{[(2-amino-8H-indeno[1,2-d][1,3]thiazol-4-yl)oxy]methyl}phosphonic acid | 911232-87-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: {[(2-amino-8H-indeno[1,2-d][1,3]thiazol-4-yl)oxy]methyl}phosphonic acid
• 英文别名: (2-amino-4H-indeno[1,2-d][1,3]thiazol-8-yl)oxymethylphosphonic acid
• CAS: 911232-87-6
• 化学式: C₁₁H₁₁N₂O₄PS
• 分子量: 298.259
• InChiKey: UVWYMQWTZQHZHH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  134
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  8-(diethoxyphosphorylmethoxy)-4H-indeno[1,2-d][1,3]thiazol-2-amine 在 三甲基溴硅烷 作用下， 以 二氯甲烷 为溶剂， 生成 {[(2-amino-8H-indeno[1,2-d][1,3]thiazol-4-yl)oxy]methyl}phosphonic acid
  参考文献：
  名称：

  Synthesis, SAR, and X-ray structure of tricyclic compounds as potent FBPase inhibitors

  摘要：

  With the aim of discovering a novel class of fructose-1,6-bisphosphatase (FBPase) inhibitors, a series of compounds based on tricyclic scaffolds was synthesized. Extensive SAR studies led to the finding of 8l with an IC50 value of 0.013 mu M against human FBPase. An X-ray crystallographic study revealed that 8l bound at AMP binding sites of human liver FBPase with hydrogen bonding interactions similar to AMP. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.08.081

文献信息

• Synthesis, SAR, and X-ray structure of tricyclic compounds as potent FBPase inhibitors
  作者：Tomoharu Tsukada、Mizuki Takahashi、Toshiyasu Takemoto、Osamu Kanno、Takahiro Yamane、Sayako Kawamura、Takahide Nishi

  DOI：10.1016/j.bmcl.2009.08.081

  日期：2009.10

  With the aim of discovering a novel class of fructose-1,6-bisphosphatase (FBPase) inhibitors, a series of compounds based on tricyclic scaffolds was synthesized. Extensive SAR studies led to the finding of 8l with an IC50 value of 0.013 mu M against human FBPase. An X-ray crystallographic study revealed that 8l bound at AMP binding sites of human liver FBPase with hydrogen bonding interactions similar to AMP. (C) 2009 Elsevier Ltd. All rights reserved.