1,1'-[1,4-phenylenebis(methylene)]bispiperazine | 25741-48-4

• 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: 1,1'-[1,4-phenylenebis(methylene)]bispiperazine
• 英文别名: α,α′-p-xylylenebis(1-piperazine)；1,1'-(1,4-benzenedimethylene)dipiperazine；1,4-Bis[(1-piperazinyl)methyl]benzene；1-[[4-(piperazin-1-ylmethyl)phenyl]methyl]piperazine
• CAS: 25741-48-4
• 化学式: C₁₆H₂₆N₄
• 分子量: 274.409
• InChiKey: PEHAWOHQWSLLPV-UHFFFAOYSA-N

物化性质

• 熔点：
  146-148 °C
• 沸点：
  411.1±40.0 °C(Predicted)
• 密度：
  1.079±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  30.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,1'-[1,4-phenylenebis(methylene)]bispiperazine 在 sodium hydroxide 作用下， 以 水 为溶剂， 反应 129.0h， 生成
  参考文献：
  名称：

  长且灵活的哌嗪衍生配体的配位化学和结构动力学

  摘要：

  长且高度柔性的内部官能化二吡啶基配体α，α'-对苯二甲撑双（1-（4-吡啶基亚甲基）-哌-4-嗪）L已用于与Co的一系列配位聚合物材料的合成II，Cd II和Ag I离子。在聚[[Cd（L）（TPA）] 1和聚-[Co（L（IPA）]]中，2（TPA =对苯二甲酸酯，IPA =间苯二甲酸酯），该配体与未结合分子的结构具有相似的线性构象，并提供了较长的（2.6 nm）金属-金属桥联距离。由于边缘长度与羧酸盐大分子配体的不匹配，分别观察到来自规则直径1和2的规则直径和（4,4）网络几何形状的几何变形。在聚-[Ag 2（CF 3 SO 3）2（L）]中，3，配体通过两个吡啶基团和四个哌嗪氮供体中的两个配位基进行配位，形成一个高连接性的二维网络。化合物3-多孔cds网络聚[Ag 2（L）]（BF 4）2 ·2MeCN，4在乙腈客人交换时经历了引人入胜的快速单晶至单晶重排用于环境空气中的水，形成无孔水合网络聚-[Ag

  DOI：

  10.1021/acs.inorgchem.6b00933
• 作为产物：
  描述：

  1,1'-[1,4-phenylenebis(methylene)]bis(4-piperazinecarbaldehyde) 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 反应 24.0h， 以78%的产率得到1,1'-[1,4-phenylenebis(methylene)]bispiperazine
  参考文献：
  名称：

  Syntheses and DNA photocleavage by mono- and bis-phenothiazinium–piperazinexylene intercalators

  摘要：

  Chromophore systems consisting of one (compound 5) or two (compound 6) phenothiazine rings covalently attached to a bis-piperazinexylene chain were synthesized and evaluated as DNA photocleaving agents. In the presence of DNA, the compounds were shown to monointercalate in their deaggregated forms and to strongly absorb red wavelengths of light. Reactions containing micromolar concentrations of compound produced robust photocleavage of plasmid DNA under near-physiological conditions of temperature and pH (22 degrees C and pH 7.0). Phenothiazines 5 and 6 increased the T-m of calf thymus DNA by 17 and 19 degrees C, indicating that significant levels of duplex stabilization were produced. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.01.105

文献信息

• 一种一氧化氮前体化合物的制备方法及其安全性评价
  申请人：杭州劲驰医疗器械有限公司

  公开号：CN110981834A

  公开（公告）日：2020-04-10

  本发明公开了一种新的一氧化氮前体化合物的制备及应用。所述化合物内含4个一氧化氮分子，在细胞内可分解释放出高达4分子一氧化氮。同时所述化合物对细胞的毒性非常低。作为一个安全高效的一氧化氮前体化合物，所述化合物可用于舒张血管、降低血压、治疗勃起功能障碍、缓解类风湿关节炎疼痛、治疗糖尿病、增加美容健美效果等多种临床症状。本发明公开了一个新的一氧化氮前体化合物的结构，提高了一氧化氮转运和释放的效率。
• Design and Synthesis of RNA-Specific Groove-Binding Cations: Implications for Antiviral Drug Design
  作者：Adrian W. McConnaughie、Jaroslaw Spychala、Min Zhao、David Boykin、W. David Wilson

