2-chloro-N-cycloheptyl-6-methoxyquinazolin-4-amine | 864291-73-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 2-chloro-N-cycloheptyl-6-methoxyquinazolin-4-amine
• CAS: 864291-73-6
• 化学式: C₁₆H₂₀ClN₃O
• 分子量: 305.807
• InChiKey: FAHMRZRCNUMMOF-UHFFFAOYSA-N

物化性质

• 沸点：
  442.3±27.0 °C(Predicted)
• 密度：
  1.244±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  47
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-chloro-N-cycloheptyl-6-methoxyquinazolin-4-amine 、 4-吡咯烷-1-基哌啶 以 正丁醇 为溶剂， 以57%的产率得到N-cycloheptyl-6-methoxy-2-(4-(pyrrolidin-1-yl)piperidin-1-yl)quinazolin-4-amine
  参考文献：
  名称：

  Discovery of potent CCR4 antagonists: Synthesis and structure–activity relationship study of 2,4-diaminoquinazolines

  摘要：

  A new series of quinazolines that function as CCR4 antagonists were discovered during the screening of our corporate compound libraries. Subsequent compound optimization elucidated the structure-activity relationships and led the identification of 2-(1,4'-bipiperidine-10-yl)-N-cycloheptyl-6,7-dimethoxyquinazolin-4- amine 14a, which showed potent inhibition in the [S-35] GTPcS-binding assay (IC50 = 18 nM). This compound also inhibited the chemotaxis of human and mouse CCR4-expressing cells ( IC50 = 140 nM, 39 nM). (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.05.036
• 作为产物：
  描述：

  2,4-二氯-6-甲氧基喹唑啉 、 环庚胺 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以58%的产率得到2-chloro-N-cycloheptyl-6-methoxyquinazolin-4-amine
  参考文献：
  名称：

  Discovery of potent CCR4 antagonists: Synthesis and structure–activity relationship study of 2,4-diaminoquinazolines

  摘要：

  A new series of quinazolines that function as CCR4 antagonists were discovered during the screening of our corporate compound libraries. Subsequent compound optimization elucidated the structure-activity relationships and led the identification of 2-(1,4'-bipiperidine-10-yl)-N-cycloheptyl-6,7-dimethoxyquinazolin-4- amine 14a, which showed potent inhibition in the [S-35] GTPcS-binding assay (IC50 = 18 nM). This compound also inhibited the chemotaxis of human and mouse CCR4-expressing cells ( IC50 = 140 nM, 39 nM). (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.05.036

文献信息

• QUINAZOLINE COMPOUNDS AND THEIR USE IN THERAPY
  申请人：Imperial College Innovations Limited

  公开号：EP2828250B1

  公开（公告）日：2021-03-10