2-furan-2-yl-3-(2-piperazin-1-ylethyl)-1,3-thiazolidin-4-one | 1375059-01-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 2-furan-2-yl-3-(2-piperazin-1-ylethyl)-1,3-thiazolidin-4-one
• 英文别名: 2-(Furan-2-yl)-3-(2-piperazin-1-ylethyl)-1,3-thiazolidin-4-one；2-(furan-2-yl)-3-(2-piperazin-1-ylethyl)-1,3-thiazolidin-4-one
• CAS: 1375059-01-0
• 化学式: C₁₃H₁₉N₃O₂S
• 分子量: 281.379
• InChiKey: LAAWHFQJELUQTA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  74
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  N-氨乙基哌嗪 在 zinc(II) chloride 作用下， 以 乙腈 为溶剂， 反应 0.5h， 生成 2-furan-2-yl-3-(2-piperazin-1-ylethyl)-1,3-thiazolidin-4-one
  参考文献：
  名称：

  Synthesis and antimicrobial screening of 4-thiazolidinone and 2-azetidinone derivatives of piperazine

  摘要：

  The Schiff's bases 3a-3h were synthesized by reacting substituted/unsubstituted aromatic aldehydes 2a-2h with 1-(2-aminoethyl)-piperazine 1. A series of novel aryl-3-(2-piperazin-1-ylethyl)-1,3-thiazolidin-4-one 4a-4h and 3-chloro-1-{2-[4-(chloroacetyl)piperazin-1-yl]ethyl}-4-arylazetidin-2-one 5a-5h were synthesized from the Schiff's bases of 1-(2-aminoethyl)-piperazine 3a-3h. The structures of synthesized compounds were confirmed by analytical (C, H, and N) and spectral (FT-IR, H-1 NMR, C-13 NMR, and Mass) data. The compounds 4a-4h and 5a-5h were screened for antimicrobial activity. The compounds 4a, 4d, 4f, 4g, 5a, 5d, 5f, and 5g exhibited substantially significant antibacterial as well as antifungal activity.

  DOI：

  10.1007/s00044-012-0063-5

文献信息

• Synthesis and antimicrobial screening of 4-thiazolidinone and 2-azetidinone derivatives of piperazine
  作者：Sunil G. Shingade、Sanjaykumar B. Bari

  DOI：10.1007/s00044-012-0063-5

  日期：2013.2

  The Schiff's bases 3a-3h were synthesized by reacting substituted/unsubstituted aromatic aldehydes 2a-2h with 1-(2-aminoethyl)-piperazine 1. A series of novel aryl-3-(2-piperazin-1-ylethyl)-1,3-thiazolidin-4-one 4a-4h and 3-chloro-1-2-[4-(chloroacetyl)piperazin-1-yl]ethyl}-4-arylazetidin-2-one 5a-5h were synthesized from the Schiff's bases of 1-(2-aminoethyl)-piperazine 3a-3h. The structures of synthesized compounds were confirmed by analytical (C, H, and N) and spectral (FT-IR, H-1 NMR, C-13 NMR, and Mass) data. The compounds 4a-4h and 5a-5h were screened for antimicrobial activity. The compounds 4a, 4d, 4f, 4g, 5a, 5d, 5f, and 5g exhibited substantially significant antibacterial as well as antifungal activity.