N-(5-phenyl-1,3,4-oxadiazol-2-yl)naphthalene-2-carboxamide

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N-(5-phenyl-1,3,4-oxadiazol-2-yl)naphthalene-2-carboxamide
• 化学式: C₁₉H₁₃N₃O₂
• 分子量: 315.331
• InChiKey: DQMHIDQYWNJBOI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  68
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  5-苯基-2-氨基-1,3,4-噁二唑 、 2-萘甲酰氯 在 吡啶 作用下， 反应 1.0h， 生成 N-(5-phenyl-1,3,4-oxadiazol-2-yl)naphthalene-2-carboxamide
  参考文献：
  名称：

  Design and evaluation of novel oxadiazole derivatives as potential prostate cancer agents

  摘要：

  Various 1,3,4-oxadiazole derivatives have been synthesized and their antiproliferative properties have been studied. The in vitro screening was performed against androgen dependent (LNCaP) and androgen independent (PC-3) prostate cancer cell lines. Most of the compounds showed promising activity. Among them, compounds 2d (IC50 = 0.22 and 1.3 mu M) and 2a (IC50 = 8.34 and 2,5 mu M) have shown significant activities on PC-3 and LNCaP cell lines respectively. To investigate the mechanism of cell death we performed cell apoptosis staining and cell cycle arrest assay on more sensitive PC-3 cell lines on 2d. The results demonstrated that 2d induced apoptosis and shifted the cells to the sub G0/G1 and S phase. Our study evidently identified the potency of compound 2d as potential anti-prostate cancer agent. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2016.04.058

文献信息

• Design and evaluation of novel oxadiazole derivatives as potential prostate cancer agents
  作者：Bereket Mochona、Xin Qi、Suresh Euynni、Donald Sikazwi、Nelly Mateeva、Karam F. Soliman

  DOI：10.1016/j.bmcl.2016.04.058

  日期：2016.6

  Various 1,3,4-oxadiazole derivatives have been synthesized and their antiproliferative properties have been studied. The in vitro screening was performed against androgen dependent (LNCaP) and androgen independent (PC-3) prostate cancer cell lines. Most of the compounds showed promising activity. Among them, compounds 2d (IC50 = 0.22 and 1.3 mu M) and 2a (IC50 = 8.34 and 2,5 mu M) have shown significant activities on PC-3 and LNCaP cell lines respectively. To investigate the mechanism of cell death we performed cell apoptosis staining and cell cycle arrest assay on more sensitive PC-3 cell lines on 2d. The results demonstrated that 2d induced apoptosis and shifted the cells to the sub G0/G1 and S phase. Our study evidently identified the potency of compound 2d as potential anti-prostate cancer agent. Published by Elsevier Ltd.