Benzyl-methyl-(2-phenyl-quinazolin-4-yl)-amine

• 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: Benzyl-methyl-(2-phenyl-quinazolin-4-yl)-amine
• 英文别名: N-benzyl-N-methyl-2-phenylquinazolin-4-amine
• 化学式: C₂₂H₁₉N₃
• mdl: MFCD02069154
• 分子量: 325.413
• InChiKey: YRVAXFVRKQDRHK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  29
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-氯-2-苯基喹唑啉 、 N-甲基苄胺 以 四氢呋喃 为溶剂， 反应 6.0h， 以68%的产率得到Benzyl-methyl-(2-phenyl-quinazolin-4-yl)-amine
  参考文献：
  名称：

  Discovery of Potent Cyclic GMP Phosphodiesterase Inhibitors. 2-Pyridyl- and 2-Imidazolylquinazolines Possessing Cyclic GMP Phosphodiesterase and Thromboxane Synthesis Inhibitory Activities

  摘要：

  Moderate cyclic GMP phosphodiesterase (cGMP-PDE, PDE V) inhibitor 2-phenyl-4-anilino-quinazoline (1) was identified utilizing MultiCASE assisted drug design (MCADD) technology. Modification of compound 1 was conducted at the 2-, 4-, and 6-positions of the quinazoline ring for enhancement of cGMP-PDE inhibitory activity. The 6-substituted 2-(imidazol-1-yl)-quinazolines are 1000 times more potent in in vitro PDE V enzyme assay than the well-known inhibitor zaprinast. The 6-substituted derivatives of 2-(3-pyridyl)quinazoline 84 and 2-(imidazol-1-yl)quinazoline 86 exhibited more than 1000-fold selectivity for PDE V over the other four PDE isozymes. In addition, cGMP-PDE inhibitors 64, 65, and 73 were found to have an additional property of thromboxane synthesis inhibitory activity.

  DOI：

  10.1021/jm00018a014

文献信息

• 一种2-芳基-4-胺基喹唑啉的合成方法
  申请人：温州大学

  公开号：CN110804021A

  公开（公告）日：2020-02-18

  本发明涉及一种2‑芳基‑4‑胺基喹唑啉的合成方法，所述的方法为：惰性气体保护下，将2‑氯‑4‑胺基喹唑啉、芳基硼酸、催化剂氮杂环卡宾‑钯络合物、碱性物质、反应溶剂混合得到混合液，然后将混合液在室温～80℃下搅拌反应12～48h得到反应液，然后将反应液后处理，完成后即得到2‑芳基‑4‑胺基喹唑啉。本发明公开的一种2‑芳基‑4‑胺基喹唑啉的合成方法具有以下有益效果：1、发展了新颖的催化体系，催化剂稳定、易得，反应条件温和；2、反应操作简单、产物收率高和纯度高。
• Quinazolines useful as modulators of ion channels
  申请人：Gonzalez E. Jesus

  公开号：US20060217377A1

  公开（公告）日：2006-09-28

  The present invention relates to compounds useful as inhibitors of voltage-gated sodium channels and calcium channels. The invention also provides pharmaceutically acceptable compositions comprising the compounds of the invention and methods of using the compositions in the treatment of various disorders.

  本发明涉及一种作为电压门控钠通道和钙通道抑制剂有用的化合物。本发明还提供了包括本发明化合物的药学上可接受的组合物，并提供使用这些组合物治疗各种疾病的方法。
• QUINAZOLINES USEFUL AS MODULATORS OF ION CHANNELS
  申请人：Gonzalez, III Jesus E.

  公开号：US20100160316A1

  公开（公告）日：2010-06-24

  The present invention relates to compounds useful as inhibitors of voltage-gated sodium channels and calcium channels. The invention also provides pharmaceutically acceptable compositions comprising the compounds of the invention and methods of using the compositions in the treatment of various disorders.

  本发明涉及用作电压门控钠通道和钙通道抑制剂的化合物。本发明还提供了包含本发明化合物的药学上可接受的组合物，并提供了使用这些组合物治疗各种疾病的方法。
• N-heterocyclic carbene-Pd(II)-1-methylimidazole complex-catalyzed Suzuki-Miyaura coupling of 2-chloro-4-aminoquinazolines with arylboronic acids
  作者：Zhen Bao、Zhi-Yuan Zhou、Ye-Ting Mao、Li-Xiong Shao

  DOI：10.1016/j.tet.2020.131548

  日期：2020.10

  The Suzuki-Miyaura coupling between 2-chloro-4-aminoquinazolines and arylboronic acids catalyzed by the well-defined N-heterocyclic carbene-PdCl2-1-methylimidazole complex was performed at room temperature, giving the desired products in good to high yields. Through this methodology, a variety of 2-aryl-4-aminoquinazoline derivatives with potential pharmaceutical activities can be achieved under mild reaction conditions. (C) 2020 Elsevier Ltd. All rights reserved.
• US7713983B2
  申请人：——

  公开号：US7713983B2

  公开（公告）日：2010-05-11