propan-2-yl 4-(5-{2,5-difluoro-4-[(2-hydroxyethyl)carbamoyl]phenyl}-1H-pyrazolo[3,4-c]pyridin-1-yl)piperidine-1-carboxylate

• 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: propan-2-yl 4-(5-{2,5-difluoro-4-[(2-hydroxyethyl)carbamoyl]phenyl}-1H-pyrazolo[3,4-c]pyridin-1-yl)piperidine-1-carboxylate
• 英文别名: Propan-2-yl 4-[5-[2,5-difluoro-4-(2-hydroxyethylcarbamoyl)phenyl]pyrazolo[3,4-c]pyridin-1-yl]piperidine-1-carboxylate；propan-2-yl 4-[5-[2,5-difluoro-4-(2-hydroxyethylcarbamoyl)phenyl]pyrazolo[3,4-c]pyridin-1-yl]piperidine-1-carboxylate
• 化学式: C₂₄H₂₇F₂N₅O₄
• 分子量: 487.506
• InChiKey: IUZQVTROBXSIBU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  35
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  110
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  propan-2-yl 4-(5-bromo-1H-pyrazolo[3,4-c]pyridin-1-yl)piperidine-1-carboxylate 在 四(三苯基膦)钯 、 sodium carbonate 、 1-羟基苯并三唑一水物 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 乙醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 生成 propan-2-yl 4-(5-{2,5-difluoro-4-[(2-hydroxyethyl)carbamoyl]phenyl}-1H-pyrazolo[3,4-c]pyridin-1-yl)piperidine-1-carboxylate
  参考文献：
  名称：

  Design and synthesis of 1H-pyrazolo[3,4-c]pyridine derivatives as a novel structural class of potent GPR119 agonists

  摘要：

  Design and synthesis of a novel class of 1H-pyrazolo[3,4-c]pyridine GPR119 receptor agonists are described. Lead compound 4 was identified through the ligand-based drug design approach. Modification of the left-hand aryl group (R-1) and right-hand piperidine N-capping group (R-2) led to the identification of compound 24 as a single-digit nanomolar GPR119 agonist. (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2016.06.050

文献信息

• Design and synthesis of 1H-pyrazolo[3,4-c]pyridine derivatives as a novel structural class of potent GPR119 agonists
  作者：Daisuke Matsuda、Yohei Kobashi、Ayako Mikami、Madoka Kawamura、Fumiyasu Shiozawa、Kenichi Kawabe、Makoto Hamada、Koji Oda、Shinichi Nishimoto、Kayo Kimura、Masako Miyoshi、Noriko Takayama、Hiroyuki Kakinuma、Norikazu Ohtake

  DOI：10.1016/j.bmcl.2016.06.050

  日期：2016.8

  Design and synthesis of a novel class of 1H-pyrazolo[3,4-c]pyridine GPR119 receptor agonists are described. Lead compound 4 was identified through the ligand-based drug design approach. Modification of the left-hand aryl group (R-1) and right-hand piperidine N-capping group (R-2) led to the identification of compound 24 as a single-digit nanomolar GPR119 agonist. (C) 2016 Elsevier Ltd. All rights reserved.