N-[(4-chlorophenyl)methylideneamino]undec-10-enamide | 201742-46-3

• 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-[(4-chlorophenyl)methylideneamino]undec-10-enamide
• CAS: 201742-46-3
• 化学式: C₁₈H₂₅ClN₂O
• 分子量: 320.862
• InChiKey: VCYPYILTEAGDRM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  22
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  41.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-[(4-chlorophenyl)methylideneamino]undec-10-enamide 、 硫代乳酸 在 zinc(II) chloride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 生成 3-(undec-10-enylamido)-2-[4-chlorophenyl]-5-methyl-4-thiazolidinone
  参考文献：
  名称：

  Synthesis and evaluation of in vitro antimicrobial activity of novel 2,3-disubstituted-4-thiazolidinones from fatty acid hydrazides

  摘要：

  The efficient cyclocondensation reaction of fatty acid hydrazides with thioglycolic acid (TGA)/mercapto acetic acid and Thio lactic acid under anhydrous condition in the presence of catalyst anhydrous ZnCl2 in dimethyl formamide solvent is described. The synthesis provides the product, substituted thiazolidinone, in appropriate yield. The synthesized compounds were characterized by IR, H-1 NMR, C-13 NMR, and mass spectra and these compounds were tested for in vitro antibacterial activity against the representative group of Gram-positive and Gram-negative bacteria such as Pseudomonas aeruginosa (ATCC-27853), Escherichia coli (ATCC-25922), Streptococcus pyogenes, and Klebsiella pneumonia (Clinical isolate), Methicillin resistant Staphylococcus aureus (MRSA +ve), and also tested for antifungal activity against Aspergillus fumigates, Trichophyton mentagrophytes, Penicillium marneffei, Candida albicans. Minimum inhibitory concentration, minimum bacterial concentration, and minimum fungicidal concentration were determined for the test compounds along with the reference standards used.

  DOI：

  10.1007/s00044-012-0326-1
• 作为产物：
  描述：

  十一碳-10-烯酰肼 、 4-氯苯甲醛 以 苯 为溶剂， 反应 10.0h， 生成 N-[(4-chlorophenyl)methylideneamino]undec-10-enamide
  参考文献：
  名称：

  Synthesis and evaluation of in vitro antimicrobial activity of novel 2,3-disubstituted-4-thiazolidinones from fatty acid hydrazides

  摘要：

  The efficient cyclocondensation reaction of fatty acid hydrazides with thioglycolic acid (TGA)/mercapto acetic acid and Thio lactic acid under anhydrous condition in the presence of catalyst anhydrous ZnCl2 in dimethyl formamide solvent is described. The synthesis provides the product, substituted thiazolidinone, in appropriate yield. The synthesized compounds were characterized by IR, H-1 NMR, C-13 NMR, and mass spectra and these compounds were tested for in vitro antibacterial activity against the representative group of Gram-positive and Gram-negative bacteria such as Pseudomonas aeruginosa (ATCC-27853), Escherichia coli (ATCC-25922), Streptococcus pyogenes, and Klebsiella pneumonia (Clinical isolate), Methicillin resistant Staphylococcus aureus (MRSA +ve), and also tested for antifungal activity against Aspergillus fumigates, Trichophyton mentagrophytes, Penicillium marneffei, Candida albicans. Minimum inhibitory concentration, minimum bacterial concentration, and minimum fungicidal concentration were determined for the test compounds along with the reference standards used.

  DOI：

  10.1007/s00044-012-0326-1

文献信息

• Synthesis and evaluation of in vitro antimicrobial activity of novel 2,3-disubstituted-4-thiazolidinones from fatty acid hydrazides
  作者：Himani Varshney、Aiman Ahmad、Nida N. Farshori、Anis Ahmad、Asad U. Khan、Abdul Rauf

  DOI：10.1007/s00044-012-0326-1

  日期：2013.7

  The efficient cyclocondensation reaction of fatty acid hydrazides with thioglycolic acid (TGA)/mercapto acetic acid and Thio lactic acid under anhydrous condition in the presence of catalyst anhydrous ZnCl2 in dimethyl formamide solvent is described. The synthesis provides the product, substituted thiazolidinone, in appropriate yield. The synthesized compounds were characterized by IR, H-1 NMR, C-13 NMR, and mass spectra and these compounds were tested for in vitro antibacterial activity against the representative group of Gram-positive and Gram-negative bacteria such as Pseudomonas aeruginosa (ATCC-27853), Escherichia coli (ATCC-25922), Streptococcus pyogenes, and Klebsiella pneumonia (Clinical isolate), Methicillin resistant Staphylococcus aureus (MRSA +ve), and also tested for antifungal activity against Aspergillus fumigates, Trichophyton mentagrophytes, Penicillium marneffei, Candida albicans. Minimum inhibitory concentration, minimum bacterial concentration, and minimum fungicidal concentration were determined for the test compounds along with the reference standards used.