ethyl 3-hydroxy-3-naphthalen-1-ylpropanimidoate hydrochloride | 1207280-86-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: ethyl 3-hydroxy-3-naphthalen-1-ylpropanimidoate hydrochloride
• CAS: 1207280-86-1
• 化学式: C₁₅H₁₇NO₂*ClH
• 分子量: 279.766
• InChiKey: WLNFBXXPBWNWRY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  19.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 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 3-hydroxy-3-naphthalen-1-ylpropanimidoate hydrochloride 在 potassium carbonate 作用下， 以 乙醚 为溶剂， 生成 (1Z)-N'-[(E)-4-fluorobenzylidene]-3-hydroxy-3-(naphthalen-2-yl)propanehydrazonamide
  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：

  3-hydroxy-3-(naphthalen-1-yl)propanenitrile 、 乙醇 在 盐酸 作用下， 以 二氯甲烷 为溶剂， 生成 ethyl 3-hydroxy-3-naphthalen-1-ylpropanimidoate hydrochloride
  参考文献：
  名称：

  Synthesis and Reactivity of 4-Aralkoxy(alkoxy)-5,6-dihydro-2H-1,3-oxazine-2-ones

  摘要：

  本文描述了先前未报告的4-芳烷氧基(烷氧基)-5,6-二氢-2H-1,3-噁唑烷-2-酮的合成，以及它们转化为多种新型4功能化的5,6-二氢-2H-1,3-噁唑烷-2-酮和1,3-噁唑烷-2-酮的过程。

  DOI：

  10.1055/s-0029-1217023