2-methoxy-4-[(2-piperazin-1-ylethylimino)methyl]phenol | 1352004-93-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2-methoxy-4-[(2-piperazin-1-ylethylimino)methyl]phenol
• 英文别名: 2-Methoxy-4-(2-piperazin-1-ylethyliminomethyl)phenol；2-methoxy-4-(2-piperazin-1-ylethyliminomethyl)phenol
• CAS: 1352004-93-3
• 化学式: C₁₄H₂₁N₃O₂
• 分子量: 263.34
• InChiKey: HNPFQUWOSUHOIL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  57.1
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-methoxy-4-[(2-piperazin-1-ylethylimino)methyl]phenol 、 氯乙酰氯 在 三乙胺 作用下， 以 1,4-二氧六环 为溶剂， 以69%的产率得到3-chloro-1-{2-[4-(chloroacetyl)piperazin-1-yl]ethyl}-4-(4-hydroxy-3-methoxyphenyl)azetidin-2-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
• 作为产物：
  描述：

  N-氨乙基哌嗪 、 香草醛 反应 0.17h， 以83%的产率得到2-methoxy-4-[(2-piperazin-1-ylethylimino)methyl]phenol
  参考文献：
  名称：

  某些单和双席夫氏碱的合成，抗炎和抗癌活性评估

  摘要：

  使用微波辐射技术（3a - h，5a - c）并通过在室温下简单研磨几分钟（3i，5d），合成了几个单席夫碱（3a - i）和双席夫碱（5a - f）。- ˚F）。所有这些化合物都通过光谱学方法和元素分析进行​​了表征。筛选它们的抗炎和抗癌活性（针对五种人类癌细胞系）。化合物5f显示出良好的抗炎作用，化合物3f，5a - f 表现出良好的抗癌活性。

  DOI：

  10.1007/s00044-011-9899-3

文献信息

• Synthesis, anti-inflammatory and anticancer activity evaluation of some mono- and bis-Schiff’s bases
  作者：Sham M. Sondhi、Surbhi Arya、Reshma Rani、Nikhil Kumar、Partha Roy

  DOI：10.1007/s00044-011-9899-3

  日期：2012.11

  Several mono-Schiff’s bases (3a–i) and bis-Schiff’s bases (5a–f) were synthesized using microwave irradiation technique (3a–h, 5a–c) and by simply grinding at room temperature for a few minutes (3i, 5d–f). All these compounds were characterized by spectroscopic means and elemental analysis. They were screened for anti-inflammatory and anticancer activities (against five human cancer cell lines). Compound

  使用微波辐射技术（3a - h，5a - c）并通过在室温下简单研磨几分钟（3i，5d），合成了几个单席夫碱（3a - i）和双席夫碱（5a - f）。- ˚F）。所有这些化合物都通过光谱学方法和元素分析进行​​了表征。筛选它们的抗炎和抗癌活性（针对五种人类癌细胞系）。化合物5f显示出良好的抗炎作用，化合物3f，5a - f 表现出良好的抗癌活性。
• 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.