2-chloro-6-isopropyl-7,8-dihydro-6H-[1,6]naphthyridin-5-one | 1312751-67-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 2-chloro-6-isopropyl-7,8-dihydro-6H-[1,6]naphthyridin-5-one
• 英文别名: 2-Chloro-6-propan-2-yl-7,8-dihydro-1,6-naphthyridin-5-one；2-chloro-6-propan-2-yl-7,8-dihydro-1,6-naphthyridin-5-one
• CAS: 1312751-67-9
• 化学式: C₁₁H₁₃ClN₂O
• 分子量: 224.69
• InChiKey: VHYLDBVYBJVUBK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  33.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-chloro-6-isopropyl-7,8-dihydro-6H-[1,6]naphthyridin-5-one 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 copper(l) iodide 、 三乙胺 、 sodium hydroxide 作用下， 以 甲醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.17h， 生成 2-ethynyl-6-isopropyl-7,8-dihydro-6H-[1,6]naphthyridin-5-one
  参考文献：
  名称：

  Efficacy switching SAR of mGluR5 allosteric modulators: Highly potent positive and negative modulators from one chemotype

  摘要：

  A series of metabotropic glutamate 5 receptor (mGluR5) allosteric ligands with positive, negative or no modulatory efficacy is described. The ability of this series to yield both mGluR5 PAMs and NAMs with single-digit nanomolar potency is unusual, and the underlying SAR is detailed. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.03.103
• 作为产物：
  描述：

  2-氯烟酸乙酯 在 bis-triphenylphosphine-palladium(II) chloride 、 2,6-二叔丁基-4-甲基苯酚 、 间氯过氧苯甲酸 、 三氯氧磷 作用下， 以 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.33h， 生成 2-chloro-6-isopropyl-7,8-dihydro-6H-[1,6]naphthyridin-5-one
  参考文献：
  名称：

  Efficacy switching SAR of mGluR5 allosteric modulators: Highly potent positive and negative modulators from one chemotype

  摘要：

  A series of metabotropic glutamate 5 receptor (mGluR5) allosteric ligands with positive, negative or no modulatory efficacy is described. The ability of this series to yield both mGluR5 PAMs and NAMs with single-digit nanomolar potency is unusual, and the underlying SAR is detailed. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.03.103

文献信息

• Efficacy switching SAR of mGluR5 allosteric modulators: Highly potent positive and negative modulators from one chemotype
  作者：Anette Graven Sams、Gitte Kobberøe Mikkelsen、Robbin M. Brodbeck、Xiaosui Pu、Andreas Ritzén

  DOI：10.1016/j.bmcl.2011.03.103

  日期：2011.6

  A series of metabotropic glutamate 5 receptor (mGluR5) allosteric ligands with positive, negative or no modulatory efficacy is described. The ability of this series to yield both mGluR5 PAMs and NAMs with single-digit nanomolar potency is unusual, and the underlying SAR is detailed. (C) 2011 Elsevier Ltd. All rights reserved.