4-chloro-2-methyl-8-(2,4,6-trimethyl-phenyl)-quinoline | 204062-61-3

• 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: 4-chloro-2-methyl-8-(2,4,6-trimethyl-phenyl)-quinoline
• 英文别名: 2-methyl-4-chloro-8-(2,4,6-trimethylphenyl)-quinoline；4-chloro-2-methyl-8-(2,4,6-trimethylphenyl)quinoline
• CAS: 204062-61-3
• 化学式: C₁₉H₁₈ClN
• 分子量: 295.812
• InChiKey: JZAVEKYAFUGNMQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-乙基正丁胺 、 4-chloro-2-methyl-8-(2,4,6-trimethyl-phenyl)-quinoline 在 对甲苯磺酸 作用下， 生成 2-methyl-4-(N-ethyl-N-n-butyl)amino-8-(2,4,6-trimethylphenyl)-quinoline
  参考文献：
  名称：

  Synthesis and SAR of 8-Arylquinolines as potent corticotropin-Releasing factor1 (CRF1) receptor antagonists

  摘要：

  A series of 4-substituted 8-aryl-2-methylquinolines 4 was designed and synthesized as highly potent antagonists for the human CRF1 receptor. This series of compounds displayed parallel SAR to other bicyclic systems such as pyrazolo[l,5-a]pyrimidines, with several compounds possessing low nanomolar binding affinity. In addition to the high potency, the basicity of this 4-aminoquinoline core may offer CRF1 antagonists with lower lipophilicity. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00684-x
• 作为产物：
  描述：

  2,4,6-三甲基苯硼酸 在 四(三苯基膦)钯 、 sodium carbonate 、 对甲苯磺酸 、 三氯氧磷 作用下， 以 二苯醚 、 苯 为溶剂， 生成 4-chloro-2-methyl-8-(2,4,6-trimethyl-phenyl)-quinoline
  参考文献：
  名称：

  Synthesis and SAR of 8-Arylquinolines as potent corticotropin-Releasing factor1 (CRF1) receptor antagonists

  摘要：

  A series of 4-substituted 8-aryl-2-methylquinolines 4 was designed and synthesized as highly potent antagonists for the human CRF1 receptor. This series of compounds displayed parallel SAR to other bicyclic systems such as pyrazolo[l,5-a]pyrimidines, with several compounds possessing low nanomolar binding affinity. In addition to the high potency, the basicity of this 4-aminoquinoline core may offer CRF1 antagonists with lower lipophilicity. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00684-x

文献信息

• Quinoline and quinazoline derivatives having corticotropin releasing factor (CRF) antagonist activity
  申请人：Duphar International Research B.V.

  公开号：US06350750B1

  公开（公告）日：2002-02-26

  The present invention relates to novel compounds, to a method for the preparation of these novel compounds, to pharmaceutical compositions containing one or more of these compounds as an active component and to methods of using these in the treatment of stress-related disorders.

  本发明涉及新化合物，涉及制备这些新化合物的方法，涉及含有这些化合物之一或多个作为活性成分的药物组合物，以及使用这些化合物治疗与压力相关的疾病的方法。
• Substituted6,6-hetero-bicyclicderivatives
  申请人：——

  公开号：US20030114671A1

  公开（公告）日：2003-06-19

  This invention relates to compounds of the formula 1 wherein A, B, D, E, K, G, R 3 and R 5 are defined as in the specification, and to the pharmaceutically acceptable salts of such compounds.

  该发明涉及公式1中的化合物，其中A、B、D、E、K、G、R3和R5如规范中定义的那样，以及这些化合物的药用盐。
• SUBSTITUTED 6,6-HETERO-BICYCLIC DERIVATIVES
  申请人：PFIZER INC.

  公开号：EP0925298A1

  公开（公告）日：1999-06-30
• QUINOLINE AND QUINAZOLINE DERIVATIVES HAVING CORTICOTROPIN RELEASING FACTOR (CRF) ANTAGONIST ACTIVITY
  申请人：DUPHAR INTERNATIONAL RESEARCH B.V

  公开号：EP0966442B1

  公开（公告）日：2006-12-20
• US6350750B1
  申请人：——

  公开号：US6350750B1

  公开（公告）日：2002-02-26