2-<4-(chloropropoxy)phenyl>imidazo<1,2-a>pyridine | 114604-69-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-<4-(chloropropoxy)phenyl>imidazo<1,2-a>pyridine
• 英文别名: 2-[4-(chloropropoxy)phenyl]imidazo[1,2-a]pyridine；2-[4-(3-Chloro-propoxy)-phenyl]-imidazo[1,2-a]pyridine；2-[4-(3-chloropropoxy)phenyl]imidazo[1,2-a]pyridine
• CAS: 114604-69-2
• 化学式: C₁₆H₁₅ClN₂O
• 分子量: 286.761
• InChiKey: IIFRBHNWECOXEQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  26.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-<4-(chloropropoxy)phenyl>imidazo<1,2-a>pyridine 在 二正丁胺 、 silica gel 、 二氯甲烷 、 丙酮 作用下， 以 二正丁胺 为溶剂， 反应 5.0h， 以to give the free base of the title compound (5.1 g, 93% yield) as an oil的产率得到2-(4-dibutylaminopropoxyphenyl)imidazo-[1,2-a]pyridine
  参考文献：
  名称：

  2- or 3-aryl substituted imidazo(1,2-A)pyridines and their use as

  摘要：

  本文介绍了2-或3-芳基取代的咪唑[1,2-a]吡啶类化合物及其合成方法。这些化合物具有局部麻醉性质，可用作局部麻醉剂、钙通道阻滞剂和抗分泌剂。

  公开号：

  US04871745A1
• 作为产物：
  描述：

  1-[4-(3-chloropropoxy)phenyl]ethanone 在 溴 作用下， 以 乙醚 、 乙醇 为溶剂， 反应 16.0h， 生成 2-<4-(chloropropoxy)phenyl>imidazo<1,2-a>pyridine
  参考文献：
  名称：

  Synthesis of (aryloxy)alkylamines. 2. Novel imidazo-fused heterocycles with calcium channel blocking and local anesthetic activity

  摘要：

  A series of imidazo-fused heterocycles substituted with an aryloxy)alkylamine side chain were prepared as modifications to butoprozine (I) and found to possess calcium channel blocking activity similar in potency to that of bepridil in trachea smooth muscle and similar to that of verapamil in nitrendipine binding affinity in rabbit cardiac muscle. Of the various imidazo-fused heterocycles prepared, the imidazo[1,2-a]pyridines were also found to be potent local anesthetic agents. While most compounds in this series were equipotent to lidocaine in our initial screen, compounds 2 and 35 showed local anesthetic activity approximately 100 times more potent than lidocaine in our preliminary assays. These compounds represent a novel structural class of local anesthetic agents, and compound 2 is under further investigation.

  DOI：

  10.1021/jm00119a026

文献信息

• Phenyl-substituted imidazopyridines
  申请人：Breitenbucher Guy J.

  公开号：US20050085501A1

  公开（公告）日：2005-04-21

  The invention features pharmaceutically-active imidazopyridines and derivatives that are substituted with phenyl, methods of making them, and methods of using them.

  本发明涉及一种具有药理活性的苯基取代的咪唑吡啶及其衍生物，制备方法和使用方法。
• 2- Or 3- aryl substituted imidazo [1,2-a]pyridines
  申请人：Ortho Pharmaceutical Corporation

  公开号：US04727145A1

  公开（公告）日：1988-02-23

  Novel 2- or 3- aryl substituted imidazo[1,2-a]pyridines and their synthesis are described. The compounds have local anesthetic properties and are useful as local anesthetic agents.

  描述了2-或3-芳基取代的咪唑并[1,2-a]吡啶类化合物及其合成方法。这些化合物具有局部麻醉作用，可用作局部麻醉剂。
• 2- or 3-aryl substituted imidazo[1,2-a]pyridines and their use as
  申请人：Ortho Pharmaceutical Corporation

  公开号：US04791117A1

  公开（公告）日：1988-12-13

  Novel 2- or 3- aryl substituted imidazo[1,2-a]pyridines and their synthesis are described. The compounds have local anesthetic properties and are useful as local anesthetic agents, calcium channel blocking agents and antisecretory agents.

  本文描述了2-或3-芳基取代的咪唑并[1,2-a]吡啶类化合物及其合成方法。这些化合物具有局部麻醉作用，可用作局部麻醉剂、钙通道阻滞剂和抗分泌剂。
• 2- or 3-aryl substituted imidazo[1,2-a]pyridines
  申请人：Ortho Pharmaceutical Corporation

  公开号：US04833149A1

  公开（公告）日：1989-05-23

  Novel 2- or 3-aryl substituted imidazo[1,2-a]pyridines and their synthesis are described. The compounds have local anesthetic properties and are useful as local anesthetic agents, calcium channel blocking agents and antisecretory agents.

  本文描述了2-或3-芳基取代的咪唑[1,2-a]吡啶类化合物及其合成方法。这些化合物具有局部麻醉性质，可用作局部麻醉剂、钙通道阻滞剂和抗分泌剂。
• Method for treating histamine H3 receptor-mediated disorders with 2- or 3-aryl substituted imidazo&lsqb;1,2-a&rsqb; pyridines
  申请人：Ortho-McNeil Pharmaceutical, Inc.

  公开号：US06489337B1

  公开（公告）日：2002-12-03

  The invention features methods of using pharmaceutically-active 2- or 3-aryl substituted imidazopyridines for the treatment of histamine H3 receptor-mediated disorders.

  该发明涉及使用具有药理活性的2-或3-芳基取代咪唑吡啶类化合物治疗组胺H3受体介导的疾病的方法。