2-ethyl-7-methoxy-3-(4-methoxyphenyl)-5-methyl-2H-1,4-benzoxazine | 613682-64-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶嗪类
• 英文名称: 2-ethyl-7-methoxy-3-(4-methoxyphenyl)-5-methyl-2H-1,4-benzoxazine
• CAS: 613682-64-7
• 化学式: C₁₉H₂₁NO₃
• 分子量: 311.381
• InChiKey: XFPNULOGJCZUFV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  40
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-ethyl-7-methoxy-3-(4-methoxyphenyl)-5-methyl-2H-1,4-benzoxazine 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 生成 2-ethyl-3-(4-hydroxyphenyl)-5-methyl-2H-1,4-benzoxazin-7-ol
  参考文献：
  名称：

  Synthesis and structure–activity relationship of 3-arylbenzoxazines as selective estrogen receptor β agonists

  摘要：

  A series of 3-aryl-7-hydroxybenzoxazine analogues have been prepared and evaluated as ligands for the two estrogen receptor subtypes (ERalpha and ERbeta). From the radioligand binding assay, compounds with more than a 10-fold binding selectivity toward the ERbeta subtype have been identified. These compounds have also been shown to be potent full agonists in the functional assay by activation of ERE promoted transcription, with the best compound being 20-fold more potent than genistein. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.01.099
• 作为产物：
  描述：

  5-methoxy-3-methyl-2-nitrophenol 在 钯 氢气 、 potassium carbonate 作用下， 以 甲醇 、 氯仿 、 丙酮 为溶剂， 生成 2-ethyl-7-methoxy-3-(4-methoxyphenyl)-5-methyl-2H-1,4-benzoxazine
  参考文献：
  名称：

  Synthesis and structure–activity relationship of 3-arylbenzoxazines as selective estrogen receptor β agonists

  摘要：

  A series of 3-aryl-7-hydroxybenzoxazine analogues have been prepared and evaluated as ligands for the two estrogen receptor subtypes (ERalpha and ERbeta). From the radioligand binding assay, compounds with more than a 10-fold binding selectivity toward the ERbeta subtype have been identified. These compounds have also been shown to be potent full agonists in the functional assay by activation of ERE promoted transcription, with the best compound being 20-fold more potent than genistein. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.01.099

文献信息

• Synthesis and structure–activity relationship of 3-arylbenzoxazines as selective estrogen receptor β agonists
  作者：Wu Yang、Yufeng Wang、Zhengping Ma、Rajasree Golla、Terry Stouch、Ramakrishna Seethala、Susan Johnson、Rong Zhou、Timur Güngör、Jean H.M Feyen、John K Dickson

  DOI：10.1016/j.bmcl.2004.01.099

  日期：2004.5

  A series of 3-aryl-7-hydroxybenzoxazine analogues have been prepared and evaluated as ligands for the two estrogen receptor subtypes (ERalpha and ERbeta). From the radioligand binding assay, compounds with more than a 10-fold binding selectivity toward the ERbeta subtype have been identified. These compounds have also been shown to be potent full agonists in the functional assay by activation of ERE promoted transcription, with the best compound being 20-fold more potent than genistein. (C) 2004 Elsevier Ltd. All rights reserved.