2,5-bis[6-(3,4,5,6-tetrahydropyrimidin-2-yl)indol-2-yl]pyridine | 1428230-62-9

• 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: 2,5-bis[6-(3,4,5,6-tetrahydropyrimidin-2-yl)indol-2-yl]pyridine
• 英文别名: 6-(1,4,5,6-tetrahydropyrimidin-2-yl)-2-[5-[6-(1,4,5,6-tetrahydropyrimidin-2-yl)-1H-indol-2-yl]pyridin-2-yl]-1H-indole
• CAS: 1428230-62-9
• 化学式: C₂₉H₂₇N₇
• 分子量: 473.58
• InChiKey: OQUZERZHMKKSKL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  36
• 可旋转键数：
  4
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  93.2
• 氢给体数：
  4
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,5-bis[6-(3,4,5,6-tetrahydropyrimidin-2-yl)indol-2-yl]pyridine 、 溶剂黄146 以 甲醇 为溶剂， 以219 mg的产率得到2,5-bis[6-(3,4,5,6-tetrahydropyrimidin-2-yl)indol-2-yl]pyridine acetic acid
  参考文献：
  名称：

  Potent and broad-spectrum antibacterial activity of indole-based bisamidine antibiotics: Synthesis and SAR of novel analogs of MBX 1066 and MBX 1090

  摘要：

  The prevalence of drug-resistant bacteria in the clinic has propelled a concerted effort to find new classes of antibiotics that will circumvent current modes of resistance. We have previously described a set of bisamidine antibiotics that contains a core composed of two indoles and a central linker. The first compounds of the series, MBX 1066 and MBX 1090, have potent antibacterial properties against a wide range of Gram-positive and Gram-negative bacteria. We have conducted a systematic exploration of the amidine functionalities, the central linker, and substituents at the indole 3-position to determine the factors involved in potent antibacterial activity. Some of the newly synthesized compounds have even more potent and broad-spectrum activity than MBX 1066 and MBX 1090. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.10.014
• 作为产物：
  描述：

  1-Boc-6-氰基吲哚-2-硼酸 在 四(三苯基膦)钯 、 tetraphosphorus decasulfide 、 sodium carbonate 作用下， 以 乙醇 、 水 、 甲苯 为溶剂， 反应 14.0h， 生成 2,5-bis[6-(3,4,5,6-tetrahydropyrimidin-2-yl)indol-2-yl]pyridine
  参考文献：
  名称：

  Potent and broad-spectrum antibacterial activity of indole-based bisamidine antibiotics: Synthesis and SAR of novel analogs of MBX 1066 and MBX 1090

  摘要：

  The prevalence of drug-resistant bacteria in the clinic has propelled a concerted effort to find new classes of antibiotics that will circumvent current modes of resistance. We have previously described a set of bisamidine antibiotics that contains a core composed of two indoles and a central linker. The first compounds of the series, MBX 1066 and MBX 1090, have potent antibacterial properties against a wide range of Gram-positive and Gram-negative bacteria. We have conducted a systematic exploration of the amidine functionalities, the central linker, and substituents at the indole 3-position to determine the factors involved in potent antibacterial activity. Some of the newly synthesized compounds have even more potent and broad-spectrum activity than MBX 1066 and MBX 1090. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.10.014

文献信息

• [EN] ANTIMICROBIAL COMPOUNDS<br/>[FR] COMPOSÉS ANTIMICROBIENS
  申请人：MICROBIOTIX INC

  公开号：WO2013040526A1

  公开（公告）日：2013-03-21

  The invention provides antimicrobial organic compounds and compositions thereof that kill or inhibit growth of cells of one or more microbial pathogens.

  这项发明提供了抗微生物有机化合物及其组合物，可杀灭或抑制一种或多种微生物病原体的细胞生长。
• [EN] ANTIFUNGAL COMPOUNDS<br/>[FR] COMPOSÉS ANTIFONGIQUES
  申请人：MICROBIOTIX INC

  公开号：WO2013052263A2

  公开（公告）日：2013-04-11

  The invention provides fungicide and/or antifungal organic compounds and compositions thereof that kill or inhibit growth of cells of one or more microbial pathogens.
• Potent and broad-spectrum antibacterial activity of indole-based bisamidine antibiotics: Synthesis and SAR of novel analogs of MBX 1066 and MBX 1090
  作者：John D. Williams、Son T. Nguyen、Shen Gu、Xiaoyuan Ding、Michelle M. Butler、Tommy F. Tashjian、Timothy J. Opperman、Rekha G. Panchal、Sina Bavari、Norton P. Peet、Donald T. Moir、Terry L. Bowlin

  DOI：10.1016/j.bmc.2013.10.014

  日期：2013.12

  The prevalence of drug-resistant bacteria in the clinic has propelled a concerted effort to find new classes of antibiotics that will circumvent current modes of resistance. We have previously described a set of bisamidine antibiotics that contains a core composed of two indoles and a central linker. The first compounds of the series, MBX 1066 and MBX 1090, have potent antibacterial properties against a wide range of Gram-positive and Gram-negative bacteria. We have conducted a systematic exploration of the amidine functionalities, the central linker, and substituents at the indole 3-position to determine the factors involved in potent antibacterial activity. Some of the newly synthesized compounds have even more potent and broad-spectrum activity than MBX 1066 and MBX 1090. (C) 2013 Elsevier Ltd. All rights reserved.