2-chloro-N-(2,4-dimethylphenyl)quinazolin-4-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: 2-chloro-N-(2,4-dimethylphenyl)quinazolin-4-amine
• 化学式: C₁₆H₁₄ClN₃
• 分子量: 283.76
• InChiKey: YLSADFODZIIARV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  37.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-羟乙基哌嗪 、 2-chloro-N-(2,4-dimethylphenyl)quinazolin-4-amine 以 乙腈 为溶剂， 以56.8%的产率得到2-(4-(4-((2,4-dimethylphenyl)amino)quinazolin-2-yl)piperazin-1-yl)ethanol
  参考文献：
  名称：

  Discovery of novel potent and selective ligands for 5-HT2A receptor with quinazoline scaffold

  摘要：

  A series of compounds with quinazoline scaffold were designed, synthesized and evaluated as novel potent 5-HT2A receptor ligands. N-(4-Chlorophenyl)-2-(piperazin-1-yl)quinazolin-4-amine (5o) has a K-i value of 14.04 +/- 0.21 nM, with a selectivity more than 10,000 fold over 5-HT1A receptors (D-1 and D-2-like receptors). The functional assay showed that this compound is an antagonist to 5-HT2A receptor with an IC50 value of 1.66 mu M. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2015.07.030
• 作为产物：
  描述：

  2,4-喹唑啉二酮 在 三正丙胺 、 三乙胺 、 三氯氧磷 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 4.0h， 生成 2-chloro-N-(2,4-dimethylphenyl)quinazolin-4-amine
  参考文献：
  名称：

  Discovery of novel potent and selective ligands for 5-HT2A receptor with quinazoline scaffold

  摘要：

  A series of compounds with quinazoline scaffold were designed, synthesized and evaluated as novel potent 5-HT2A receptor ligands. N-(4-Chlorophenyl)-2-(piperazin-1-yl)quinazolin-4-amine (5o) has a K-i value of 14.04 +/- 0.21 nM, with a selectivity more than 10,000 fold over 5-HT1A receptors (D-1 and D-2-like receptors). The functional assay showed that this compound is an antagonist to 5-HT2A receptor with an IC50 value of 1.66 mu M. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2015.07.030

文献信息

• Discovery of novel potent and selective ligands for 5-HT2A receptor with quinazoline scaffold
  作者：Xinxian Deng、Lin Guo、Lili Xu、Xuechu Zhen、Kunqian Yu、Weili Zhao、Wei Fu

  DOI：10.1016/j.bmcl.2015.07.030

  日期：2015.9

  A series of compounds with quinazoline scaffold were designed, synthesized and evaluated as novel potent 5-HT2A receptor ligands. N-(4-Chlorophenyl)-2-(piperazin-1-yl)quinazolin-4-amine (5o) has a K-i value of 14.04 +/- 0.21 nM, with a selectivity more than 10,000 fold over 5-HT1A receptors (D-1 and D-2-like receptors). The functional assay showed that this compound is an antagonist to 5-HT2A receptor with an IC50 value of 1.66 mu M. (C) 2015 Elsevier Ltd. All rights reserved.