N-[[4-(1,4,7,10-tetraoxa-13-azacyclopentadec-13-ylmethyl)phenyl]methyl]-3-[2-(trifluoromethyl)phenothiazin-10-yl]propanamide | 929617-08-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻嗪类
• 英文名称: N-[[4-(1,4,7,10-tetraoxa-13-azacyclopentadec-13-ylmethyl)phenyl]methyl]-3-[2-(trifluoromethyl)phenothiazin-10-yl]propanamide
• CAS: 929617-08-3
• 化学式: C₃₄H₄₀F₃N₃O₅S
• 分子量: 659.77
• InChiKey: GIYGBDWUUSEAGG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  46
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  97.8
• 氢给体数：
  1
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  N-(4-aminobenzyl)-1,4,7,10-tetraoxa-13-aza-cyclopentadecane 、 3-(2-(trifluoromethyl)phenothiazin-10-yl)propionic acid 在 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 7.5h， 以45%的产率得到N-[[4-(1,4,7,10-tetraoxa-13-azacyclopentadec-13-ylmethyl)phenyl]methyl]-3-[2-(trifluoromethyl)phenothiazin-10-yl]propanamide
  参考文献：
  名称：

  Design, synthesis, and evaluation of efflux substrate–metal chelator conjugates as potential antimicrobial agents

  摘要：

  Maintaining a proper balance of metal concentrations is critical to the survival of bacteria. We have designed and synthesized a series of conjugates of metal chelators and efflux transporter substrates aimed at disrupting bacterial metal homeostasis to achieve bacterial killing. Biological studies showed that two of the compounds had very significant antimicrobial effect with an MIC value of 7.8 mu g/mL against Gram-positive Bacillus subtilis. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.10.094

文献信息

• Design, synthesis, and evaluation of efflux substrate–metal chelator conjugates as potential antimicrobial agents
  作者：Yanling Zhang、C. Eric Ballard、Shi-Long Zheng、Xingming Gao、Ko-Chun Ko、Hsiuchin Yang、Gary Brandt、Xinhui Lou、Phang C. Tai、Chung-Dar Lu、Binghe Wang

  DOI：10.1016/j.bmcl.2006.10.094

  日期：2007.2

  Maintaining a proper balance of metal concentrations is critical to the survival of bacteria. We have designed and synthesized a series of conjugates of metal chelators and efflux transporter substrates aimed at disrupting bacterial metal homeostasis to achieve bacterial killing. Biological studies showed that two of the compounds had very significant antimicrobial effect with an MIC value of 7.8 mu g/mL against Gram-positive Bacillus subtilis. (c) 2006 Elsevier Ltd. All rights reserved.