2-(4-(3-(1-fluoropropan-2-ylamino)-2-hydroxypropoxy)phenyl)-6-methoxy-3-methylquinazolin-4(3H)-one | 1333520-08-3

• 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-(4-(3-(1-fluoropropan-2-ylamino)-2-hydroxypropoxy)phenyl)-6-methoxy-3-methylquinazolin-4(3H)-one
• 英文别名: 2-[4-[3-(1-Fluoropropan-2-ylamino)-2-hydroxypropoxy]phenyl]-6-methoxy-3-methylquinazolin-4-one
• CAS: 1333520-08-3
• 化学式: C₂₂H₂₆FN₃O₄
• 分子量: 415.465
• InChiKey: YZOOQGDAWJWLBX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  30
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  83.4
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  4-苯甲氧基苯(甲)酰氯 在 palladium 10% on activated carbon 、 氢气 、 三乙胺 、 potassium hydroxide 作用下， 以 甲醇 、 乙醇 、 二氯甲烷 、 氯仿 、 二甲基亚砜 为溶剂， 反应 137.0h， 生成 2-(4-(3-(1-fluoropropan-2-ylamino)-2-hydroxypropoxy)phenyl)-6-methoxy-3-methylquinazolin-4(3H)-one
  参考文献：
  名称：

  Synthesis and in vitro evaluation of derivatives of the β1-adrenergic receptor antagonist HX-CH 44

  摘要：

  Isopropyl- and fluoroisopropyl-amino derivatives of the beta(1)-adrenergic receptor antagonist 2-[4-[3-(tert-butyl-amino)-2-hydroxypropoxy]phenyl]-3-methyl-6-methoxy-4(3H)-quinazolinone ((+/-) HX-CH 44) were synthesized, including a concise and efficient preparation of the core, 2-(4-hydroxyphenyl)-6-methoxy-3-methylquinazolin-4(3H)-one. In vitro binding assays showed that the fluorinated analog was selective towards beta(1)-adrenergic receptors over beta(2)-adrenergic and 5-HT1A receptors. An X-ray crystallographic characterization of the fluorinated analog is also reported. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.06.106

文献信息

• Synthesis and in vitro evaluation of derivatives of the β1-adrenergic receptor antagonist HX-CH 44
  作者：Karin A. Stephenson、Alan A. Wilson、Sylvain Houle、Neil Vasdev

  DOI：10.1016/j.bmcl.2011.06.106

  日期：2011.9

  Isopropyl- and fluoroisopropyl-amino derivatives of the beta(1)-adrenergic receptor antagonist 2-[4-[3-(tert-butyl-amino)-2-hydroxypropoxy]phenyl]-3-methyl-6-methoxy-4(3H)-quinazolinone ((+/-) HX-CH 44) were synthesized, including a concise and efficient preparation of the core, 2-(4-hydroxyphenyl)-6-methoxy-3-methylquinazolin-4(3H)-one. In vitro binding assays showed that the fluorinated analog was selective towards beta(1)-adrenergic receptors over beta(2)-adrenergic and 5-HT1A receptors. An X-ray crystallographic characterization of the fluorinated analog is also reported. (C) 2011 Elsevier Ltd. All rights reserved.