(2-chloro-4-methoxy-5,6,7,8-tetrahydro-quinolin-5-yl)-ethyl-naphthlen-1-yl-amine | 1028330-89-3

• 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: (2-chloro-4-methoxy-5,6,7,8-tetrahydro-quinolin-5-yl)-ethyl-naphthlen-1-yl-amine
• 英文别名: 2-chloro-N-ethyl-4-methoxy-N-naphthalen-1-yl-5,6,7,8-tetrahydroquinolin-5-amine
• CAS: 1028330-89-3
• 化学式: C₂₂H₂₃ClN₂O
• 分子量: 366.89
• InChiKey: PFWXTNUVYDWTEH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  25.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2-chloro-4-methoxy-5,6,7,8-tetrahydro-quinolin-5-yl)-ethyl-naphthlen-1-yl-amine 、 2,6-二甲氧基苯硼酸 在 bis-triphenylphosphine-palladium(II) chloride sodium carbonate 作用下， 以 水 、 乙腈 为溶剂， 反应 0.17h， 生成 2-(2,6-dimethoxyphenyl)-N-ethyl-4-methoxy-N-naphthalen-1-yl-5,6,7,8-tetrahydroquinolin-5-amine
  参考文献：
  名称：

  Synthesis and characterization of 5,6,7,8-tetrahydroquinoline C5a receptor antagonists

  摘要：

  A novel series of substituted 2-aryl-5-amino-5,6,7,8-tetrahydroquinoline C5a receptor antagonists is reported. Synthetic routes were developed that allow the substituents on the tetrahydroquinoline core to be efficiently varied, facilitating determination of structure-activity relationships. Members of the series display high binding affinity for the C5a receptor and are potent functional antagonists. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.03.049
• 作为产物：
  描述：

  2,5-dichloro-4-methoxy-5,6,7,8-tetrahydro-quinoline 、 α-乙基氨基萘 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 8.0h， 以15%的产率得到(2-chloro-4-methoxy-5,6,7,8-tetrahydro-quinolin-5-yl)-ethyl-naphthlen-1-yl-amine
  参考文献：
  名称：

  SUBSTITUTED 5,6,7,8-TETRAHYDROQUINOLINE DERIVATIVES, COMPOSITIONS, AND METHODS OF USE THEREOF

  摘要：

  揭示了含有5,6,7,8-四氢喹啉衍生物的C5a受体调节剂、含有这些衍生物的组合物，以及它们用于预防和治疗疾病和症状的方法，包括但不限于免疫和炎症性疾病和症状。

  公开号：

  US20090048295A1

文献信息

• SUBSTITUTED 5,6,7,8-TETRAHYDROQUINOLINE DERIVATIVES, COMPOSITIONS, AND METHODS OF USE THEREOF
  申请人：Barbay Joseph Kent

  公开号：US20090048295A1

  公开（公告）日：2009-02-19

  Substituted 5,6,7,8-tetrahydroquinoline derivatives, which are C5 a receptor modulators, compositions containing these derivatives, and methods of their use for the prevention and treatment of conditions, including, inter alia, immune and inflammatory diseases and conditions, are disclosed.

  揭示了含有5,6,7,8-四氢喹啉衍生物的C5a受体调节剂、含有这些衍生物的组合物，以及它们用于预防和治疗疾病和症状的方法，包括但不限于免疫和炎症性疾病和症状。
• [EN] SUBSTITUTED 5,6,7,8-TETRAHYDROQUINOLINE DERIVATIVES, COMPOSITIONS, AND METHODS OF USE THEREOF<br/>[FR] DÉRIVÉS DE 5,6,7,8-TÉTRAHYDROQUINOLÉINES SUBSTITUÉES, COMPOSITIONS ET PROCÉDÉS D'UTILISATION DE CEUX-CI
  申请人：JANSSEN PHARMACEUTICA NV

  公开号：WO2009023669A1

  公开（公告）日：2009-02-19

  Substituted 5,6,7,8-tetrahydroquinoline derivatives, which are C5a receptor modulators, compositions containing these derivatives, and methods of their use for the prevention and treatment of conditions, including, inter alia, immune and inflammatory diseases and conditions, are disclosed.
• Synthesis and characterization of 5,6,7,8-tetrahydroquinoline C5a receptor antagonists
  作者：J. Kent Barbay、Yong Gong、Mieke Buntinx、Jian Li、Concha Claes、Pamela J. Hornby、Guy Van Lommen、Jean Van Wauwe、Wei He

  DOI：10.1016/j.bmcl.2008.03.049

  日期：2008.4

  A novel series of substituted 2-aryl-5-amino-5,6,7,8-tetrahydroquinoline C5a receptor antagonists is reported. Synthetic routes were developed that allow the substituents on the tetrahydroquinoline core to be efficiently varied, facilitating determination of structure-activity relationships. Members of the series display high binding affinity for the C5a receptor and are potent functional antagonists. (c) 2008 Elsevier Ltd. All rights reserved.