4-[3,6,10-Tris-(2-nitro-benzenesulfonyl)-3,6,10,16-tetraaza-bicyclo[10.3.1]hexadeca-1(15),12(16),13-trien-14-yl]-piperazine-1-carboxylic acid tert-butyl ester | 215164-34-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 4-[3,6,10-Tris-(2-nitro-benzenesulfonyl)-3,6,10,16-tetraaza-bicyclo[10.3.1]hexadeca-1(15),12(16),13-trien-14-yl]-piperazine-1-carboxylic acid tert-butyl ester
• 英文别名: tert-butyl 4-[3,6,10-tris[(2-nitrophenyl)sulfonyl]-3,6,10,16-tetrazabicyclo[10.3.1]hexadeca-1(15),12(16),13-trien-14-yl]piperazine-1-carboxylate
• CAS: 215164-34-4
• 化学式: C₃₉H₄₅N₉O₁₄S₃
• 分子量: 960.036
• InChiKey: DZFCZYWHRAVCNS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.34
• 重原子数：
  65.0
• 可旋转键数：
  10.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  287.23
• 氢给体数：
  0.0
• 氢受体数：
  16.0

反应信息

• 作为反应物：
  描述：

  4-[3,6,10-Tris-(2-nitro-benzenesulfonyl)-3,6,10,16-tetraaza-bicyclo[10.3.1]hexadeca-1(15),12(16),13-trien-14-yl]-piperazine-1-carboxylic acid tert-butyl ester 在 potassium carbonate 、 苯硫酚 、 三氟乙酸 作用下， 生成 14-Piperazin-1-yl-3,6,10,16-tetraaza-bicyclo[10.3.1]hexadeca-1(15),12(16),13-triene
  参考文献：
  名称：

  New piperazinyl polyazacyclophane scaffolds, libraries and biological activities

  摘要：

  Four novel unsymmetric piperazinyl polyazacyclophane scaffolds 1-4 were synthesized in high yields by an efficient cyclization strategy. Twenty-six libraries 12-37 (total 16000 compounds) were generated by a solution-phase combinatorial approach from 1-4 and thirty-eight functional groups. Potent antibacterial and HIV-1 tat/TAR protein-RNA disrupting activities were discovered. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00424-7
• 作为产物：
  描述：

  4-piperazinyl-2,6-bis-hydroxymethyl pyridine 在 sodium hydroxide 、 caesium carbonate 、 三乙胺 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 生成 4-[3,6,10-Tris-(2-nitro-benzenesulfonyl)-3,6,10,16-tetraaza-bicyclo[10.3.1]hexadeca-1(15),12(16),13-trien-14-yl]-piperazine-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  New piperazinyl polyazacyclophane scaffolds, libraries and biological activities

  摘要：

  Four novel unsymmetric piperazinyl polyazacyclophane scaffolds 1-4 were synthesized in high yields by an efficient cyclization strategy. Twenty-six libraries 12-37 (total 16000 compounds) were generated by a solution-phase combinatorial approach from 1-4 and thirty-eight functional groups. Potent antibacterial and HIV-1 tat/TAR protein-RNA disrupting activities were discovered. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00424-7

文献信息

• Synthesis of polyazacyclophane-intercalator conjugates for combinatorial chemistry and RNA interaction studies
  作者：Tingmin Wang、Haoyun An、Becky D. Haly、P. Dan Cook

  DOI：10.1002/jhet.5570370403

  日期：2000.7

  were conjugated to different positions of several polyaza-pyridinocyclophanes by various linkers to provide thirteen new polyazacyclophane-intercalator conjugates 1–13. These resulting conjugates contain two or three constrained secondary nitrogen atoms on the ring, which may serve as nucleophilic, coordinating or hydrogen-bonding sites for combinatorial, RNA interaction and coordination studies.

  蒽醌和pyr嵌入剂通过各种连接剂偶联到几个聚氮杂-吡啶酮环烷的不同位置上，从而提供了13种新的聚氮杂环烷-嵌入剂偶联物1-13。这些所得的缀合物在环上包含两个或三个受约束的仲氮原子，这些氮原子可作为亲核，配位或氢键结合位点，用于组合，RNA相互作用和配位研究。