1-Cyclohexyl-3-hexylthiourea | 401640-79-7

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫脲类
• 英文名称: 1-Cyclohexyl-3-hexylthiourea
• CAS: 401640-79-7
• 化学式: C₁₃H₂₆N₂S
• 分子量: 242.429
• InChiKey: YTJSBHBWUBXURL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.923
• 拓扑面积：
  56.2
• 氢给体数：
  2
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-(chloromethyl)-5,6-dihydroimidazo[2,1-b]thiazole hydrochloride 、 1-Cyclohexyl-3-hexylthiourea 以 乙腈 为溶剂， 生成
  参考文献：
  名称：

  Orally Bioavailable Isothioureas Block Function of the Chemokine Receptor CXCR4 In Vitro and In Vivo

  摘要：

  The interaction of the chemokine receptor CXCR4 with its ligand CXCL12 is involved in many biological processes such as hematopoesis, migration of immune cells, as well as in cancer metastasis. CXCR4 also mediates the infection of T-cells with X4-tropic HIV functioning as a coreceptor for the viral envelope protein gp120. Here, we describe highly potent, selective CXCR4 inhibitors that block CXCR4/CXCL12 interactions in vitro and in vivo Lis well as the infection of target cells by X4-tropic HIV.

  DOI：

  10.1021/jm801065q
• 作为产物：
  描述：

  o-phenyl hexylcarbamothioate 、 环己胺 以 水 为溶剂， 反应 0.33h， 以97%的产率得到1-Cyclohexyl-3-hexylthiourea
  参考文献：
  名称：

  在水中方便地合成不对称N,N'-二取代硫脲

  摘要：

  已经开发出一种简单方便的两步法，用于在水中合成 25 种（其中 4 种是新型的）不对称 N,N'-二取代硫脲。烷基胺或各种取代的芳胺在室温下与氯硫代甲酸苯酯顺利反应形成硫代氨基甲酸酯，然后在回流水中与另一种烷基或芳基胺反应，得到不对称的 N,N'-二取代硫脲，产率良好至极好。该方法的主要优点是条件温和、后处理简单、收率高以及使用水作为溶剂。

  DOI：

  10.3184/174751916x14760947474916

文献信息

• Orally Bioavailable Isothioureas Block Function of the Chemokine Receptor CXCR4 In Vitro and In Vivo
  作者：Gebhard Thoma、Markus B. Streiff、Jiri Kovarik、Fraser Glickman、Trixie Wagner、Christian Beerli、Hans-Günter Zerwes

  DOI：10.1021/jm801065q

  日期：2008.12.25

  The interaction of the chemokine receptor CXCR4 with its ligand CXCL12 is involved in many biological processes such as hematopoesis, migration of immune cells, as well as in cancer metastasis. CXCR4 also mediates the infection of T-cells with X4-tropic HIV functioning as a coreceptor for the viral envelope protein gp120. Here, we describe highly potent, selective CXCR4 inhibitors that block CXCR4/CXCL12 interactions in vitro and in vivo Lis well as the infection of target cells by X4-tropic HIV.
• Convenient Synthesis of Unsymmetrical N,N′-disubstituted Thioureas in Water
  作者：Zhengyi Li、Yuan Chen、Yue Yin、Zhiming Wang、Xiaoqiang Sun

  DOI：10.3184/174751916x14760947474916

  日期：2016.11

  and convenient two-step method has been developed and used to synthesise 25 (4 of which are novel) unsymmetrical N,N′-disubstituted thioureas in water. Alkylamines or variously substituted arylamines reacted smoothly with phenyl chlorothionoformate at room temperature to form thiocarbamates, which were then reacted with another alkyl- or arylamine in water at reflux to afford the unsymmetrical N,N′-disubstituted

  已经开发出一种简单方便的两步法，用于在水中合成 25 种（其中 4 种是新型的）不对称 N,N'-二取代硫脲。烷基胺或各种取代的芳胺在室温下与氯硫代甲酸苯酯顺利反应形成硫代氨基甲酸酯，然后在回流水中与另一种烷基或芳基胺反应，得到不对称的 N,N'-二取代硫脲，产率良好至极好。该方法的主要优点是条件温和、后处理简单、收率高以及使用水作为溶剂。