4-Chloro-2-[3-amino[5-[4-(trifluoromethyl)phenyl]-4H-1,2,4-triazol-4-yl]]phenol

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-Chloro-2-[3-amino[5-[4-(trifluoromethyl)phenyl]-4H-1,2,4-triazol-4-yl]]phenol
• 英文别名: 4-Chloro-2-[3-amino-[5-[4-(trifluoromethyl)phenyl]-4H-1,2,4-triazol-4-yl]]phenol；2-[3-amino-5-[4-(trifluoromethyl)phenyl]-1,2,4-triazol-4-yl]-4-chlorophenol
• 化学式: C₁₅H₁₀ClF₃N₄O
• 分子量: 354.719
• InChiKey: DXNXQWQRUUJIHA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  77
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  5-氯-2-甲氧基苯胺 在 五氯化磷 、 三溴化硼 、 碳酸氢钠 、 三乙胺 、 肼 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 二氯甲烷 、 苯 为溶剂， 反应 43.0h， 生成 4-Chloro-2-[3-amino[5-[4-(trifluoromethyl)phenyl]-4H-1,2,4-triazol-4-yl]]phenol
  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

文献信息

• Diphenyl imidazoles as potassium channel modulators
  申请人：Bristol-Myers Squibb Company

  公开号：US06271249B1

  公开（公告）日：2001-08-07

  Novel compounds of Formula 1 are useful to treat disorders responsive to openers of the large conductance calcium-activated potassium channels: wherein “Het” is one of a select group of heterocyclic moieties; Z is independently for each occurrence selected from O or S; Ra, Rb and Rc each are independently selected from hydrogen, halogen, OH, CF3, NO2, or provided Rc is not hydrogen; and when Ra and Rb are hydrogen, Rc may be a heterocyclic moiety selected from the group consisting of imidazol-1-yl, morpholinomethyl, N-methylimidazol-2-yl, and pyridin-2-yl; Rd and Re each are independently selected from hydrogen, halogen, CF3, NO2 or imidazol-1-yl; m, n and p each are independently selected from an integer of 0 or 1; and Rf and Rg each are independently hydrogen; C1-4 alkyl; or Rf and Rg, taken together with the nitrogen atom to which they are attached, is a heterocyclic moiety selected from the group consisting of N-methylpiperazine, morpholine, thiomorpholine, N-benzylpiperazine and imidazolinone.

  公式1的新化合物可用于治疗对大导电钙激活钾通道开放剂有反应的疾病：其中“Het”是一组选择性的杂环基团之一；Z是独立地对每个出现选自O或S；Ra，Rb和Rc分别独立地选自氢，卤素，OH，CF3，NO2或提供Rc不是氢；当Ra和Rb为氢时，Rc可以是从咪唑-1-基，吗啉基甲基，N-甲基咪唑-2-基和吡啶-2-基组成的杂环基团之一；Rd和Re独立地选自氢，卤素， ， 或咪唑-1-基；m，n和p各自独立地选自0或1的整数；Rf和Rg各自独立地选自氢，C1-4烷基；或者Rf和Rg与它们所连接的氮原子一起，是从N-甲基哌嗪，吗啉，硫代吗啉，N-苄基哌嗪和咪唑啉酮组成的杂环基团之一。
• DIPHENYL HETEROCYCLES AS POTASSIUM CHANNEL MODULATORS
  申请人：Bristol-Myers Squibb Company

  公开号：EP0915856A1

  公开（公告）日：1999-05-19
• EP0915856A4
  申请人：——

  公开号：EP0915856A4

  公开（公告）日：2006-04-12
• US6077861A
  申请人：——

  公开号：US6077861A

  公开（公告）日：2000-06-20
• US6271249B1
  申请人：——

  公开号：US6271249B1

  公开（公告）日：2001-08-07