4,4'-(4,4'-bipiperidine-1,1'-diyl)bis(methylene)dibenzonitrile | 193884-64-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 4,4'-(4,4'-bipiperidine-1,1'-diyl)bis(methylene)dibenzonitrile
• 英文别名: 1,1'-bis(4-cyanobenzyl)-4,4'-bipiperidine
• CAS: 193884-64-9
• 化学式: C₂₆H₃₀N₄
• 分子量: 398.551
• InChiKey: BQHOWNPIAIDSCM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.55
• 重原子数：
  30.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  54.06
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  4,4'-(4,4'-bipiperidine-1,1'-diyl)bis(methylene)dibenzonitrile 在 盐酸 作用下， 以 乙醇 为溶剂， 反应 108.0h， 生成 1,1'-bis[4-(isopropylamidino)benzyl]-4,4'-bipiperidine
  参考文献：
  名称：

  Design and analysis of molecular motifs for specific recognition of RNA

  摘要：

  Selective targeting of RNA has become a recent priority in drug design strategies due to the emergence of retroviruses, the need for new antibiotics to counter drug resistance, and our increased awareness of the essential role RNA and RNA structures play in the progression of disease. Most organic compounds known to specifically target RNA are complex, naturally occurring antibiotics that are difficult to synthesize or derivatize and modification of these compounds to optimize interactions with structurally unique RNAs is difficult. The de novo design of synthetically accessible analogues is one possible alternative; however, little is known about the RNA recognition principles on which to design new compounds and limited information on RNA structure in general is available. To contribute to the growing body of knowledge on RNA recognition principles, we have prepared two series of polycationic RNA-binding agents, one with a linear scaffold, the other with a macrocyclic scaffold. We evaluated these compounds for their ability to bind to DNA and RNA, as well as to a specific RNA, the regulatory sequence, RRE, derived from HIV-1, by using thermal melting, circular dichroism, and electrophoresis gel shift methods. Out results suggest that cationic charge centers of high pKa that are displayed along a scaffold of limited flexibility bind preferentially to RNA, most likely within the major groove. Related derivatives that bind more strongly to DNA more closely mimic classical DNA minor-groove binding agents. Several of the macrocyclic polycations expand on a new binding motif where purine bases in duplex RNA are complexed within the macrocyclic cavity, enhancing base-pair opening processes and ultimately destabilizing the RNA duplex. The results in this report should prove a helpful addition to the growing information on molecular motifs that specifically bind to RNA.

  DOI：

  10.1016/s0968-0896(97)00054-0
• 作为产物：
  描述：

  4,4'-二哌啶 、 对氰基溴化苄 在 potassium carbonate 、 potassium iodide 作用下， 以 乙腈 为溶剂， 以70%的产率得到4,4'-(4,4'-bipiperidine-1,1'-diyl)bis(methylene)dibenzonitrile
  参考文献：
  名称：

  基于新设计的双（氰基苄基）双哌啶配体的银配位聚合物：合成，阴离子交换，客体包含，电化学和光致发光性能。

  摘要：

  一种新型的柔性配体，双（氰基苄基）联哌啶（L），已经合成并进行了结构表征。九种新型银（I）配位聚合物（CP），其尺寸取决于抗衡阴离子[Ag 2（L）（NO 3）2 ] n（1），[Ag 2（L）（NO 3）2 ] n（2），{[Ag 2（L）（NO 3）2）]（C 16 H 10）} n（3），{[Ag2（L）（NO 3）2）]（C 20 H 12）} n（4），[Ag 2（L）（ClO 4）2 ] n（5），[Ag 2（L）（CF 3 SO）3）2（C 4 H 8 O）2 ] n（6），[Ag 2（L）（CF 3 SO 3）2（C3 H 6 O）2 ] n（7），{[Ag 2（L）2 ]·（BF 4）·2（C 3 H 6 O）} n（8）和[Ag 2（L）3（ PF 6）2 ]· x（C 3 H 6 O）（9）是通过L与AgX（X = NO 3 –，ClO 4 –，CF 3 SO ）的自组装而制备的3

  DOI：

  10.1021/acs.cgd.6b00151

文献信息

• A general synthesis of diaryl cyclic diamidines
  作者：Jarosław Spychała

  DOI：10.1016/s0040-4039(99)00307-x

  日期：1999.4

  A convenient and general method has been developed for directly converting bis-nitriles to cyclic diamidines using reagents derived from diaminoalkanes saturated with hydrogen sulfide. A 1:1 mixture of a diaminoalkane and ethyl alcohol (or without) was effective in most cases (72-88%). The synthetic utility of this methodology in the preparation of 1,3,6,8-tetrakis(cyclic amidino)pyrenes from 1,3,6,8-tetracyanopyrene is described. (C) 1999 Elsevier Science Ltd. All rights reserved.