(2R,4S)-2-[(5,6-dimethyl-4H-indeno[1,2-d][1,3]thiazol-8-yl)oxymethyl]-4-(2-methylpyridin-3-yl)-1,3,2lambda5-dioxaphosphinane 2-oxide | 1229578-25-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (2R,4S)-2-[(5,6-dimethyl-4H-indeno[1,2-d][1,3]thiazol-8-yl)oxymethyl]-4-(2-methylpyridin-3-yl)-1,3,2lambda5-dioxaphosphinane 2-oxide
• 英文别名: (2R,4S)-2-[(5,6-dimethyl-4H-indeno[1,2-d][1,3]thiazol-8-yl)oxymethyl]-4-(2-methylpyridin-3-yl)-1,3,2λ5-dioxaphosphinane 2-oxide
• CAS: 1229578-25-9
• 化学式: C₂₂H₂₃N₂O₄PS
• 分子量: 442.475
• InChiKey: WPASHFXVTJYQPC-RBSBEOHCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  30
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  98.8
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  (2S,4R)-2-[(5,6-dimethyl-4H-indeno[1,2-d][1,3]thiazol-8-yl)oxymethyl]-4-(2-methylpyridin-3-yl)-1,3,2lambda5-dioxaphosphinane 2-oxide 在 CHIRALPAK AD-H 作用下， 生成 (2R,4S)-2-[(5,6-dimethyl-4H-indeno[1,2-d][1,3]thiazol-8-yl)oxymethyl]-4-(2-methylpyridin-3-yl)-1,3,2lambda5-dioxaphosphinane 2-oxide
  参考文献：
  名称：

  A prodrug approach towards the development of tricyclic-based FBPase inhibitors

  摘要：

  For the purpose of reducing the strong CYP3A4 inhibitory potency of diamide prodrug 4, cyclic prodrugs of tricyclic-based FBPase inhibitors were synthesized. Extensive SAR studies led to the discovery of pyridine-containing cyclic prodrug 20, which strongly inhibited glucose production in monkey hepatocytes and also showed weak CYP3A4 inhibitory potency. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.03.017