1-[5-(1H-benzimidazol-2-ylsulfanyl)pentyl]-3-[5-[2-[5-[3-[5-(1H-benzimidazol-2-ylsulfanyl)pentyl]-4-methyl-2,6-dioxopyrimidin-1-yl]pentylsulfanyl]benzimidazol-1-yl]pentyl]-6-methylpyrimidine-2,4-dione | 1333467-55-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 1-[5-(1H-benzimidazol-2-ylsulfanyl)pentyl]-3-[5-[2-[5-[3-[5-(1H-benzimidazol-2-ylsulfanyl)pentyl]-4-methyl-2,6-dioxopyrimidin-1-yl]pentylsulfanyl]benzimidazol-1-yl]pentyl]-6-methylpyrimidine-2,4-dione
• CAS: 1333467-55-2
• 化学式: C₅₁H₆₂N₁₀O₄S₃
• 分子量: 975.316
• InChiKey: FJRDDUPCHWJOGZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.8
• 重原子数：
  68
• 可旋转键数：
  27
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  232
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  1H-苯并咪唑-2-硫醇 、 1,3-bis(5-bromopentyl)-6-methyluracil 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以49%的产率得到1,3-bis[5-(benzimidazole-2-ylthio-1H)pentyl]-6-methyluracil
  参考文献：
  名称：

  Synthesis and reactivity of acyclic and macrocyclic uracils bridged with five-membered heterocycles

  摘要：

  Replacement of terminal atoms of Br in 1,3-bis(bromopentyl)-5(6)-substituted uracils with 2-mercapto-5-methyl-1,3,4-thiadiazole, 2,5-dimercapto-1,3,4-thiadiazole, 2-mercaptoimidazole, and 2-mercaptobenzimidazoles resulted in a series of acyclic compounds and isomeric heterocyclophanes. Structures of macrocyclic regioisomers were unambiguously determined by NMR data. One of the regioisomers exhibits a hypochromic effect with respect to model compounds. The acyclic uracils obtained bridged with five-membered heterocycles are alkylated with methyliodide and methyl tosylate, and oxidated with m-CPBA. H2O2, and I-2. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.07.034

文献信息

• Synthesis and reactivity of acyclic and macrocyclic uracils bridged with five-membered heterocycles
  作者：Vyacheslav E. Semenov、Evgeniya S. Krylova、Irina V. Galyametdinova、Alla V. Chernova、Sergey V. Kharlamov、Shamil K. Latypov、Vladimir S. Reznik

  DOI：10.1016/j.tet.2011.07.034

  日期：2011.9

  Replacement of terminal atoms of Br in 1,3-bis(bromopentyl)-5(6)-substituted uracils with 2-mercapto-5-methyl-1,3,4-thiadiazole, 2,5-dimercapto-1,3,4-thiadiazole, 2-mercaptoimidazole, and 2-mercaptobenzimidazoles resulted in a series of acyclic compounds and isomeric heterocyclophanes. Structures of macrocyclic regioisomers were unambiguously determined by NMR data. One of the regioisomers exhibits a hypochromic effect with respect to model compounds. The acyclic uracils obtained bridged with five-membered heterocycles are alkylated with methyliodide and methyl tosylate, and oxidated with m-CPBA. H2O2, and I-2. (C) 2011 Elsevier Ltd. All rights reserved.