N-[(E)-Amino[(6-methoxy-4-methylquinazolin-2-YL)amino]methylidene]benzamide

• 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: N-[(E)-Amino[(6-methoxy-4-methylquinazolin-2-YL)amino]methylidene]benzamide
• 英文别名: N-[(Z)-N'-(6-methoxy-4-methylquinazolin-2-yl)carbamimidoyl]benzamide
• 化学式: C₁₈H₁₇N₅O₂
• mdl: MFCD01004045
• 分子量: 335.365
• InChiKey: JZEBNMBOOLXBMC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  103
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1,2-dihydro-2,2,4-trimethyl-6-methoxyquinoline hydrochloride 以 水 、 二甲基亚砜 为溶剂， 反应 6.0h， 生成 N-[(E)-Amino[(6-methoxy-4-methylquinazolin-2-YL)amino]methylidene]benzamide
  参考文献：
  名称：

  Quinazolines as adenosine receptor antagonists: SAR and selectivity for A2B receptors

  摘要：

  We have recently reported the discovery of numerous new compounds that are selective inhibitors of all of the subtypes of the adenosine receptor family via a pharmacophore database searching and screening strategy. During the course of this work we made the unexpected discovery of a potent A(2B) receptor antagonist, 4-methyl-7-methoxyquinazolyl-2-(2'-amino-4'-imidazolinone) (38, CMB 6446), which showed selectivity for this receptor and functioned as an antagonist, with a binding K-i value of H 2 nM. We explored the effects of both substituent- and ring-structural variations on the receptor affinity in this series of derivatives, which were found to be mostly non-selective adenosine receptor ligands with K-i values in the micromolar range. Since no enhancement of A(2B) receptor affinity of 38 was achieved, the previously reported pharmacophore-based searching strategy yielded the most potent and selective structurally-related hit in the database originally searched. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(02)00323-1

文献信息

• Quinazolines as adenosine receptor antagonists: SAR and selectivity for A2B receptors
  作者：Thomas R Webb、Dmitriy Lvovskiy、Soon-Ai Kim、Xiao-duo Ji、Neli Melman、Joel Linden、Kenneth A Jacobson

  DOI：10.1016/s0968-0896(02)00323-1

  日期：2003.1

  We have recently reported the discovery of numerous new compounds that are selective inhibitors of all of the subtypes of the adenosine receptor family via a pharmacophore database searching and screening strategy. During the course of this work we made the unexpected discovery of a potent A(2B) receptor antagonist, 4-methyl-7-methoxyquinazolyl-2-(2'-amino-4'-imidazolinone) (38, CMB 6446), which showed selectivity for this receptor and functioned as an antagonist, with a binding K-i value of H 2 nM. We explored the effects of both substituent- and ring-structural variations on the receptor affinity in this series of derivatives, which were found to be mostly non-selective adenosine receptor ligands with K-i values in the micromolar range. Since no enhancement of A(2B) receptor affinity of 38 was achieved, the previously reported pharmacophore-based searching strategy yielded the most potent and selective structurally-related hit in the database originally searched. (C) 2002 Elsevier Science Ltd. All rights reserved.