8-chloro-5-(chloromethyl)-2-methylpyrazolo[1,5-c]quinazoline | 1263193-31-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 8-chloro-5-(chloromethyl)-2-methylpyrazolo[1,5-c]quinazoline
• 英文别名: 8-Chloro-5-(chloromethyl)-2-methylpyrazolo[1,5-c]quinazoline
• CAS: 1263193-31-2
• 化学式: C₁₂H₉Cl₂N₃
• 分子量: 266.13
• InChiKey: IYHKUQRNIRNUSW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  30.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-methyl-4-phenyl-1,3-dihydroimidazole-2-thione 、 8-chloro-5-(chloromethyl)-2-methylpyrazolo[1,5-c]quinazoline 在 N,N-二异丙基乙胺 作用下， 以 乙腈 为溶剂， 反应 3.0h， 以52%的产率得到8-chloro-2-methyl-5-((1-methyl-4-phenyl-1H-imidazol-2-ylthio)methyl)pyrazolo[1,5-c]quinazoline
  参考文献：
  名称：

  Synthesis and SAR study of new phenylimidazole-pyrazolo[1,5-c]quinazolines as potent phosphodiesterase 10A inhibitors

  摘要：

  A series of phenylimidazole-pyrazolo[1,5-c]quinazolines 1a-q was designed, synthesized and characterised as a novel class of potent phophodiesterase 10A (PDE10A) inhibitors. In this series, 2,9-dimethyl-5-(2-(1-methyl-4-phenyl-1H-imidazol-2-yl)ethyl)pyrazolo[1,5-c]quinazoline (1q) showed the highest affinity for PDE10A enzyme (IC50 = 16 nM). (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.10.038
• 作为产物：
  描述：

  在 盐酸 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 1.0h， 生成 8-chloro-5-(chloromethyl)-2-methylpyrazolo[1,5-c]quinazoline
  参考文献：
  名称：

  Synthesis and SAR study of new phenylimidazole-pyrazolo[1,5-c]quinazolines as potent phosphodiesterase 10A inhibitors

  摘要：

  A series of phenylimidazole-pyrazolo[1,5-c]quinazolines 1a-q was designed, synthesized and characterised as a novel class of potent phophodiesterase 10A (PDE10A) inhibitors. In this series, 2,9-dimethyl-5-(2-(1-methyl-4-phenyl-1H-imidazol-2-yl)ethyl)pyrazolo[1,5-c]quinazoline (1q) showed the highest affinity for PDE10A enzyme (IC50 = 16 nM). (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.10.038

文献信息

• Synthesis and SAR study of new phenylimidazole-pyrazolo[1,5-c]quinazolines as potent phosphodiesterase 10A inhibitors
  作者：Battistina Asproni、Gabriele Murineddu、Amedeo Pau、Gérard A. Pinna、Morten Langgård、Claus Tornby Christoffersen、Jacob Nielsen、Jan Kehler

  DOI：10.1016/j.bmc.2010.10.038

  日期：2011.1

  A series of phenylimidazole-pyrazolo[1,5-c]quinazolines 1a-q was designed, synthesized and characterised as a novel class of potent phophodiesterase 10A (PDE10A) inhibitors. In this series, 2,9-dimethyl-5-(2-(1-methyl-4-phenyl-1H-imidazol-2-yl)ethyl)pyrazolo[1,5-c]quinazoline (1q) showed the highest affinity for PDE10A enzyme (IC50 = 16 nM). (C) 2010 Elsevier Ltd. All rights reserved.