3-(6-Bromo-2-oxo-oxazolo[4,5-b]pyridin-3-yl)propylphosphonic acid | 851191-42-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶唑并吡啶类
• 英文名称: 3-(6-Bromo-2-oxo-oxazolo[4,5-b]pyridin-3-yl)propylphosphonic acid
• 英文别名: 3-(6-bromo-2-oxo-[1,3]oxazolo[4,5-b]pyridin-3-yl)propylphosphonic acid
• CAS: 851191-42-9
• 化学式: C₉H₁₀BrN₂O₅P
• 分子量: 337.067
• InChiKey: OYHWDKKNRYXAEF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  100
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  6-bromo-3-[3-(diethoxyphosphoryl)propyl]oxazolo[4,5-b]pyridin-2(3H)-one 在 三甲基溴硅烷 、 水 作用下， 以 二氯甲烷 为溶剂， 生成 3-(6-Bromo-2-oxo-oxazolo[4,5-b]pyridin-3-yl)propylphosphonic acid
  参考文献：
  名称：

  Substitution of the phosphonic acid and hydroxamic acid functionalities of the DXR inhibitor FR900098: An attempt to improve the activity against Mycobacterium tuberculosis

  摘要：

  Two series of FR900098/fosmidomycin analogs were synthesized and evaluated for MtDXR inhibition and Mycobacterium tuberculosis whole-cell activity. The design rationale of these compounds involved the exchange of either the phosphonic acid or the hydroxamic acid part for alternative acidic and metal-coordinating functionalities. The best inhibitors provided IC(50) values in the micromolar range, with a best value of 41 mu M. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.07.005

文献信息

• Substitution of the phosphonic acid and hydroxamic acid functionalities of the DXR inhibitor FR900098: An attempt to improve the activity against Mycobacterium tuberculosis
  作者：Mounir Andaloussi、Martin Lindh、Christofer Björkelid、Surisetti Suresh、Anna Wieckowska、Harini Iyer、Anders Karlén、Mats Larhed

  DOI：10.1016/j.bmcl.2011.07.005

  日期：2011.9

  Two series of FR900098/fosmidomycin analogs were synthesized and evaluated for MtDXR inhibition and Mycobacterium tuberculosis whole-cell activity. The design rationale of these compounds involved the exchange of either the phosphonic acid or the hydroxamic acid part for alternative acidic and metal-coordinating functionalities. The best inhibitors provided IC(50) values in the micromolar range, with a best value of 41 mu M. (C) 2011 Elsevier Ltd. All rights reserved.