4-[4-[2-(piperidin-1-yl)ethyloxy]phenyl]-thiazole-2-carbonitrile | 145261-74-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-[4-[2-(piperidin-1-yl)ethyloxy]phenyl]-thiazole-2-carbonitrile
• 英文别名: 4-[4-(2-piperidin-1-ylethoxy)phenyl]-1,3-thiazole-2-carbonitrile
• CAS: 145261-74-1
• 化学式: C₁₇H₁₉N₃OS
• 分子量: 313.423
• InChiKey: CKQTVJDIBZRCFW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  77.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-(4-hydroxyphenyl)-thiazole-2-carbonitrile 、 1-(2-氯乙基)哌啶盐酸盐 在 potassium carbonate 作用下， 以 N-甲基乙酰胺 、 水 为溶剂， 生成 4-[4-[2-(piperidin-1-yl)ethyloxy]phenyl]-thiazole-2-carbonitrile
  参考文献：
  名称：

  4-aryl-thiazole derivatives

  摘要：

  该发明涉及具有以下式I的4-芳基噻唑或咪唑衍生物##STR1##其中X为0或NOH，Y为S或NR.sub.3，Ar为从苯基、萘基、四氢萘基和联苯基中选择的基团，R为独立选择的一个到四个取代基，选自氢、羟基、低烷基、低烷氧基、低硫代烷基、环烷基、卤素、CF.sub.3、NO.sub.2和O-ALK-NR.sub.1 R.sub.2，其中ALK为具有2-6个碳原子的饱和脂肪族碳氢基团，R.sub.1和R.sub.2独立地为氢或低烷基，或者与它们结合，与它们结合形成与氮原子共价的杂环，R.sub.3为氢或低烷基；或其药学上可接受的盐，但排除4-(4-氯苯基)-噻唑-2-甲酰胺。根据该发明的化合物增加心肌原纤维对钙的敏感性，并具有磷酸二酯酶抑制活性和支气管扩张活性，适用于治疗患有心力衰竭和哮喘的患者。

  公开号：

  US05254575A1

文献信息

• 4-aryl-imidazole derivatives
  申请人：Akzo N.V.

  公开号：US05462959A1

  公开（公告）日：1995-10-31

  The invention concerns a 4-aryl-imidazole derivative having the formula I ##STR1## wherein X is 0 or NOH, Y is NR.sub.3, Ar is a group selected from phenyl, naphthyl, tetrahydronaphthyl, and biphenyl, R is one to four substituents independently selected from hydrogen, hydroxy, lower alkyl, lower alkoxy, lower thioalkyl, cycloalkyl, halogen, CF.sub.3, NO.sub.2, and O--ALK--NR.sub.1 R.sub.2, in which ALK is a saturated aliphatic hydrocarbon group having 2-6 carbon atoms, and R.sub.1 and R.sub.2 are independently hydrogen or lower alkyl, or form, together with the nitrogen atom to which they are bonded, a heterocyclic ring, and R.sub.3 is hydrogen or a lower alkyl; or a pharmaceutically acceptable salt thereof, with the proviso that 4-(4-chlorophenyl)-thiazole-2-carboxamide is excluded. The compounds according to the invention increase the sensitivity of cardiac myofibrils to calcium and possess phosphodiesterase inhibitory activity and bronchodilator activity, and are useful for the treatment of patients suffering from heart failure and asthma.

  本发明涉及一种具有以下式I的4-芳基咪唑衍生物： ##STR1## 其中X为0或NOH，Y为NR.sub.3，Ar为从苯基、萘基、四氢萘基和联苯基中选择的基团，R为一个到四个取代基，独立地选择自氢、羟基、低碳基、低氧基、低硫代烷基、环烷基、卤素、CF.sub.3、NO.sub.2和O-ALK-NR.sub.1 R.sub.2，其中ALK是具有2-6个碳原子的饱和脂肪族碳氢基团，R.sub.1和R.sub.2独立地为氢或低碳基，或与它们所结合的氮原子一起形成杂环环，R.sub.3为氢或低碳基；或其药学上可接受的盐，但4-(4-氯苯基)-噻唑-2-羧酰胺被排除在外。该发明的化合物增加心脏肌纤维对钙的敏感性，并具有磷酸二酯酶抑制活性和支气管扩张活性，可用于治疗患有心力衰竭和哮喘的患者。
• 4-aryl-thiazole or imidazole derivatives
  申请人：Akzo Nobel N.V.

  公开号：EP0506194B1

  公开（公告）日：1996-08-21
• US5254575A
  申请人：——

  公开号：US5254575A

  公开（公告）日：1993-10-19
• US5462959A
  申请人：——

  公开号：US5462959A

  公开（公告）日：1995-10-31
• 4-aryl-thiazole derivatives
  申请人：AKZO N.V.

  公开号：US05254575A1

  公开（公告）日：1993-10-19

  The invention concerns a 4-aryl-thiazole or imidazole derivative having the formula I ##STR1## wherein X is 0 or NOH, Y is S or NR.sub.3, Ar is a group selected from phenyl, naphthyl, tetrahydronaphthyl, and biphenyl, R is one to four substituents independently selected from hydrogen, hydroxy, lower alkyl, lower alkoxy, lower thioalkyl, cycloalkyl, halogen, CF.sub.3, NO.sub.2, and O-ALK-NR.sub.1 R.sub.2, in which ALK is a saturated aliphatic hydrocarbon group having 2-6 carbon atoms, and R.sub.1 and R.sub.2 are independently hydrogen or lower alkyl, or form, together with the nitrogen atom to which they are bonded, a heterocyclic ring, and R.sub.3 is hydrogen or a lower alkyl; or a pharmaceutically acceptable salt thereof, with the proviso that 4-(4-chlorophenyl)-thiazole-2-carboxamide is excluded. The compounds according to the invention increase the sensitivity of cardiac myofibrils to calcium and possess phosphodiesterase inhibitory activity and bronchodilator activity, and are useful for the treatment of patients suffering from heart failure and asthma.

  该发明涉及具有以下式I的4-芳基噻唑或咪唑衍生物##STR1##其中X为0或NOH，Y为S或NR.sub.3，Ar为从苯基、萘基、四氢萘基和联苯基中选择的基团，R为独立选择的一个到四个取代基，选自氢、羟基、低烷基、低烷氧基、低硫代烷基、环烷基、卤素、CF.sub.3、NO.sub.2和O-ALK-NR.sub.1 R.sub.2，其中ALK为具有2-6个碳原子的饱和脂肪族碳氢基团，R.sub.1和R.sub.2独立地为氢或低烷基，或者与它们结合，与它们结合形成与氮原子共价的杂环，R.sub.3为氢或低烷基；或其药学上可接受的盐，但排除4-(4-氯苯基)-噻唑-2-甲酰胺。根据该发明的化合物增加心肌原纤维对钙的敏感性，并具有磷酸二酯酶抑制活性和支气管扩张活性，适用于治疗患有心力衰竭和哮喘的患者。