2-chloro-5-[[(5-(p-isopropylphenyl)-1,3,4-oxadiazol-2-yl)thio]methyl]pyridine | 1257842-93-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 2-chloro-5-[[(5-(p-isopropylphenyl)-1,3,4-oxadiazol-2-yl)thio]methyl]pyridine
• 英文别名: 2-[(6-Chloropyridin-3-yl)methylsulfanyl]-5-(4-propan-2-ylphenyl)-1,3,4-oxadiazole
• CAS: 1257842-93-5
• 化学式: C₁₇H₁₆ClN₃OS
• 分子量: 345.853
• InChiKey: MKBCTDSGZSNWES-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  77.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-氯-5-氯甲基吡啶 、 5-(4-isopropylphenyl)-1,3,4-oxadiazole-2-thiol 在 sodium hydroxide 作用下， 以 乙腈 为溶剂， 以51.4%的产率得到2-chloro-5-[[(5-(p-isopropylphenyl)-1,3,4-oxadiazol-2-yl)thio]methyl]pyridine
  参考文献：
  名称：

  Synthesis, biological evaluation, and molecular docking studies of 2-chloropyridine derivatives possessing 1,3,4-oxadiazole moiety as potential antitumor agents

  摘要：

  A series of new 2-chloropyridine derivatives possessing 1,3,4-oxadiazole moiety were synthesized. Anti-proliferative assay results indicated that compounds 6o and 6u exhibited the most potent activity against gastric cancer cell SGC-7901, which was more potent than the positive control. Especially, compound 6o exhibited significant telomerase inhibitory activity (IC50 = 2.3 +/- 0.07 mu M), which was comparable to the positive control ethidium bromide. Docking simulation was performed to position compound 6o into the active site of telomerase (3DU6) to determine the probable binding model. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.09.051

文献信息

• Synthesis, biological evaluation, and molecular docking studies of 2-chloropyridine derivatives possessing 1,3,4-oxadiazole moiety as potential antitumor agents
  作者：Qing-Zhong Zheng、Xiao-Min Zhang、Ying Xu、Kui Cheng、Qing-Cai Jiao、Hai-Liang Zhu

  DOI：10.1016/j.bmc.2010.09.051

  日期：2010.11.15

  A series of new 2-chloropyridine derivatives possessing 1,3,4-oxadiazole moiety were synthesized. Anti-proliferative assay results indicated that compounds 6o and 6u exhibited the most potent activity against gastric cancer cell SGC-7901, which was more potent than the positive control. Especially, compound 6o exhibited significant telomerase inhibitory activity (IC50 = 2.3 +/- 0.07 mu M), which was comparable to the positive control ethidium bromide. Docking simulation was performed to position compound 6o into the active site of telomerase (3DU6) to determine the probable binding model. (C) 2010 Elsevier Ltd. All rights reserved.