2-(2,4-dioxo-1,3-thiazolidin-5-yl)-N-(5-3-methoxyphenyl-1,3,4-thiadiazol-2-yl)acetamide | 1293365-95-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-(2,4-dioxo-1,3-thiazolidin-5-yl)-N-(5-3-methoxyphenyl-1,3,4-thiadiazol-2-yl)acetamide
• 英文别名: 2-(2,4-dioxo-1,3-thiazolidin-5-yl)-N-[5-(3-methoxyphenyl)-1,3,4-thiadiazol-2-yl]acetamide
• CAS: 1293365-95-3
• 化学式: C₁₄H₁₂N₄O₄S₂
• 分子量: 364.406
• InChiKey: AJILCJHLKNHNAS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  164
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  2-[(5s)-2,4-二氧代噻唑烷-5-基]乙酸酯 在 氯化亚砜 、 三乙胺 作用下， 以 1,4-二氧六环 为溶剂， 反应 5.17h， 生成 2-(2,4-dioxo-1,3-thiazolidin-5-yl)-N-(5-3-methoxyphenyl-1,3,4-thiadiazol-2-yl)acetamide
  参考文献：
  名称：

  New thiazolidinedione-5-acetic acid amide derivatives: synthesis, characterization and investigation of antimicrobial and cytotoxic properties

  摘要：

  The present work describes the synthesis, antimicrobial and cytotoxic activity of 2,4-thiazolidinedione-5-acetic acid amides 3a-n. The structures of the compounds were confirmed by IR, H-1, C-13 NMR and elemental analysis. All compounds were tested for antimicrobial activity by twofold serial dilution technique. The preliminary results revealed that the compound 3d exhibits promising antibacterial and antifungal activity. The cytotoxic (MTT) activity of 2,4-thiazolidinedione-5-acetic acid amides were tested in four tumour cell lines. We found that compound 3j inhibited proliferation of HeLa, HT29, A549 and MCF-7 cell lines with IC50 values of 33, 35, 30 and 36 mu M, respectively.

  DOI：

  10.1007/s00044-011-9598-0

文献信息

• New thiazolidinedione-5-acetic acid amide derivatives: synthesis, characterization and investigation of antimicrobial and cytotoxic properties
  作者：Shankar G. Alegaon、Kallanagouda R. Alagawadi

  DOI：10.1007/s00044-011-9598-0

  日期：2012.6

  The present work describes the synthesis, antimicrobial and cytotoxic activity of 2,4-thiazolidinedione-5-acetic acid amides 3a-n. The structures of the compounds were confirmed by IR, H-1, C-13 NMR and elemental analysis. All compounds were tested for antimicrobial activity by twofold serial dilution technique. The preliminary results revealed that the compound 3d exhibits promising antibacterial and antifungal activity. The cytotoxic (MTT) activity of 2,4-thiazolidinedione-5-acetic acid amides were tested in four tumour cell lines. We found that compound 3j inhibited proliferation of HeLa, HT29, A549 and MCF-7 cell lines with IC50 values of 33, 35, 30 and 36 mu M, respectively.