  DOI：10.1021/jm00034a004

  日期：1994.4

  As as initial step in the design of structure-specific RNA-interactive molecules as potential antiviral agents, we have focused on the synthesis of molecules that exhibit strong and preferential binding to duplex RNA. A series of polycationic ligands have been synthesized, and the degree of preferential binding to RNA has initially been determined by thermal denaturation (Delta T-m) with both RNA [poly(A) poly(U)] and DNA [poly(dA).poly(dT)] polymers at a variety of pH values. Seven compounds from the series exhibit a substantial degree of RNA-selective binding. The relatively high Delta T-m values obtained suggest a specific mode of interaction between these ligands and the RNA helix. By contrast, the much lower Delta T-m values with poly(dA) poly(dT) DNA reflect a more nonspecific interaction mode, A viscometric titration study with poly(A) poly(U) confirms that they do not bind by intercalation. The results, combined with the known structure and electronegative potential of duplex RNA, suggest that these molecules bind in the major groove via specific electrostatic and/or hydrogen-bonded interactions.
• Syntheses and DNA photocleavage by mono- and bis-phenothiazinium–piperazinexylene intercalators
  作者：Beth Wilson、María-José Fernández、Antonio Lorente、Kathryn B. Grant

  DOI：10.1016/j.tet.2008.01.105

  日期：2008.4

  Chromophore systems consisting of one (compound 5) or two (compound 6) phenothiazine rings covalently attached to a bis-piperazinexylene chain were synthesized and evaluated as DNA photocleaving agents. In the presence of DNA, the compounds were shown to monointercalate in their deaggregated forms and to strongly absorb red wavelengths of light. Reactions containing micromolar concentrations of compound produced robust photocleavage of plasmid DNA under near-physiological conditions of temperature and pH (22 degrees C and pH 7.0). Phenothiazines 5 and 6 increased the T-m of calf thymus DNA by 17 and 19 degrees C, indicating that significant levels of duplex stabilization were produced. (c) 2008 Elsevier Ltd. All rights reserved.
• Coordination Chemistry and Structural Dynamics of a Long and Flexible Piperazine-Derived Ligand
  作者：Chris S. Hawes、Sophie E. Hamilton、Jamie Hicks、Gregory P. Knowles、Alan L. Chaffee、David R. Turner、Stuart R. Batten

  DOI：10.1021/acs.inorgchem.6b00933

  日期：2016.7.5

  highly flexible internally functionalized dipyridyl ligand α,α′-p-xylylenebis(1-(4-pyridylmethylene)-piper-4-azine), L, has been employed in the synthesis of a series of coordination polymer materials with CoII, CdII, and AgI ions. In poly-[Cd(L)(TPA)] 1 and poly-[Co(L)(IPA)], 2, (TPA = terephthalate, IPA = isophthalate) the ligand adopts a similar linear conformation to that seen in the structure of the

  长且高度柔性的内部官能化二吡啶基配体α，α'-对苯二甲撑双（1-（4-吡啶基亚甲基）-哌-4-嗪）L已用于与Co的一系列配位聚合物材料的合成II，Cd II和Ag I离子。在聚[[Cd（L）（TPA）] 1和聚-[Co（L（IPA）]]中，2（TPA =对苯二甲酸酯，IPA =间苯二甲酸酯），该配体与未结合分子的结构具有相似的线性构象，并提供了较长的（2.6 nm）金属-金属桥联距离。由于边缘长度与羧酸盐大分子配体的不匹配，分别观察到来自规则直径1和2的规则直径和（4,4）网络几何形状的几何变形。在聚-[Ag 2（CF 3 SO 3）2（L）]中，3，配体通过两个吡啶基团和四个哌嗪氮供体中的两个配位基进行配位，形成一个高连接性的二维网络。化合物3-多孔cds网络聚[Ag 2（L）]（BF 4）2 ·2MeCN，4在乙腈客人交换时经历了引人入胜的快速单晶至单晶重排用于环境空气中的水，形成无孔水合网络聚-[Ag