N-(3-fluoro-4-((5-(4-methoxyphenyl)-1,3,4-oxadiazol-2-yl)methoxy)phenyl)-4-methylbenzenesulfonamide

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(3-fluoro-4-((5-(4-methoxyphenyl)-1,3,4-oxadiazol-2-yl)methoxy)phenyl)-4-methylbenzenesulfonamide
• 英文别名: N-[3-fluoro-4-[[5-(4-methoxyphenyl)-1,3,4-oxadiazol-2-yl]methoxy]phenyl]-4-methylbenzenesulfonamide
• 化学式: C₂₃H₂₀FN₃O₅S
• 分子量: 469.493
• InChiKey: AAINYBXNVGPQJC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.57
• 重原子数：
  33.0
• 可旋转键数：
  8.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  103.55
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为产物：
  描述：

  对甲氧基苯甲酰肼 在 吡啶 、 氢气 、 potassium carbonate 、 三氯氧磷 作用下， 以 四氢呋喃 、 甲醇 、 乙腈 为溶剂， 反应 48.25h， 生成 N-(3-fluoro-4-((5-(4-methoxyphenyl)-1,3,4-oxadiazol-2-yl)methoxy)phenyl)-4-methylbenzenesulfonamide
  参考文献：
  名称：

  Synthesis and in vitro antiproliferative activity of new 1,3,4-oxadiazole derivatives possessing sulfonamide moiety

  摘要：

  Synthesis of a new series of 1,3,4-oxadiazole derivatives possessing sulfonamide moiety is described. Their in vitro antiproliferative activities against NCI-58 human cancer cell lines of nine different cancer types were tested. Compound 1k with p-methoxybenzenesulfonamido moiety showed the highest mean %inhibition value over the 58 cell line panel at 10 mu M concentration. It showed broad-spectrum antiproliferative activity over many cell lines of different cancer types. For instance, compound 1k inhibited the growth of T-47D breast cancer cell line by 90.47% at 10 mu M. And it inhibited growth of SR leukemia, SK-MEL-5 melanoma, and MDA-MB-468 breast cancer cell lines by more than 80% at the same test concentration. Compound 1k showed superior activity than Paditaxel and Gefitinib against the most sensitive cell lines. (C) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.11.011

文献信息

• Synthesis and in vitro antiproliferative activity of new 1,3,4-oxadiazole derivatives possessing sulfonamide moiety
  作者：Mahmoud M. Gamal El-Din、Mohammed I. El-Gamal、Mohammed S. Abdel-Maksoud、Kyung Ho Yoo、Chang-Hyun Oh

  DOI：10.1016/j.ejmech.2014.11.011

  日期：2015.1

  Synthesis of a new series of 1,3,4-oxadiazole derivatives possessing sulfonamide moiety is described. Their in vitro antiproliferative activities against NCI-58 human cancer cell lines of nine different cancer types were tested. Compound 1k with p-methoxybenzenesulfonamido moiety showed the highest mean %inhibition value over the 58 cell line panel at 10 mu M concentration. It showed broad-spectrum antiproliferative activity over many cell lines of different cancer types. For instance, compound 1k inhibited the growth of T-47D breast cancer cell line by 90.47% at 10 mu M. And it inhibited growth of SR leukemia, SK-MEL-5 melanoma, and MDA-MB-468 breast cancer cell lines by more than 80% at the same test concentration. Compound 1k showed superior activity than Paditaxel and Gefitinib against the most sensitive cell lines. (C) 2014 Elsevier Masson SAS. All rights reserved.