ethyl 2-hydroxy-2-(naphthalen-1-yl)ethanimidoate hydrochloride | 30069-64-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: ethyl 2-hydroxy-2-(naphthalen-1-yl)ethanimidoate hydrochloride
• CAS: 30069-64-8
• 化学式: C₁₄H₁₅NO₂*ClH
• 分子量: 265.74
• InChiKey: YOJOBMCSXGJYKI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.31
• 重原子数：
  18.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  53.31
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  ethyl 2-hydroxy-2-(naphthalen-1-yl)ethanimidoate hydrochloride 在 potassium carbonate 、 一水合肼 作用下， 以 乙醚 、 乙醇 为溶剂， 生成
  参考文献：
  名称：

  Blood Schizontocidal and Gametocytocidal Activity of 3-Hydroxy-N′-arylidenepropanehydrazonamides: A New Class of Antiplasmodial Compounds

  摘要：

  3-Hydroxy N'-arylidenepropanehydrazonamides represent a new class of antiplasmodial compounds. The two most active phenanthrene-based derivatives showed potent in vitro antiplasmodial activity against the 3D7 (sensitive) and Dd2 (multidrug-resistant) strains of plasmodium falciparum with nanomolar IC50 values in the range of 8-28 nM. Further studies revealed that the most promising derivative, bearing a 4-fluorobenzylidene moiety, demonstrated in vivo antiplasmodial activity after oral administration in a P. berghei malaria model, although no complete parasite elimination was achieved with a four dose regimen. The in vivo efficacy correlated well with the plasma concentration levels, and no acute toxicity symptoms (e.9., death or changes in general behaviour or physiological activities) were observed, which is in agreement with a > 1000 fold lower activity agains L6 cells, a primary cell line derived from mammalian (rat) skeletal myoblasts. This indicates that lead compound 29 displays selective activity against P. falciparum. Moreover, both phenanthrene-based derivatives were active against state IV/V gametocytes of p. flaciparum in vitro

  DOI：

  10.1021/jm500811p
• 作为产物：
  描述：

  乙醇 、 Hydroxy-naphthalen-1-yl-acetonitrile 在 盐酸 作用下， 以 乙醚 为溶剂， 反应 120.0h， 以86%的产率得到ethyl 2-hydroxy-2-(naphthalen-1-yl)ethanimidoate hydrochloride
  参考文献：
  名称：

  新型α-羟基腙的简便合成和体外抗疟活性

  摘要：

  合成了一系列以前未报道的 α-羟基腙，并测试了它们的抗疟特性。抗疟原虫活性α-羟基腙III的结构优化提供了对恶性疟原虫3D7菌株具有强体外抗疟活性的衍生物，IC50值低于2.0 µM。

  DOI：

  10.1002/ardp.201000346