6-Bromo-3-(2-ethoxy-phenyl)-5-methyl-2H-2,4,4b,9-tetraaza-fluoren-1-one | 859788-79-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: 6-Bromo-3-(2-ethoxy-phenyl)-5-methyl-2H-2,4,4b,9-tetraaza-fluoren-1-one
• 英文别名: 8-bromo-2-(2-ethoxyphenyl)-9-methyl-3H-purino[9,8-a]pyridin-4-one
• CAS: 859788-79-7
• 化学式: C₁₈H₁₅BrN₄O₂
• 分子量: 399.247
• InChiKey: DFLJTJVHPURYAR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  68
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6-Bromo-3-(2-ethoxy-phenyl)-5-methyl-2H-2,4,4b,9-tetraaza-fluoren-1-one 在 氯磺酸 作用下， 反应 3.0h， 生成 3-(6-Bromo-5-methyl-1-oxo-1,2-dihydro-2,4,4b,9-tetraaza-fluoren-3-yl)-4-ethoxy-benzenesulfonyl chloride
  参考文献：
  名称：

  Synthesis and phosphodiesterase 5 inhibitory activity of novel pyrido[1,2-e]purin-4(3H)-one derivatives

  摘要：

  Synthesis and primary SAR of a novel series of 2-phenylpyrido[1,2-e]purin-4(3H)-one derivatives with piperazinyl sulfonamide substituents were described herein. As potential PDE5 inhibitors for erectile dysfunction (ED) treatment, representative compounds exhibit improved selectivity versus PDE1 and PDE6. Meanwhile, compound 3e demonstrated functional efficacy on rabbit corpus cavernosum strip in vitro. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.03.102
• 作为产物：
  描述：

  2-氨基-5-溴-6-甲基吡啶 在 palladium on activated charcoal 吡啶 、 4-二甲氨基吡啶 、 ammonium hydroxide 、 硫酸 、 potassium tert-butylate 、 氢气 、 硝酸 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 叔丁醇 为溶剂， 反应 8.0h， 生成 6-Bromo-3-(2-ethoxy-phenyl)-5-methyl-2H-2,4,4b,9-tetraaza-fluoren-1-one
  参考文献：
  名称：

  Synthesis and phosphodiesterase 5 inhibitory activity of novel pyrido[1,2-e]purin-4(3H)-one derivatives

  摘要：

  Synthesis and primary SAR of a novel series of 2-phenylpyrido[1,2-e]purin-4(3H)-one derivatives with piperazinyl sulfonamide substituents were described herein. As potential PDE5 inhibitors for erectile dysfunction (ED) treatment, representative compounds exhibit improved selectivity versus PDE1 and PDE6. Meanwhile, compound 3e demonstrated functional efficacy on rabbit corpus cavernosum strip in vitro. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.03.102

文献信息

• Synthesis and phosphodiesterase 5 inhibitory activity of novel pyrido[1,2-e]purin-4(3H)-one derivatives
  作者：Guangxin Xia、Jianfeng Li、Aiming Peng、Shunan Lai、Shujun Zhang、Jingshan Shen、Zhonghua Liu、Xinjian Chen、Ruyun Ji

  DOI：10.1016/j.bmcl.2005.03.102

  日期：2005.6

  Synthesis and primary SAR of a novel series of 2-phenylpyrido[1,2-e]purin-4(3H)-one derivatives with piperazinyl sulfonamide substituents were described herein. As potential PDE5 inhibitors for erectile dysfunction (ED) treatment, representative compounds exhibit improved selectivity versus PDE1 and PDE6. Meanwhile, compound 3e demonstrated functional efficacy on rabbit corpus cavernosum strip in vitro. (c) 2005 Elsevier Ltd. All rights reserved.