2-<4-(chloropropoxy)phenyl>-7-methylimidazo<1,2-a>pyrimidine | 115407-32-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-<4-(chloropropoxy)phenyl>-7-methylimidazo<1,2-a>pyrimidine
• 英文别名: 2-[4-(chloropropoxy)phenyl]-7-methylimidazo[1,2-a]pyrimidine；2-[4-(3-Chloropropoxy)phenyl]-7-methylimidazo[1,2-a]pyrimidine
• CAS: 115407-32-4
• 化学式: C₁₆H₁₆ClN₃O
• 分子量: 301.776
• InChiKey: PVXMODBGCDVHAE-UHFFFAOYSA-N

物化性质

• 密度：
  1.25±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  39.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  二正丁胺 、 2-<4-(chloropropoxy)phenyl>-7-methylimidazo<1,2-a>pyrimidine 生成 N-butyl-N-[3-[4-(7-methylimidazo[1,2-a]pyrimidin-2-yl)phenoxy]propyl]butan-1-amine
  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
• 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 19.0h， 生成 2-<4-(chloropropoxy)phenyl>-7-methylimidazo<1,2-a>pyrimidine
  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

• SANFILIPPO, PAULINE J.;URBANSKI, MAUD;PRESS, JEFFERY B.;DUBINSKY, BARRY;M+, J. MED. CHEM., 31,(1988) N 11, C. 2201-2227
  作者：SANFILIPPO, PAULINE J.、URBANSKI, MAUD、PRESS, JEFFERY B.、DUBINSKY, BARRY、M+

  DOI：——

  日期：——