N,Na(2),Na(2)a(2)-(Nitrilotri-2,1-ethanediyl)tris[3,4,5-trimethoxybenzamide] | 125928-19-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N,Na(2),Na(2)a(2)-(Nitrilotri-2,1-ethanediyl)tris[3,4,5-trimethoxybenzamide]
• 英文别名: N-[2-[bis[2-[(3,4,5-trimethoxybenzoyl)amino]ethyl]amino]ethyl]-3,4,5-trimethoxybenzamide
• CAS: 125928-19-0
• 化学式: C₃₆H₄₈N₄O₁₂
• 分子量: 728.797
• InChiKey: MGAYCIZNMKMPMT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  52
• 可旋转键数：
  21
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  174
• 氢给体数：
  3
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  N,Na(2),Na(2)a(2)-(Nitrilotri-2,1-ethanediyl)tris[3,4,5-trimethoxybenzamide] 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 以93%的产率得到tris-[2-(3',4',5'-trihydroxybenzamido)ethyl]amine
  参考文献：
  名称：

  Linear and branched alkyl-esters and amides of gallic acid and other (mono-, di- and tri-) hydroxy benzoyl derivatives as promising anti-HCV inhibitors

  摘要：

  Linear and branched compounds that contain two, three or five units of galloyl (3,4,5-trihydroxybenzoyl) or its isomer 2,3,4-trihydroxybenzoyl, as well as other mono- or dihydroxybenzoyl moieties have been synthesized. These molecules have been evaluated for their in vitro inhibitory effects against a wide panel of viruses showing preferential activity against HIV and HCV.Our structure-activity relationship studies demonstrated that the 2,3,4-trihydroxybenzoyl moiety provides better antiviral activities than the galloyl (3,4,5-trihydroxybenzoyl) moiety that is present in natural green tea catechins. This observation can be of interest for the further rational exploration of compounds with anti-HCV/HIV properties.The most notable finding with respect to HIV is that the tripodal compounds 43 and 45, with three 2,3,4-trihydroxybenzoyl moieties, showed higher activities than linear compounds with only one or two. With respect to HCV, the linear compounds, 52 and 41, containing a 12 polymethylene chain and two 2,3 di- or 2,3,4 tri-hydroxybenzoyl groups respectively at the ends of the molecule showed good antiviral efficiency. Furthermore, the anti-HCV activity of both compounds was observed at concentrations well below the cytotoxicity threshold. A representative member of these compounds, 41, showed that the anti-HCV activity was largely independent of the genetic make-up of the HCV subgenomic replicon and cell lines used. (C) 2015 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2015.01.033
• 作为产物：
  描述：

  3,4,5-三甲氧基苯甲酸 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 氯仿 为溶剂， 反应 12.0h， 生成 N,Na(2),Na(2)a(2)-(Nitrilotri-2,1-ethanediyl)tris[3,4,5-trimethoxybenzamide]
  参考文献：
  名称：

  Bulls, A. Ray; Pippin, C. Greg; Hahn, F. Ekkehardt, Journal of the American Chemical Society, 1990, vol. 112, # 7, p. 2627 - 2632

  摘要：

  DOI：

文献信息

• Selective Extraction and Transport of the [PtCl₆]²⁻Anion through Outer-Sphere Coordination Chemistry
  作者：Rebecca J. Warr、Arjan N. Westra、Katherine J. Bell、Jy Chartres、Ross Ellis、Christine Tong、Timothy G. Simmance、Anastasia Gadzhieva、Alexander J. Blake、Peter A. Tasker、Martin Schröder

  DOI：10.1002/chem.200802377

  日期：2009.5.4

  recovery: Tripodal receptors incorporating urea, amido or sulfonamido hydrogen‐bond donors show high loading and selectivity for extraction of [PtCl6]2− over chloride (present in 60‐fold excess) from a low pH aqueous phase to organic media (see figure). The formation of neutral 2:1 [LH]+/[PtCl6]2− packages in organic solvents is supported by single‐crystal X‐ray structure determinations.

  铂的回收：结合有尿素，酰胺基或磺酰胺基氢键供体的三脚架受体显示出高负载度和选择性，可从低pH值水相到有机介质中通过氯化物（过量存在60倍）萃取[PtCl 6 ] 2-。数字）。单晶X射线结构测定可支持在有机溶剂中中性2：1 [LH] + / [PtCl 6 ] 2−包裹的形成。
• Bulls, A. Ray; Pippin, C. Greg; Hahn, F. Ekkehardt, Journal of the American Chemical Society, 1990, vol. 112, # 7, p. 2627 - 2632
  作者：Bulls, A. Ray、Pippin, C. Greg、Hahn, F. Ekkehardt、Raymond, Kenneth N.

  DOI：——

  日期：——
• Linear and branched alkyl-esters and amides of gallic acid and other (mono-, di- and tri-) hydroxy benzoyl derivatives as promising anti-HCV inhibitors
  作者：Eva Rivero-Buceta、Paula Carrero、Elisa G. Doyagüez、Andrés Madrona、Ernesto Quesada、María José Camarasa、María Jesús Peréz-Pérez、Pieter Leyssen、Jan Paeshuyse、Jan Balzarini、Johan Neyts、Ana San-Félix

  DOI：10.1016/j.ejmech.2015.01.033

  日期：2015.3

  Linear and branched compounds that contain two, three or five units of galloyl (3,4,5-trihydroxybenzoyl) or its isomer 2,3,4-trihydroxybenzoyl, as well as other mono- or dihydroxybenzoyl moieties have been synthesized. These molecules have been evaluated for their in vitro inhibitory effects against a wide panel of viruses showing preferential activity against HIV and HCV.Our structure-activity relationship studies demonstrated that the 2,3,4-trihydroxybenzoyl moiety provides better antiviral activities than the galloyl (3,4,5-trihydroxybenzoyl) moiety that is present in natural green tea catechins. This observation can be of interest for the further rational exploration of compounds with anti-HCV/HIV properties.The most notable finding with respect to HIV is that the tripodal compounds 43 and 45, with three 2,3,4-trihydroxybenzoyl moieties, showed higher activities than linear compounds with only one or two. With respect to HCV, the linear compounds, 52 and 41, containing a 12 polymethylene chain and two 2,3 di- or 2,3,4 tri-hydroxybenzoyl groups respectively at the ends of the molecule showed good antiviral efficiency. Furthermore, the anti-HCV activity of both compounds was observed at concentrations well below the cytotoxicity threshold. A representative member of these compounds, 41, showed that the anti-HCV activity was largely independent of the genetic make-up of the HCV subgenomic replicon and cell lines used. (C) 2015 Elsevier Masson SAS. All rights reserved.