tert-butyl endo-3-(2-chloro-6,7-dimethoxyquinazolin-4-ylamino)-8-azabicyclo[3.2.1]octane-8-carboxylate | 1424336-90-2

• 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: tert-butyl endo-3-(2-chloro-6,7-dimethoxyquinazolin-4-ylamino)-8-azabicyclo[3.2.1]octane-8-carboxylate
• CAS: 1424336-90-2
• 化学式: C₂₂H₂₉ClN₄O₄
• 分子量: 448.95
• InChiKey: CWZBYFYQAIFKHS-BTTYYORXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.64
• 重原子数：
  31.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  85.81
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  tert-butyl endo-3-(2-chloro-6,7-dimethoxyquinazolin-4-ylamino)-8-azabicyclo[3.2.1]octane-8-carboxylate 在 盐酸 、 三乙胺 作用下， 以 二氯甲烷 、 水 、 正丁醇 为溶剂， 反应 2.0h， 生成 tert-butyl endo-3-(6,7-dimethoxy-2-(4-(methylsulfonyl)phenylamino)quinazolin-4-ylamino)-8-azabicyclo[3.2.1]octane-8-carboxylate
  参考文献：
  名称：

  Synthesis and biological evaluation of novel 2,4-disubstituted quinazoline analogues as GPR119 agonists

  摘要：

  GPR119 agonist has emerged as a promising target for the treatment of type 2 diabetes. A series of novel 2,4-disubstituted quinazoline analogues was prepared and evaluated their agonistic activity against human GPR119. The analogues bearing azabicyclic amine substituents (12a, 12c and 12g) exhibited better EC50 values than that of OEA though they appeared to be partial agonists. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.12.013
• 作为产物：
  描述：

  N-Boc-endo-3-aminotropane 、 2,4-二氯-6,7-二甲氧基喹唑啉 在 N,N-二异丙基乙胺 作用下， 以 异丙醇 为溶剂， 以80%的产率得到tert-butyl endo-3-(2-chloro-6,7-dimethoxyquinazolin-4-ylamino)-8-azabicyclo[3.2.1]octane-8-carboxylate
  参考文献：
  名称：

  Synthesis and biological evaluation of novel 2,4-disubstituted quinazoline analogues as GPR119 agonists

  摘要：

  GPR119 agonist has emerged as a promising target for the treatment of type 2 diabetes. A series of novel 2,4-disubstituted quinazoline analogues was prepared and evaluated their agonistic activity against human GPR119. The analogues bearing azabicyclic amine substituents (12a, 12c and 12g) exhibited better EC50 values than that of OEA though they appeared to be partial agonists. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.12.013