of New Chemical Scaffold Rearrangement Ions: Aza-biphenylene as a Novel Potent Biradical Agent in Cancer Chemotherapy
  作者：Yu-Ling Li、Bo-Wen Zhou、Jie Cheng、Fang Zhang、Jing Zhang、Li Zhang、Yin-Long Guo

  DOI：10.1021/acs.analchem.0c02669

  日期：2020.11.3

  ionization and collision-induced dissociation (CID). Special rearrangement ions representing unique predicted DPs and metabolites were identified. The consistency between the predicted and the measured results was proven by in vitro metabolism and forced degradation of a commercial drug, respectively. From this, new chemical scaffold rearrangement ions named (aza)-biphenylenes, as potent anticancer agents

  新药的发现是费时，费力且昂贵的。在此，基于质谱（MS）的特性，开发了一种发现潜在的新的铅化合物的新的整合策略。MS通过电喷雾电离和碰撞诱导解离（CID）来预测药物的潜在强迫降解产物（DPs）和代谢产物。确定了代表独特的预测DP和代谢产物的特殊重排离子。体外验证了预测结果与实测结果之间的一致性药物的新陈代谢和强迫降解。由此，发现了新的化学骨架重排离子，称为（氮杂）联苯，作为有效的抗癌剂。作为一种代表性的氮杂联苯类似物，2-氮杂联苯在体外被证明可以诱导细胞凋亡并以剂量依赖的方式抑制各种人类癌细胞的生长。出人意料的是，2-氮杂双亚苯基与阳性对照索拉非尼相比表现出最好的可比生物活性，但在体外却显示出较低的生物活性。比索拉非尼具有更高的细胞毒性（细胞毒性至少降低了5倍），因为它可以在低pH条件下靶向肿瘤微环境。提出了一种双自由基机制，并伴随着线粒体依赖性氧化应激机制，以探讨其抗癌机制。高反应性中间体
• BISCARBAZOLE DERIVATIVE HOST MATERIALS AND RED EMITTER FOR OLED EMISSIVE REGION
  申请人：Yamamoto Hitoshi

  公开号：US20150194622A1

  公开（公告）日：2015-07-09

  The organic electroluminescence device utilizes a novel combination of a biscarbazole derivative compound as a phospherescent host materials and an orgaphosphorescent material as a red phosphorescent dopant material in the light emitting region of the device, where the biscarbazole derivative compound is represented by a formula (1); wherein the red phosphorescent dopant material is a phosphorescent organometallic complex having a substituted chemical structure represented by one of the partial chemical structures represented by a formulas (D1), (D2) and (D3).

  这个有机电致发光器件利用了一种新颖的组合，即在器件的发光区域中使用一种双咔唑衍生物化合物作为荧光主体材料，以及一种有机磷光材料作为红色磷光掺杂材料。其中，双咔唑衍生物化合物由公式（1）表示；红色磷光掺杂材料是一种磷光有机金属配合物，具有由公式（D1）、（D2）和（D3）中的任一部分化学结构进行替代的化学结构。
• Biscarbazole derivative, material for organic electroluminescence device and organic electroluminescence device using the same
  申请人：Idemitsu Kosan Co., Ltd.

  公开号：US10193077B2

  公开（公告）日：2019-01-29

  A biscarbazole derivative of the invention is represented by a formula (1) below. In the formula (1): A1 represents a substituted or unsubstituted nitrogen-containing heterocyclic group having 1 to 30 ring carbon atoms; A2 represents a substituted or unsubstituted aromatic hydrocarbon group having 6 to 30 ring carbon atoms, or substituted or unsubstituted nitrogen-containing heterocyclic group having 1 to 30 ring carbon atoms; X1 and X2 each are a linking group; Y1 to Y4 each represent a substituent; p and q represent an integer of 1 to 4; and r and s represent an integer of 1 to 3.

  本发明的双咔唑衍生物由下式（1）表示。 在式(1)中A1 代表具有 1 至 30 个环碳原子的取代或未取代的含氮杂环基团；A2 代表具有 6 至 30 个环碳原子的取代或未取代的芳香烃基团，或具有 1 至 30 个环碳原子的取代或未取代的含氮杂环基团；X1 和 X2 分别为连接基团；Y1 至 Y4 分别代表取代基；p 和 q 代表 1 至 4 的整数；r 和 s 代表 1 至 3 的整数。
• 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.