diethyl (4-fluorophenylamino)(tetrazolo[1,5-a]quinolin-4-yl)methylphosphonate | 1254693-34-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: diethyl (4-fluorophenylamino)(tetrazolo[1,5-a]quinolin-4-yl)methylphosphonate
• 英文别名: N-[diethoxyphosphoryl(tetrazolo[1,5-a]quinolin-4-yl)methyl]-4-fluoroaniline
• CAS: 1254693-34-9
• 化学式: C₂₀H₂₁FN₅O₃P
• 分子量: 429.391
• InChiKey: DMLFFQKVWZFYJT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  30
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  90.6
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  4-fluoro-N-{(tetrazolo[1,5-a]quinolin-4-yl)methylene}benzeneamine 、 亚磷酸三乙酯 在 三甲基氯硅烷 作用下， 反应 0.08h， 以95%的产率得到diethyl (4-fluorophenylamino)(tetrazolo[1,5-a]quinolin-4-yl)methylphosphonate
  参考文献：
  名称：

  Synthesis and In Vitro Antimicrobial Activity of New α-Aminophosphonates via Tetrazolo [1,5-a] Quinoline Derivatives

  摘要：

  A series of diethyl (4-fluorophenylamino) (substituted tetrazolo[1,5-a]quinolin-4-yl)methyl phosphonate derivatives has been synthesized for the first time from tetrazolo [1,5-a] quinoline derivatives. Elemental analysis, IR, 1H NMR, 13C NMR, and mass spectral data elucidated the structures of the all newly synthesized compounds. In vitro antimicrobial activities of synthesized compounds have been investigated against Gram-positive Bacillus subtilis, Gram-negative Escherichia coli, and two fungi Candida albicans and Aspergillus niger in comparison with standard drugs. Significantly, microbiological behavior of these newly synthesized derivatives possesses significant antibacterial and antifungal activity. Supplemental materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfur, and Silicon and the Related Elements to view the free supplemental file.

  DOI：

  10.1080/10426500903530867

文献信息

• An organocatalyzed facile and rapid access to α-hydroxy and α-amino phosphonates under conventional/ultrasound technique
  作者：Pravin V. Shinde、Amol H. Kategaonkar、Bapurao B. Shingate、Murlidhar S. Shingare

  DOI：10.1016/j.tetlet.2011.03.138

  日期：2011.6

  irradiation for the rapid synthesis of α-hydroxy and α-amino phosphonates under solvent-free conditions is demonstrated. Use of a novel catalyst (i.e., camphor sulfonic acid) in combination with ultrasound technique is reported for the first time. Comparative study for the synthesis of α-hydroxy and α-amino phosphonates using conventional as well as ultrasonication method is discussed.

  在本工作中，证明了在无溶剂条件下成功实施超声辐射以快速合成α-羟基和α-氨基膦酸酯的方法。首次报道了将新型催化剂（樟脑磺酸）与超声技术结合使用。讨论了使用常规方法和超声方法合成α-羟基和α-氨基膦酸酯的比较研究。
• Synthesis and In Vitro Antimicrobial Activity of New α-Aminophosphonates via Tetrazolo [1,5-a] Quinoline Derivatives
  作者：Amol H. Kategaonkar、Swapnil S. Sonar、Suryakant B. Sapkal、Vaibhav U. Gawali、Bapurao B. Shingate、Murlidhar S. Shingare

  DOI：10.1080/10426500903530867

  日期：2010.9.27

  A series of diethyl (4-fluorophenylamino) (substituted tetrazolo[1,5-a]quinolin-4-yl)methyl phosphonate derivatives has been synthesized for the first time from tetrazolo [1,5-a] quinoline derivatives. Elemental analysis, IR, 1H NMR, 13C NMR, and mass spectral data elucidated the structures of the all newly synthesized compounds. In vitro antimicrobial activities of synthesized compounds have been investigated against Gram-positive Bacillus subtilis, Gram-negative Escherichia coli, and two fungi Candida albicans and Aspergillus niger in comparison with standard drugs. Significantly, microbiological behavior of these newly synthesized derivatives possesses significant antibacterial and antifungal activity. Supplemental materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfur, and Silicon and the Related Elements to view the free supplemental file.