11-{4-[(2-phenothiazin-10-yl-acetylamino)methyl]benzyl}-1,4,8-tri(tert-butoxycarbonyl)-1,4,8,11-tetraazacyclotetradecane | 929617-19-6

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 11-{4-[(2-phenothiazin-10-yl-acetylamino)methyl]benzyl}-1,4,8-tri(tert-butoxycarbonyl)-1,4,8,11-tetraazacyclotetradecane
• CAS: 929617-19-6
• 化学式: C₄₇H₆₆N₆O₇S
• 分子量: 859.143
• InChiKey: STHDHJGKAHXXPN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.91
• 重原子数：
  61.0
• 可旋转键数：
  6.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  124.2
• 氢给体数：
  1.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  11-{4-[(2-phenothiazin-10-yl-acetylamino)methyl]benzyl}-1,4,8-tri(tert-butoxycarbonyl)-1,4,8,11-tetraazacyclotetradecane 在 盐酸 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 3.0h， 以67%的产率得到2-phenothiazin-10-yl-N-[[4-(1,4,8,11-tetrazacyclotetradec-1-ylmethyl)phenyl]methyl]acetamide
  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
• 作为产物：
  描述：

  N-[(p-aminomethyl)benzyl]-1,4,8-tri(tert-butoxycarbonyl)-1,4,8,11-tetraazacyclodecane 、 10H-吩噻嗪-10-乙酸 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77%的产率得到11-{4-[(2-phenothiazin-10-yl-acetylamino)methyl]benzyl}-1,4,8-tri(tert-butoxycarbonyl)-1,4,8,11-tetraazacyclotetradecane
  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