3-(4-hydroxycyclohexyl)thiourea | 1505453-25-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-(4-hydroxycyclohexyl)thiourea
• 英文别名: (4-hydroxycyclohexyl)thiourea
• CAS: 1505453-25-7
• 化学式: C₇H₁₄N₂OS
• 分子量: 174.267
• InChiKey: OCUWTQGKDRFDPO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  90.4
• 氢给体数：
  3
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-(4-hydroxycyclohexyl)thiourea 、 4,4'-二甲氧基苯酚酯 在 potassium hydroxide 作用下， 以 水 、 二甲基亚砜 为溶剂， 反应 0.17h， 生成
  参考文献：
  名称：

  Evaluation of Aminohydantoins as a Novel Class of Antimalarial Agents

  摘要：

  Given the threat of drug resistance, there is an acute need for new classes of antimalarial agents that act via a unique mechanism of action relative to currently used drugs. We have identified a set of druglike compounds within the Tres Cantos Anti-Malarial Set (TCAMS) which likely act via inhibition of a Plasmodium aspartic protease. Structure-activity relationship analysis and optimization of these aminohydantoins demonstrate that these compounds are potent nanomolar inhibitors of the Plasmodium aspartic proteases PM-II and PM-IV and likely one or more other Plasmodium aspartic proteases. Incorporation of a bulky group, such as a cyclohexyl group, on the aminohydantion N-3 position gives enhanced antimalarial potency while reducing inhibition of human aspartic proteases such as BACE. We have identified compound 8p (CWHM-117) as a promising lead for optimization as an antimalarial drug with a low molecular weight, modest lipophilicity, oral bioavailability, and in vivo antimalarial activity in mice.

  DOI：

  10.1021/ml400412x