methyl 3-(2-chloro-6-nitroquinazolin-4-ylamino)propanoate | 1308319-78-9

• 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: methyl 3-(2-chloro-6-nitroquinazolin-4-ylamino)propanoate
• 英文别名: Methyl 3-[(2-chloro-6-nitroquinazolin-4-yl)amino]propanoate
• CAS: 1308319-78-9
• 化学式: C₁₂H₁₁ClN₄O₄
• 分子量: 310.697
• InChiKey: OXWUIISBCWAFDW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  110
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  methyl 3-(2-chloro-6-nitroquinazolin-4-ylamino)propanoate 在 sodium hydroxide 作用下， 以 四氢呋喃 、 水 、 异丙醇 为溶剂， 反应 1.67h， 生成 3-[2-(3,5-bis(trifluoromethyl)benzylamino)-6-nitroquinazoline-4-amino]propionic acid
  参考文献：
  名称：

  Synthesis and biological evaluation of novel quinazoline-derived human Pin1 inhibitors

  摘要：

  A series of novel 2,4-disubstituted quinazoline derivatives were prepared and their inhibitory activities on hPin1 were evaluated. Of all the synthesized compounds, eight compounds displayed inhibitory activities with IC(50) value at the level of 10(-6) mol/L. Preliminary structure-activity relationships were analyzed in details and the binding mode of the titled compounds was predicted using FlexX algorithm. The design and optimization of novel small molecule Pin1 inhibitors will be guided by the results of this report. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.03.058
• 作为产物：
  描述：

  2,4-二羟基-6-硝基喹唑啉 在 五氯化磷 、 N,N-二异丙基乙胺 、 三氯氧磷 作用下， 以 异丙醇 为溶剂， 反应 7.0h， 生成 methyl 3-(2-chloro-6-nitroquinazolin-4-ylamino)propanoate
  参考文献：
  名称：

  Synthesis and biological evaluation of novel quinazoline-derived human Pin1 inhibitors

  摘要：

  A series of novel 2,4-disubstituted quinazoline derivatives were prepared and their inhibitory activities on hPin1 were evaluated. Of all the synthesized compounds, eight compounds displayed inhibitory activities with IC(50) value at the level of 10(-6) mol/L. Preliminary structure-activity relationships were analyzed in details and the binding mode of the titled compounds was predicted using FlexX algorithm. The design and optimization of novel small molecule Pin1 inhibitors will be guided by the results of this report. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.03.058

文献信息

• 2,4-二取代喹唑啉类化合物、及其制法和药物 组合物与用途
  申请人：中国医学科学院药物研究所

  公开号：CN102250075B

  公开（公告）日：2016-09-21

  本发明公开了一类新的2，4‑二取代喹唑啉类化合物、及其制法和药物组合物与用途。具体而言，涉及通式I所示的2，4‑二取代喹唑啉类化合物，其可药用盐，其同样生物功能的前体或衍生物，及其制备方法，含有一个或多个这化合物的组合物，和该类化合物在对Pin1酶的抑制活性和对肿瘤生长的抑制活性等方面的用途。