1,4-Diamino-cyclohexane-1,4-dicarboxylic acid dimethyl ester | 896473-14-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 1,4-Diamino-cyclohexane-1,4-dicarboxylic acid dimethyl ester
• CAS: 896473-14-6
• 化学式: C₁₀H₁₈N₂O₄
• 分子量: 230.264
• InChiKey: FXNKIEHPQPQBIP-AOOOYVTPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  16.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  104.64
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  1,4-Diamino-cyclohexane-1,4-dicarboxylic acid dimethyl ester 在 三乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 30.0h， 生成 2,10-dithioxo-1,3,9,11-tetraaza-dispiro[4.2.4.2]tetradecane-4,12-dione
  参考文献：
  名称：

  Synthesis and DNA binding studies of bis-intercalators with a novel spiro-cyclic linker

  摘要：

  Threading polyintercalation has been demonstrated as a unique DNA binding mode in which a polyintercalating moiety threads back and forth through the DNA double helix. This binding topology necessitates linkers residing in both the minor and major grooves in an alternating fashion. In the present work, two novel, rigid, cis and trans oriented spiro-cyclic linkers were synthesized as potential groove binding elements in the context of threading bis-intercalation. Analysis of dissociation kinetics indicated that the cis oriented dimer has dramatically slower dissociation from poly(dGdC) and calf thymus (CT) DNA compared to the trans oriented dimer and a linear dimer control. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.03.038
• 作为产物：
  描述：

  (4-ethoxycarbonylamino-1,4-bis-methoxy-methoxymethyl-cyclohexyl)-carbamic acid ethyl ester 在 sodium hydroxide 、 potassium permanganate 、 碘代三甲硅烷 、 potassium carbonate 、 三氟乙酸 作用下， 以 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 、 叔丁醇 为溶剂， 反应 70.0h， 生成 1,4-Diamino-cyclohexane-1,4-dicarboxylic acid dimethyl ester
  参考文献：
  名称：

  Synthesis and DNA binding studies of bis-intercalators with a novel spiro-cyclic linker

  摘要：

  Threading polyintercalation has been demonstrated as a unique DNA binding mode in which a polyintercalating moiety threads back and forth through the DNA double helix. This binding topology necessitates linkers residing in both the minor and major grooves in an alternating fashion. In the present work, two novel, rigid, cis and trans oriented spiro-cyclic linkers were synthesized as potential groove binding elements in the context of threading bis-intercalation. Analysis of dissociation kinetics indicated that the cis oriented dimer has dramatically slower dissociation from poly(dGdC) and calf thymus (CT) DNA compared to the trans oriented dimer and a linear dimer control. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.03.038