1-[(3,4-difluorophenyl)methyl]-5-ethyl-2-[6-(4-methoxyphenyl)pyridin-3-yl]-7,7-dimethyl-8H-imidazo[2,1-b]purin-4-one | 1352146-34-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 1-[(3,4-difluorophenyl)methyl]-5-ethyl-2-[6-(4-methoxyphenyl)pyridin-3-yl]-7,7-dimethyl-8H-imidazo[2,1-b]purin-4-one
• CAS: 1352146-34-9
• 化学式: C₃₀H₂₈F₂N₆O₂
• 分子量: 542.588
• InChiKey: AGHPXMRLLWNZHP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  40
• 可旋转键数：
  6
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  75.8
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2,5-二氯吡啶 在 四(三苯基膦)钯 、 potassium acetate 、 sodium carbonate 、 2-二环己基磷-2,4,6-三异丙基联苯 作用下， 以 1,4-二氧六环 、 乙醇 、 水 、 甲苯 、 乙腈 为溶剂， 反应 48.5h， 生成 1-[(3,4-difluorophenyl)methyl]-5-ethyl-2-[6-(4-methoxyphenyl)pyridin-3-yl]-7,7-dimethyl-8H-imidazo[2,1-b]purin-4-one
  参考文献：
  名称：

  Synthesis and SAR development of novel P2X7 receptor antagonists for the treatment of pain: Part 2

  摘要：

  Novel P2X(7) antagonists were developed using a purine scaffold. These compounds were potent and selective at the P2X(7) receptor in human and rodent as well as efficacious in rodent pain models. Compound 15a was identified to have oral potency in several pain models in rodent similar to naproxen, gabapentin and pregabalin. Structure-activity relationship (SAR) development and results of pain models are presented. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.10.037

文献信息

• Synthesis and SAR development of novel P2X7 receptor antagonists for the treatment of pain: Part 2
  作者：Stephanie Brumfield、Julius J. Matasi、Deen Tulshian、Michael Czarniecki、William Greenlee、Charles Garlisi、Hongchen Qiu、Kristine Devito、Shu-Cheng Chen、Yongliang Sun、Rosalia Bertorelli、Justin Ansell、William Geiss、Van-Duc Le、Gregory S. Martin、Samuel A. Vellekoop、James Haber、Melissa L. Allard

  DOI：10.1016/j.bmcl.2011.10.037

  日期：2011.12

  Novel P2X(7) antagonists were developed using a purine scaffold. These compounds were potent and selective at the P2X(7) receptor in human and rodent as well as efficacious in rodent pain models. Compound 15a was identified to have oral potency in several pain models in rodent similar to naproxen, gabapentin and pregabalin. Structure-activity relationship (SAR) development and results of pain models are presented. (C) 2011 Elsevier Ltd. All rights reserved.