8-(3-Amino-phenyl)-2,3-dibromo-6H-imidazo[1,2-d][1,2,4]triazin-5-one | 186760-63-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并[1，2-d][1，2，4]三嗪
• 英文名称: 8-(3-Amino-phenyl)-2,3-dibromo-6H-imidazo[1,2-d][1,2,4]triazin-5-one
• 英文别名: 8-(3-aminophenyl)-2,3-dibromo-6H-imidazo[1,2-d][1,2,4]triazin-5-one
• CAS: 186760-63-4
• 化学式: C₁₁H₇Br₂N₅O
• 分子量: 385.017
• InChiKey: OPGLYDRYUMWULZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  85.3
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-丁基磺酰氯 、 8-(3-Amino-phenyl)-2,3-dibromo-6H-imidazo[1,2-d][1,2,4]triazin-5-one 在 三乙胺 作用下， 以 吡啶 为溶剂， 反应 16.0h， 以57%的产率得到N-[3-(2,3-dibromo-5-oxo-6H-imidazo[1,2-d][1,2,4]triazin-8-yl)phenyl]butane-1-sulfonamide
  参考文献：
  名称：

  Imidazotriazinone inhibitors of the Ca2+-calmodulin sensitive phosphodiesterase (PDE I)

  摘要：

  Hybrid structural analogs 1 of the PDE V and PDE III inhibitors, zaprinast milrinone, and CI-930 were prepared to identify dual PDE inhibitors. The SAR study led unexpectedly to the identification of WIN 61691 (8d), a potent inhibitor of PDE I (IC50 = 85 nM). A potent and selective inhibitor of PDE I would be a useful tool to elucidate the physiologic function of PDE I and other PDE isozymes in biological systems. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0960-894x(96)00578-1
• 作为产物：
  描述：

  (1H-imidazol-2-yl)(3-nitrophenyl)methanone 在 盐酸 、 溴 、 对甲苯磺酸 、 tin(ll) chloride 作用下， 以 乙醇 、 水 、 溶剂黄146 、 均三甲苯 为溶剂， 反应 11.5h， 生成 8-(3-Amino-phenyl)-2,3-dibromo-6H-imidazo[1,2-d][1,2,4]triazin-5-one
  参考文献：
  名称：

  Imidazotriazinone inhibitors of the Ca2+-calmodulin sensitive phosphodiesterase (PDE I)

  摘要：

  Hybrid structural analogs 1 of the PDE V and PDE III inhibitors, zaprinast milrinone, and CI-930 were prepared to identify dual PDE inhibitors. The SAR study led unexpectedly to the identification of WIN 61691 (8d), a potent inhibitor of PDE I (IC50 = 85 nM). A potent and selective inhibitor of PDE I would be a useful tool to elucidate the physiologic function of PDE I and other PDE isozymes in biological systems. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0960-894x(96)00578-1

文献信息

• Imidazotriazinone inhibitors of the Ca2+-calmodulin sensitive phosphodiesterase (PDE I)
  作者：Dennis J Hlasta、Donald C Bode、John J Court、Ranjit C Desai、Edward D Pagani、Paul J Silver

  DOI：10.1016/s0960-894x(96)00578-1

  日期：1997.1

  Hybrid structural analogs 1 of the PDE V and PDE III inhibitors, zaprinast milrinone, and CI-930 were prepared to identify dual PDE inhibitors. The SAR study led unexpectedly to the identification of WIN 61691 (8d), a potent inhibitor of PDE I (IC50 = 85 nM). A potent and selective inhibitor of PDE I would be a useful tool to elucidate the physiologic function of PDE I and other PDE isozymes in biological systems. Copyright (C) 1996 Elsevier Science Ltd