2-(4-methyl-6'-trifluoromethyl-3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl-3'-yl)-ethylamine | 935518-45-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-(4-methyl-6'-trifluoromethyl-3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl-3'-yl)-ethylamine
• 英文别名: 2-[2-(4-Methylpiperidin-1-yl)-6-(trifluoromethyl)pyridin-3-yl]ethanamine
• CAS: 935518-45-9
• 化学式: C₁₄H₂₀F₃N₃
• 分子量: 287.328
• InChiKey: QLNGADLJVIVQDW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  42.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-(4-methyl-6'-trifluoromethyl-3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl-3'-yl)-ethylamine 、 在 4-二甲氨基吡啶 作用下， 以 乙腈 为溶剂， 反应 6.0h， 生成 1-[3-Fluoro-4-(methanesulfonamido)phenyl]-3-[2-[2-(4-methylpiperidin-1-yl)-6-(trifluoromethyl)pyridin-3-yl]ethyl]urea
  参考文献：
  名称：

  Discovery of N-(3-fluoro-4-methylsulfonamidomethylphenyl)urea as a potent TRPV1 antagonistic template

  摘要：

  A series of homologous analogues of prototype antagonist 1 and its urea surrogate were investigated as hTRPV1 ligands. Through one-carbon elongation in the respective pharmacophoric regions, N-(3-fluoro-4-methylsulfonamidomethylphenyl)urea was identified as a novel and potent TRPV1 antagonistic template. Its representative compound 27 showed a potency comparable to that of lead compound 1. Docking analysis of compound 27 in our hTRPV1 homology model indicated that its binding mode was similar with that of 1S. (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2016.06.010
• 作为产物：
  描述：

  6-(trifluoromethyl)-2-(4-methylpiperidin-1-yl)pyridine-3-carbonitrile 在 dimethyl sulfide borane 、 三溴化磷 、 potassium hydroxide 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 水 为溶剂， 反应 40.0h， 生成 2-(4-methyl-6'-trifluoromethyl-3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl-3'-yl)-ethylamine
  参考文献：
  名称：

  Discovery of N-(3-fluoro-4-methylsulfonamidomethylphenyl)urea as a potent TRPV1 antagonistic template

  摘要：

  A series of homologous analogues of prototype antagonist 1 and its urea surrogate were investigated as hTRPV1 ligands. Through one-carbon elongation in the respective pharmacophoric regions, N-(3-fluoro-4-methylsulfonamidomethylphenyl)urea was identified as a novel and potent TRPV1 antagonistic template. Its representative compound 27 showed a potency comparable to that of lead compound 1. Docking analysis of compound 27 in our hTRPV1 homology model indicated that its binding mode was similar with that of 1S. (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2016.06.010

文献信息

• NOVEL VANILLOID RECEPTOR LIGANDS AND USE THEREOF FOR THE PRODUCTION OF PHARMACEUTICAL PREPARATIONS
  申请人：Lee Jeewoo

  公开号：US20070105861A1

  公开（公告）日：2007-05-10

  The present invention relates to novel vanilloid receptor ligands, to a process for the production thereof, to pharmaceutical preparations containing these compounds and to the use of these compounds for the production of pharmaceutical preparations.

  本发明涉及新型辣椒素受体配体，以及用于其生产的方法，含有这些化合物的药物制剂以及利用这些化合物生产药物制剂的用途。
• Neue Vanilloidrezeptor-Liganden und ihre Verwendung zur Herstellung von Arzneimitteln
  申请人：Grünenthal GmbH

  公开号：EP2388258A1

  公开（公告）日：2011-11-23

  Die vorliegende Erfindung betrifft neue Vanilloid-Rezeptor-Liganden, Verfahren zu ihrer Herstellung, Arzneimittel enthaltend diese Verbindungen und die Verwendung dieser Verbindungen zur Herstellung von Arzneimitteln.

  本发明涉及新型类香草素受体配体、其制备工艺、含有这些化合物的药物以及使用这些化合物制备药物。
• NEUE VANILLOID-REZEPTOR LIGANDEN UND IHRE VERWENDUNG ZUR HERSTELLUNG VON ARZNEIMITTELN
  申请人：Grünenthal GmbH

  公开号：EP1940821B1

  公开（公告）日：2013-03-20
• Novel Vanilloid Receptor Ligands and Use Thereof for the Production of Pharmaceutical Preparations
  申请人：Gruenenthal GmbH

  公开号：US20140179686A1

  公开（公告）日：2014-06-26

  The present invention relates to novel vanilloid receptor ligands, to a process for the production thereof, to pharmaceutical preparations containing these compounds and to the use of these compounds for the production of pharmaceutical preparations.
• US8710233B2
  申请人：——

  公开号：US8710233B2

  公开（公告）日：2014-04-29