SK9M | 1028067-98-2

• 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: SK9M
• 英文别名: 9-methyl-5H-pyrido[4,3-b]indole
• CAS: 1028067-98-2
• 化学式: C₁₂H₁₀N₂
• mdl: MFCD18803685
• 分子量: 182.225
• InChiKey: MTMBXSVAWSELBN-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：

  SK9M 、 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 SK5M9M
  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：

  在 磷酸 作用下， 以83.1 mg的产率得到SK9M
  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

• 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
• 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.