3-{2-[1-(4-Chloro-phenylsulfanyl)-meth-(E)-ylidene]-cyclohexyl}-propionitrile | 288571-51-7

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 3-{2-[1-(4-Chloro-phenylsulfanyl)-meth-(E)-ylidene]-cyclohexyl}-propionitrile
• CAS: 288571-51-7
• 化学式: C₁₆H₁₈ClNS
• 分子量: 291.845
• InChiKey: SVLNRPIQAQKMSE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.81
• 重原子数：
  19.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  23.79
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  3-{2-[1-(4-Chloro-phenylsulfanyl)-meth-(E)-ylidene]-cyclohexyl}-propionitrile 在 oxygen 、 叔丁基二甲硅基三氟甲磺酸酯 、 三乙胺 、 间氯过氧苯甲酸 作用下， 生成
  参考文献：
  名称：

  Antimalarial sulfone trioxanes

  摘要：

  A series of new sulfide and sulfone 1,2,4-trioxanes was prepared in only a few steps from commercial reactants. The sulfone trioxanes were found to have higher in vitro antimalarial potencies than the sulfides, with 12 beta-arylsulfone trioxanes 1 beta being from 1/3 to 1/4 as potent as the complex natural antimalarial trioxane artemisinin (2). A tentative chemical mechanism is proposed to account for the great difference in antimalarial activity of the 12 alpha-vs. 12 beta-sulfide trioxanes. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)00290-1
• 作为产物：
  描述：

  对氯苯氯甲基硫醚 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 72.0h， 生成 3-{2-[1-(4-Chloro-phenylsulfanyl)-meth-(E)-ylidene]-cyclohexyl}-propionitrile
  参考文献：
  名称：

  Antimalarial sulfide, sulfone, and sulfonamide trioxanes

  摘要：

  A series of trioxanes featuring sulfide, sulfone. and sulfonamide snbstituents in diverse positions has been prepared. Structure-activity relationship (SAR) generalizations highlight two major factors controlling the antimalarial potency of these new chemical entities: (1) the proximity of the sulfur-containing substituent to the crucial peroxide bond and (2) the oxidation stale of the sulfur-containing substituent. Generally, sulfones are more antimalarially potent than the corresponding sulfides. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(00)00079-1