| 154051-80-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• CAS: 154051-80-6
• 化学式: C₁₃H₁₇NO₃
• 分子量: 235.283
• InChiKey: NWRBREWXWMXVRD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.22
• 重原子数：
  17.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  58.56
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  、 2-[1-(3-Chloro-phenyl)-meth-(Z)-ylidene]-3-oxo-butyric acid methyl ester 以 甲醇 为溶剂， 反应 24.0h， 生成 (7R,8S,8aS)-7-(3-Chloro-phenyl)-5,8a-dimethyl-2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a]pyridine-6,8-dicarboxylic acid 8-benzyl ester 6-methyl ester
  参考文献：
  名称：

  Oxazolo[3,2-a]pyridine. A new structural scaffold for the reversal of multi-drug resistance in Leishmania

  摘要：

  Compounds belonging to three different classes of fused heterocyclic systems, structurally related to Calcium-channel blockers of the 1,4-dihydropyridine family, were evaluated in their ability to overcome leishmanial resistance to common drugs in a MDR Leishmania tropica strain. Compounds with the skeletal basis of oxazolo[3,2-a]pyridine displayed significant reversion of resistance to daunomycin and miltefosine, with reversion indexes up to 6.7-fold and 8.7-fold, respectively. Most interestingly, the enantiopure compound 20S attained to revert the resistance to both drugs and fairly more significantly than its enantiomer 20R. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.07.100