N-(4-Cyano-3-phenylthiophenyl)-3,3,3,-trifluoro-2-hydroxy-2-methyl propanamide | 148301-97-7

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: N-(4-Cyano-3-phenylthiophenyl)-3,3,3,-trifluoro-2-hydroxy-2-methyl propanamide
• 英文别名: N-(4-cyano-3-phenylsulfanylphenyl)-3,3,3-trifluoro-2-hydroxy-2-methylpropanamide
• CAS: 148301-97-7
• 化学式: C₁₇H₁₃F₃N₂O₂S
• 分子量: 366.364
• InChiKey: HSWBBZLWIGINOW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  98.4
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  N-(4-Cyano-3-phenylthiophenyl)-3,3,3,-trifluoro-2-hydroxy-2-methyl propanamide 在 potassium permanganate 作用下， 以 水 、 溶剂黄146 为溶剂， 生成 N-(4-Cyano-3-phenylsulfonylphenyl)-3,3,3,-trifluoro-2-hydroxy-2-methyl propanamide
  参考文献：
  名称：

  Therapeutic amides

  摘要：

  酰胺具有以下化学式I：##STR1## 其中E、X、R.sup.2和R.sup.3的含义如规范中所述，并且其药学上可接受的盐和在体内可水解的酯，可用于治疗尿失禁。还提供了制备这些酰胺的方法和含有它们的药物组合物。

  公开号：

  US05272163A1
• 作为产物：
  描述：

  2-氯-4-氨基苯腈 以 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 生成 N-(4-Cyano-3-phenylthiophenyl)-3,3,3,-trifluoro-2-hydroxy-2-methyl propanamide
  参考文献：
  名称：

  N-Aryl-3,3,3-trifluoro-2-hydroxy-2-methylpropanamides:  K_ATP Potassium Channel Openers. Modifications on the Western Region

  摘要：

  A subset of antiandrogen compounds, the N-aryl-3,3,3-trinuoro-2-hydroxy-2-methylpropanamides 1, were found to activate ATP sensitive potassium channels (K-ATP) and represent a new class of potassium channel openers (PCOs). A structure-activity relationship was carried out on the western region of this series with the goal of obtaining an activator of the ATP sensitive potassium channel suitable for use in the treatment of urge urinary incontinence. In particular three large 4-(N-aryl) substituents, the (N-phenyl-N-methylamino)sulfonyl, benzoyl, and 4-pyridylsulfonyl moieties, yielded non-antiandrogen, K-ATP potassium channel openers (39, 41, and 64, respectively) that are bladder selective in an in vivo rat model that simultaneously measures bladder contractions, heart rate, and blood pressure. Substitutions of the aryl rings of 41 and 64 gave several derivatives that also display selectivity in the in vivo rat model; however, none appear to offer a substantial advantage over 41 and 64. The PCO activity of 41 and 64 resides in the (S)-(-) enantiomers. ZD6169, 41(S), has been selected into development for the treatment of urge urinary incontinence.

  DOI：

  10.1021/jm960365n

文献信息

• Method of preparing therapeutic amides
  申请人：Imperial Chemical Industries, PLC

  公开号：US05684198A1

  公开（公告）日：1997-11-04

  Amides having formula I: ##STR1## wherein E, X, R.sup.2 and R.sup.3 have the meanings given in the specification, and pharmaceutically acceptable salts and pharmaceutically acceptable in vivo hydrolysable esters thereof, which are useful in the treatment of urinary incontinence. Further provided are processes for preparing the aides and pharmaceutical compositions containing them.

  具有以下式子I的酰胺：##STR1## 其中E、X、R.sup.2和R.sup.3的含义如规范中所述，并且其药学上可接受的盐和药学上可接受的体内可水解酯，可用于治疗尿失禁。还提供了制备这些酰胺的过程和含有它们的制药组合物。
• US5272163A
  申请人：——

  公开号：US5272163A

  公开（公告）日：1993-12-21
• US5382598A
  申请人：——

  公开号：US5382598A

  公开（公告）日：1995-01-17
• US5474999A
  申请人：——

  公开号：US5474999A

  公开（公告）日：1995-12-12
• US5565465A
  申请人：——

  公开号：US5565465A

  公开（公告）日：1996-10-15