1-Pentyl-3-[3-[4-[3-(pentylcarbamothioylamino)propyl]piperazin-1-yl]propyl]thiourea | 1229624-16-1

• 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: 1-Pentyl-3-[3-[4-[3-(pentylcarbamothioylamino)propyl]piperazin-1-yl]propyl]thiourea
• 英文别名: 1-pentyl-3-[3-[4-[3-(pentylcarbamothioylamino)propyl]piperazin-1-yl]propyl]thiourea
• CAS: 1229624-16-1
• 化学式: C₂₂H₄₆N₆S₂
• 分子量: 458.779
• InChiKey: IUJPCEWMGXKJFA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  30
• 可旋转键数：
  16
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  119
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1,4-双(3-氨基丙基)哌嗪 、 1-硫代异氰酸戊酯 以 四氢呋喃 为溶剂， 以100%的产率得到1-Pentyl-3-[3-[4-[3-(pentylcarbamothioylamino)propyl]piperazin-1-yl]propyl]thiourea
  参考文献：
  名称：

  A Robust Thiourea Synthon for Crystal Engineering

  摘要：

  Crystallographic characterization of a series of bis-thiourea derivatives derived from N,N'-bis(3-aminopropyl)piperazine revealed a highly conserved intramolecular hydrogen bonding pattern, with intramolecular S(6) [or, in one case, S(8)] hydrogen bonding interactions between each heterocyclic nitrogen atom and one proton of the adjacent propylthioureido substituent. These intramolecular hydrogen-bonding interactions lend an overall spiral-like structure to the molecules, rather reminiscent of the form of a spiral galaxy. These monomeric units assemble into infinite chains via the formation of intermolecular R(2)(2)(8) cyclic thiourea dimers, with the exception of a phenyl derivative, which crystallized as a monomeric bis(dimethyl sulfoxide) solvate. The S(6) intramolecular hydrogen bond motif was maintained in the phenylthioureido derivatives of both N-(3-aminopropyl)morpholine and 3,3'-diamino-N-methyl-dipropylamine. The robustness of the "spiral galaxy" motif and its apparent ability to direct intermolecular interactions suggest its potential utility as a useful new synthon for solid-state design.

  DOI：

  10.1021/cg100589n

文献信息

• A Robust Thiourea Synthon for Crystal Engineering
  作者：Kathryn Paisner、Lev N. Zakharov、Kenneth M. Doxsee

  DOI：10.1021/cg100589n

  日期：2010.8.4

  Crystallographic characterization of a series of bis-thiourea derivatives derived from N,N'-bis(3-aminopropyl)piperazine revealed a highly conserved intramolecular hydrogen bonding pattern, with intramolecular S(6) [or, in one case, S(8)] hydrogen bonding interactions between each heterocyclic nitrogen atom and one proton of the adjacent propylthioureido substituent. These intramolecular hydrogen-bonding interactions lend an overall spiral-like structure to the molecules, rather reminiscent of the form of a spiral galaxy. These monomeric units assemble into infinite chains via the formation of intermolecular R(2)(2)(8) cyclic thiourea dimers, with the exception of a phenyl derivative, which crystallized as a monomeric bis(dimethyl sulfoxide) solvate. The S(6) intramolecular hydrogen bond motif was maintained in the phenylthioureido derivatives of both N-(3-aminopropyl)morpholine and 3,3'-diamino-N-methyl-dipropylamine. The robustness of the "spiral galaxy" motif and its apparent ability to direct intermolecular interactions suggest its potential utility as a useful new synthon for solid-state design.