5-氯-2-(2,6-二乙基苯基)-4-甲氧基-5,6,7,8-四氢喹啉 | 1028331-11-4

• 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
• 中文名称: 5-氯-2-(2,6-二乙基苯基)-4-甲氧基-5,6,7,8-四氢喹啉
• 英文名称: 5-chloro-2-(2,6-diethylphenyl)-4-methoxy-5,6,7,8-tetrahydroquinoline
• 英文别名: 5-Chloro-2-(2,6-diethyl-phenyl)-4-methoxy-5,6,7,8-tetrahydro-quinoline
• CAS: 1028331-11-4
• 化学式: C₂₀H₂₄ClNO
• 分子量: 329.87
• InChiKey: PMTOIQFZTBABJR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  22.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-氯-2-(2,6-二乙基苯基)-4-甲氧基-5,6,7,8-四氢喹啉 、 2-氨基-5-氯苯甲醇 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 生成 (5-Chloro-2-(2-(2,6-diethylphenyl)-4-methoxy-5,6,7,8-tetrahydroquinolin-5-ylamino)phenyl)methanol
  参考文献：
  名称：

  Design and optimization of aniline-substituted tetrahydroquinoline C5a receptor antagonists

  摘要：

  A series of aniline-substituted tetrahydroquinoline C5a receptor antagonists were discovered. A functionality requirement of ortho substitution on the aniline was revealed. Secondary anilines, in general, outperformed tertiary analogs in inhibition of C5a-induced calcium mobilization. Further enhancement of activity was realized in the presence of an ortho hydroxyalkyl side chain. The functional IC(50) of selected analogs was optimized to the single-digit nanomolar level. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.06.059
• 作为产物：
  描述：

  2-(2,6-diethyl-phenyl)-4-methoxy-5,6,7,8-tetrahydro-quinolin-5-ol 在 氯化亚砜 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 5-氯-2-(2,6-二乙基苯基)-4-甲氧基-5,6,7,8-四氢喹啉
  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

• 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.
• [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.