4-cyclohexylamino-N-quinolin-3-yl-benzamide | 742696-85-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 4-cyclohexylamino-N-quinolin-3-yl-benzamide
• 英文别名: 4-(cyclohexylamino)-N-quinolin-3-ylbenzamide
• CAS: 742696-85-1
• 化学式: C₂₂H₂₃N₃O
• 分子量: 345.444
• InChiKey: SWEAAERORIFOIX-UHFFFAOYSA-N

物化性质

• 沸点：
  498.1±25.0 °C(Predicted)
• 密度：
  1.244±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  54
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-cyclohexylamino-N-quinolin-3-yl-benzamide 、 聚合甲醛 在 tetramethylammonium triacetoxyborohydride 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 6.0h， 以1.21 g的产率得到4-(cyclohexyl-methyl-amino)-N-quinolin-3-yl-benzamide
  参考文献：
  名称：

  N-Pyridin-3-yl- and N-quinolin-3-yl-benzamides: Modulators of Human Vanilloid Receptor 1 (TRPV1)

  摘要：

  High throughput screening of our compound library revealed a series of N-pyridyl-3-benzamides as low micromolar agonists of the human TRPV1 receptor. Synthesis of analogs in this series led to the discovery of a series of N-quinolin-3-yl-benzamides as low nanomolar antagonists of human TRPV1. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.02.075
• 作为产物：
  描述：

  环己胺 、 3-(4-fluorobenzamido)quinoline 以 二甲基亚砜 为溶剂， 生成 4-cyclohexylamino-N-quinolin-3-yl-benzamide
  参考文献：
  名称：

  N-Pyridin-3-yl- and N-quinolin-3-yl-benzamides: Modulators of Human Vanilloid Receptor 1 (TRPV1)

  摘要：

  High throughput screening of our compound library revealed a series of N-pyridyl-3-benzamides as low micromolar agonists of the human TRPV1 receptor. Synthesis of analogs in this series led to the discovery of a series of N-quinolin-3-yl-benzamides as low nanomolar antagonists of human TRPV1. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.02.075

文献信息

• Quinoline-derived amide modulators of vanilloid VR1 receptor
  申请人：——

  公开号：US20040192728A1

  公开（公告）日：2004-09-30

  This invention is directed to vanilloid receptor VR1 ligands. More particularly, this invention relates to quinoline-derived amides that are potent antagonists or agonists of VR1 which are useful for the treatment and prevention of inflammatory and other pain conditions in mammals.

  本发明涉及辣椒素受体VR1配体。更具体地，本发明涉及喹啉衍生物酰胺，它们是VR1的有效拮抗剂或激动剂，可用于治疗和预防哺乳动物的炎症和其他疼痛状况。
• QUINOLINE-DERIVED AMIDE MODULATORS OF VANILLOID VR1 RECEPTOR
  申请人：Codd Ellen

  公开号：US20080300236A1

  公开（公告）日：2008-12-04

  This invention is directed to vanilloid receptor VR1 ligands. More particularly, this invention relates to quinoline-derived amides that are potent antagonists or agonists of VR1 which are useful for the treatment and prevention of inflammatory and other pain conditions in mammals.

  这项发明涉及辣椒素受体VR1配体。更具体地说，这项发明涉及喹啉衍生的酰胺，它们是VR1的有效拮抗剂或激动剂，可用于治疗和预防哺乳动物的炎症和其他疼痛症状。
• US8394828B2
  申请人：——

  公开号：US8394828B2

  公开（公告）日：2013-03-12
• N-Pyridin-3-yl- and N-quinolin-3-yl-benzamides: Modulators of Human Vanilloid Receptor 1 (TRPV1)
  作者：Michele C. Jetter、James J. McNally、Mark A. Youngman、Mark E. McDonnell、Adrienne E. Dubin、Nadia Nasser、Sui-Po Zhang、Ellen E. Codd、Ray W. Colburn、Dennis R. Stone、Michael R. Brandt、Christopher M. Flores、Scott L. Dax

  DOI：10.1016/j.bmcl.2008.02.075

  日期：2008.4

  High throughput screening of our compound library revealed a series of N-pyridyl-3-benzamides as low micromolar agonists of the human TRPV1 receptor. Synthesis of analogs in this series led to the discovery of a series of N-quinolin-3-yl-benzamides as low nanomolar antagonists of human TRPV1. (C) 2008 Elsevier Ltd. All rights reserved.