6-bromo-8-chloro-N-propylisoquinolone | 1270921-69-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: 6-bromo-8-chloro-N-propylisoquinolone
• 英文别名: 6-Bromo-8-chloro-2-propylisoquinolin-1-one；6-bromo-8-chloro-2-propylisoquinolin-1-one
• CAS: 1270921-69-1
• 化学式: C₁₂H₁₁BrClNO
• 分子量: 300.582
• InChiKey: UCJBWCCYTAGIKW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  6-bromo-8-chloro-N-propylisoquinolone 在 四(三苯基膦)钯 、 碳酸氢钠 作用下， 以 1,4-二氧六环 、 N-甲基吡咯烷酮 为溶剂， 反应 1.5h， 生成 1-Oxo-2-propyl-6-pyridin-3-ylisoquinoline-8-carbonitrile
  参考文献：
  名称：

  New positive allosteric modulators of the metabotropic glutamate receptor 2 (mGluR2): Identification and synthesis of N-propyl-8-chloro-6-substituted isoquinolones

  摘要：

  A series of N-propyl-8-chloro-6-substituted isoquinolones was identified as positive allosteric modulators of metabotropic glutamate receptor 2 (mGluR2 PAM) via high throughput screening (HTS). The subsequent synthesis and initial SAR exploration that led to the identification of compound 28 is described. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.12.048
• 作为产物：
  描述：

  4-溴-2-甲基苯甲酸 在 N-氯代丁二酰亚胺 、 palladium diacetate 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 lithium diisopropyl amide 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 20.25h， 生成 6-bromo-8-chloro-N-propylisoquinolone
  参考文献：
  名称：

  New positive allosteric modulators of the metabotropic glutamate receptor 2 (mGluR2): Identification and synthesis of N-propyl-8-chloro-6-substituted isoquinolones

  摘要：

  A series of N-propyl-8-chloro-6-substituted isoquinolones was identified as positive allosteric modulators of metabotropic glutamate receptor 2 (mGluR2 PAM) via high throughput screening (HTS). The subsequent synthesis and initial SAR exploration that led to the identification of compound 28 is described. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.12.048

文献信息

• New positive allosteric modulators of the metabotropic glutamate receptor 2 (mGluR2): Identification and synthesis of N-propyl-8-chloro-6-substituted isoquinolones
  作者：Andrés A. Trabanco、Guillaume Duvey、José María Cid、Gregor J. Macdonald、Philippe Cluzeau、Vanthea Nhem、Rocco Furnari、Nadia Behaj、Géraldine Poulain、Terry Finn、Hilde Lavreysen、Sonia Poli、Alexandre Raux、Yves Thollon、Nicolas Poirier、David D’Addona、José Ignacio Andrés、Robert Lutjens、Emmanuel Le Poul、Hassan Imogai、Jean-Philippe Rocher

  DOI：10.1016/j.bmcl.2010.12.048

  日期：2011.2

  A series of N-propyl-8-chloro-6-substituted isoquinolones was identified as positive allosteric modulators of metabotropic glutamate receptor 2 (mGluR2 PAM) via high throughput screening (HTS). The subsequent synthesis and initial SAR exploration that led to the identification of compound 28 is described. (C) 2010 Elsevier Ltd. All rights reserved.