4-((5-(4-chlorophenethyl)-4-ethyl-4H-1,2,4-triazol-3-yl)methyl)-6-(trifluoromethyl)-2H-benzo[b][1,4]oxazin-3(4H)-one | 1307845-01-7

• 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: 4-((5-(4-chlorophenethyl)-4-ethyl-4H-1,2,4-triazol-3-yl)methyl)-6-(trifluoromethyl)-2H-benzo[b][1,4]oxazin-3(4H)-one
• 英文别名: 4-[[5-[2-(4-chlorophenyl)ethyl]-4-ethyl-1,2,4-triazol-3-yl]methyl]-6-(trifluoromethyl)-1,4-benzoxazin-3-one
• CAS: 1307845-01-7
• 化学式: C₂₂H₂₀ClF₃N₄O₂
• 分子量: 464.875
• InChiKey: UBAZMUIZTBCXFX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  32
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  60.2
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  3-(4-氯苯基)丙酸 在 劳森试剂 、 mercury(II) diacetate 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 5,5-dimethyl-1,3-cyclohexadiene 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 5.0h， 生成 4-((5-(4-chlorophenethyl)-4-ethyl-4H-1,2,4-triazol-3-yl)methyl)-6-(trifluoromethyl)-2H-benzo[b][1,4]oxazin-3(4H)-one
  参考文献：
  名称：

  Discovery of non-glucoside SGLT2 inhibitors

  摘要：

  A series of benzothiazinone and benzooxazinone derivatives were discovered as SGLT2 inhibitors. The optimization led to the discovery of compounds 31 and 32, which exhibited similar potency and better SGLT1 selectivity compared to dapagliflozin. These compounds may provide novel promising scaffolds, which are different from phlorizin-based SGLT2 inhibitors. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.02.056

文献信息

• Discovery of non-glucoside SGLT2 inhibitors
  作者：An-Rong Li、Jian Zhang、Joanne Greenberg、TaeWeon Lee、Jiwen Liu

  DOI：10.1016/j.bmcl.2011.02.056

  日期：2011.4

  A series of benzothiazinone and benzooxazinone derivatives were discovered as SGLT2 inhibitors. The optimization led to the discovery of compounds 31 and 32, which exhibited similar potency and better SGLT1 selectivity compared to dapagliflozin. These compounds may provide novel promising scaffolds, which are different from phlorizin-based SGLT2 inhibitors. (C) 2011 Elsevier Ltd. All rights reserved.