3-[3,5-bis(trifluoromethyl)phenyl]-4-(5-chloro-2-methoxyphenyl)-1,2,4-oxadiazol-5-(4H)-one | 444348-63-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-[3,5-bis(trifluoromethyl)phenyl]-4-(5-chloro-2-methoxyphenyl)-1,2,4-oxadiazol-5-(4H)-one
• 英文别名: 3-[3,5-Bis(trifluoromethyl)phenyl]-4-(5-chloro-2-methoxyphenyl)-1,2,4-oxadiazol-5-one
• CAS: 444348-63-4
• 化学式: C₁₇H₉ClF₆N₂O₃
• 分子量: 438.713
• InChiKey: CPDYJKPJVBSEBW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  29
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  51.1
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  3-[3,5-bis(trifluoromethyl)phenyl]-4-(5-chloro-2-methoxyphenyl)-1,2,4-oxadiazol-5-(4H)-one 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 生成 3-(3,5-Bis-trifluoromethyl-phenyl)-4-(5-chloro-2-hydroxy-phenyl)-4H-[1,2,4]oxadiazol-5-one
  参考文献：
  名称：

  4,5-Diphenyltriazol-3-ones:  Openers of Large-Conductance Ca²⁺-Activated Potassium (Maxi-K) Channels

  摘要：

  A series of diphenyl-substituted heterocycles were synthesized and evaluated by electrophysiological techniques as openers of the cloned mammalian large-conductance, Call-activated potassium (maxi-K) channel. The series was designed from deannulation of known benzimidazolone maxi-K opener NS-004 (2) thereby providing an effective template for obtaining structure-activity-related information. The triazolone ring system was the most studied wherein 4,5-diphenyltriazol-3-one 6d (maxi-K = 158%) was identified as the optimal maxi-K channel opener.

  DOI：

  10.1021/jm010569q
• 作为产物：
  描述：

  5-氯-2-甲氧基苯胺 在 五氯化磷 、 羟胺 、 三乙胺 作用下， 以 四氢呋喃 、 乙醚 、 乙醇 、 苯 为溶剂， 反应 41.0h， 生成 3-[3,5-bis(trifluoromethyl)phenyl]-4-(5-chloro-2-methoxyphenyl)-1,2,4-oxadiazol-5-(4H)-one
  参考文献：
  名称：

  4,5-Diphenyltriazol-3-ones:  Openers of Large-Conductance Ca²⁺-Activated Potassium (Maxi-K) Channels

  摘要：

  A series of diphenyl-substituted heterocycles were synthesized and evaluated by electrophysiological techniques as openers of the cloned mammalian large-conductance, Call-activated potassium (maxi-K) channel. The series was designed from deannulation of known benzimidazolone maxi-K opener NS-004 (2) thereby providing an effective template for obtaining structure-activity-related information. The triazolone ring system was the most studied wherein 4,5-diphenyltriazol-3-one 6d (maxi-K = 158%) was identified as the optimal maxi-K channel opener.

  DOI：

  10.1021/jm010569q