methyl 2-((5-(4-(2-methoxyethoxy)-2-methylphenyl)pyridin-2-yl)methoxy)nicotinate | 1580504-68-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: methyl 2-((5-(4-(2-methoxyethoxy)-2-methylphenyl)pyridin-2-yl)methoxy)nicotinate
• CAS: 1580504-68-2
• 化学式: C₂₃H₂₄N₂O₅
• 分子量: 408.454
• InChiKey: WPWYMVHNELRENN-UHFFFAOYSA-N

物化性质

• 沸点：
  543.4±50.0 °C(predicted)
• 密度：
  1.189±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.84
• 重原子数：
  30.0
• 可旋转键数：
  9.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  79.77
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  methyl 2-((5-(4-(2-methoxyethoxy)-2-methylphenyl)pyridin-2-yl)methoxy)nicotinate 在 lithium hydroxide 作用下， 以 1,4-二氧六环 为溶剂， 反应 18.0h， 以94%的产率得到2-((5-(4-(2-methoxyethoxy)-2-methylphenyl)pyridin-2-yl)methoxy)nicotinic acid
  参考文献：
  名称：

  Biarylmethoxy Nicotinamides As Novel and Specific Inhibitors of Mycobacterium tuberculosis

  摘要：

  A whole cell based screening effort on a focused library from corporate collection resulted in the identification of biarylmethoxy nicotinamides as novel inhibitors of M. tuberculosis (Mtu) H37Rv. The series exhibited tangible structure activity relationships, and during hit to lead exploration, a cellular potency of 100 nM was achieved, which is an improvement of >200-fold from the starting point. The series is very specific to Mtu and noncytotoxic up to 250 mu M as measured in the mammalian cell line THP-1 based cytotoxicity assay. This compound class retains its potency on several drug sensitive and single drug resistant clinical isolates, which indicate that the compounds could be acting through a novel mode of action.

  DOI：

  10.1021/ml4004815
• 作为产物：
  描述：

  4-溴-3-甲基苯酚 在 1,1'-双(二苯膦基)二茂铁二氯化钯(II)二氯甲烷复合物 、 sodium hydride 、 potassium carbonate 、 caesium carbonate 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 、 paraffin oil 为溶剂， 反应 8.09h， 生成 methyl 2-((5-(4-(2-methoxyethoxy)-2-methylphenyl)pyridin-2-yl)methoxy)nicotinate
  参考文献：
  名称：

  Biarylmethoxy Nicotinamides As Novel and Specific Inhibitors of Mycobacterium tuberculosis

  摘要：

  A whole cell based screening effort on a focused library from corporate collection resulted in the identification of biarylmethoxy nicotinamides as novel inhibitors of M. tuberculosis (Mtu) H37Rv. The series exhibited tangible structure activity relationships, and during hit to lead exploration, a cellular potency of 100 nM was achieved, which is an improvement of >200-fold from the starting point. The series is very specific to Mtu and noncytotoxic up to 250 mu M as measured in the mammalian cell line THP-1 based cytotoxicity assay. This compound class retains its potency on several drug sensitive and single drug resistant clinical isolates, which indicate that the compounds could be acting through a novel mode of action.

  DOI：

  10.1021/ml4004815