(5-氟-[1,1'-联苯]-2-基)甲胺 | 1002557-11-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: (5-氟-[1,1'-联苯]-2-基)甲胺
• 英文名称: [(5-fluorobiphenyl-2-yl)methyl]amine
• 英文别名: (5-Fluorobiphenyl-2-yl)methanamine；(4-fluoro-2-phenylphenyl)methanamine
• CAS: 1002557-11-0
• 化学式: C₁₃H₁₂FN
• 分子量: 201.243
• InChiKey: YRGMOGJZQSBAOL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  26
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (5-氟-[1,1'-联苯]-2-基)甲胺 、 异氰酸叔丁酯 、 邻羧基苯甲醛 以 甲醇 为溶剂， 生成 N-(tert-butyl)-2-[(5-fluorobiphenyl-2-yl)methyl]-3-oxoisoindoline-1-carboxamide
  参考文献：
  名称：

  Isoindolinone compounds active as Kv1.5 blockers identified using a multicomponent reaction approach

  摘要：

  A series of isoindolinone compounds have been developed showing good in vitro potency on the Kv1.5 ion channel. By modification of two side chains on the isoindolinone scaffold, metabolically stable compounds with good in vivo PK profile could be obtained leaving the core structure unsubstituted. In this way, low microsomal intrinsic clearance (CLint) could be achieved despite a relatively high logD. The compounds were synthesized using the Ugi reaction, in some cases followed by Suzuki and Diels-Alder reactions, giving a diverse set of compounds in a small number of reaction steps. (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2016.02.081
• 作为产物：
  描述：

  tert-butyl (2-bromo-4-fluorobenzyl)carbamate 、 苯硼酸 在 四(三苯基膦)钯 、 caesium carbonate 、 盐酸 作用下， 以 乙二醇二甲醚 、 水 、 乙酸乙酯 为溶剂， 生成 (5-氟-[1,1'-联苯]-2-基)甲胺
  参考文献：
  名称：

  Isoindolinone compounds active as Kv1.5 blockers identified using a multicomponent reaction approach

  摘要：

  A series of isoindolinone compounds have been developed showing good in vitro potency on the Kv1.5 ion channel. By modification of two side chains on the isoindolinone scaffold, metabolically stable compounds with good in vivo PK profile could be obtained leaving the core structure unsubstituted. In this way, low microsomal intrinsic clearance (CLint) could be achieved despite a relatively high logD. The compounds were synthesized using the Ugi reaction, in some cases followed by Suzuki and Diels-Alder reactions, giving a diverse set of compounds in a small number of reaction steps. (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2016.02.081

文献信息

• Isoindolinone compounds active as Kv1.5 blockers identified using a multicomponent reaction approach
  作者：Johan Kajanus、Ingemar Jacobson、Annika Åstrand、Roine I. Olsson、Ulrik Gran、Annika Björe、Ola Fjellström、Öjvind Davidsson、Hans Emtenäs、Anders Dahlén、Boel Löfberg、Zhong-Qing Yuan、Johan Sundell、Johan Cassel、Jonna Gyll、Tommy Iliefski、Ågot Högberg、Emma Lindhardt、Jesper Malmberg

  DOI：10.1016/j.bmcl.2016.02.081

  日期：2016.4

  A series of isoindolinone compounds have been developed showing good in vitro potency on the Kv1.5 ion channel. By modification of two side chains on the isoindolinone scaffold, metabolically stable compounds with good in vivo PK profile could be obtained leaving the core structure unsubstituted. In this way, low microsomal intrinsic clearance (CLint) could be achieved despite a relatively high logD. The compounds were synthesized using the Ugi reaction, in some cases followed by Suzuki and Diels-Alder reactions, giving a diverse set of compounds in a small number of reaction steps. (C) 2016 Elsevier Ltd. All rights reserved.