1-((2,2-dimethyl-4H-benzo[d][1,3]dioxin-6-yl)oxy)-3-((1-(5-phenylthieno[2,3-d]pyrimidin-4-yl)piperidin-4-yl)amino)propan-2-ol | 1254940-54-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 1-((2,2-dimethyl-4H-benzo[d][1,3]dioxin-6-yl)oxy)-3-((1-(5-phenylthieno[2,3-d]pyrimidin-4-yl)piperidin-4-yl)amino)propan-2-ol
• CAS: 1254940-54-9
• 化学式: C₃₀H₃₄N₄O₄S
• 分子量: 546.69
• InChiKey: CALGQIMXZIPKCE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.0
• 重原子数：
  39.0
• 可旋转键数：
  8.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  88.97
• 氢给体数：
  2.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  1-((2,2-dimethyl-4H-benzo[d][1,3]dioxin-6-yl)oxy)-3-((1-(5-phenylthieno[2,3-d]pyrimidin-4-yl)piperidin-4-yl)amino)propan-2-ol 在 水 、 溶剂黄146 作用下， 反应 0.5h， 以100%的产率得到4-(2-hydroxy-3-(1-(5-phenylthieno[2,3-d]pyrimidin-4-yl)piperidin-4-ylamino)propoxy)-2-(hydroxymethyl)phenol
  参考文献：
  名称：

  Thienopyrimidines as β3-adrenoceptor agonists: Hit-to-lead optimization

  摘要：

  Resulting from a vHTS based on a pharmacophore alignment on known beta 3-adrenoceptor ligands, an aryloxypropanolamine scaffold comprising a thienopyrimidine moiety was further optimized as a human beta 3-AR agonist, yielding a lead compound with an excellent cellular activity of EC(50) = 20 pM, selectivity over h beta 1- and h beta 2- adrenoceptors and a promising safety profile. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.08.039
• 作为产物：
  描述：

  1-(5-phenyl-thieno[2,3-d]pyrimidine-4-yl)-piperidin-4-ylamine 、 2,2-dimethyl-6-(oxiran-2-ylmethoxy)-4H-benzo[d][1,3]dioxine 在 lithium perchlorate 、 N,N-二异丙基乙胺 作用下， 以 乙腈 为溶剂， 反应 20.0h， 以60%的产率得到1-((2,2-dimethyl-4H-benzo[d][1,3]dioxin-6-yl)oxy)-3-((1-(5-phenylthieno[2,3-d]pyrimidin-4-yl)piperidin-4-yl)amino)propan-2-ol
  参考文献：
  名称：

  Thienopyrimidines as β3-adrenoceptor agonists: Hit-to-lead optimization

  摘要：

  Resulting from a vHTS based on a pharmacophore alignment on known beta 3-adrenoceptor ligands, an aryloxypropanolamine scaffold comprising a thienopyrimidine moiety was further optimized as a human beta 3-AR agonist, yielding a lead compound with an excellent cellular activity of EC(50) = 20 pM, selectivity over h beta 1- and h beta 2- adrenoceptors and a promising safety profile. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.08.039