9-Methoxytetrazolo[1,5-a]quinoline-4-carbaldehyde | 880105-71-5

• 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: 9-Methoxytetrazolo[1,5-a]quinoline-4-carbaldehyde
• CAS: 880105-71-5
• 化学式: C₁₁H₈N₄O₂
• 分子量: 228.21
• InChiKey: NZHRRCLCTKXFRL-UHFFFAOYSA-N

物化性质

• 密度：
  1.50±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  69.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  9-Methoxytetrazolo[1,5-a]quinoline-4-carbaldehyde 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 0.08h， 生成 (9-Methoxytetrazolo[1,5-a]quinolin-4-yl)methanol
  参考文献：
  名称：

  由取代的四唑并[1,5-a]喹啉-4-基甲醇衍生物衍生的新型O,O-二乙基硫代磷酸酯的合成和表征

  摘要：

  开发了一种简便的合成新的O,O-二乙基O-(取代的四唑并[1,5-a]喹啉-4-基)甲基硫代磷酸酯的方法，该方法是首次从四唑[1]合成。 ,5-a]喹啉通过四唑并[1,5-a]喹啉-4-基甲醇衍生物。通过分析和光谱方法阐明了所有新合成的化合物的结构。© 2010 Wiley Periodicals, Inc. 杂原子化学 20:436–441, 2009; 在线发表于 Wiley InterScience (www.interscience.wiley.com)。DOI 10.1002/hc.20570

  DOI：

  10.1002/hc.20570
• 作为产物：
  描述：

  2-氯-8-甲氧基喹啉-3-甲醛 在 sodium azide 、 溶剂黄146 作用下， 以 二甲基亚砜 为溶剂， 生成 9-Methoxytetrazolo[1,5-a]quinoline-4-carbaldehyde
  参考文献：
  名称：

  由取代的四唑并[1,5-a]喹啉-4-基甲醇衍生物衍生的新型O,O-二乙基硫代磷酸酯的合成和表征

  摘要：

  开发了一种简便的合成新的O,O-二乙基O-(取代的四唑并[1,5-a]喹啉-4-基)甲基硫代磷酸酯的方法，该方法是首次从四唑[1]合成。 ,5-a]喹啉通过四唑并[1,5-a]喹啉-4-基甲醇衍生物。通过分析和光谱方法阐明了所有新合成的化合物的结构。© 2010 Wiley Periodicals, Inc. 杂原子化学 20:436–441, 2009; 在线发表于 Wiley InterScience (www.interscience.wiley.com)。DOI 10.1002/hc.20570

  DOI：

  10.1002/hc.20570

文献信息

• Synthesis and<i>in vitro</i>Antimicrobial Activity of New Ethyl 2-(Ethoxyphosphono)-1-cyano-2-(substituted tetrazolo[1,5-<i>a</i>]quinolin-4-yl)ethanoate Derivatives
  作者：Amol H. Kategaonkar、Sandip A. Sadaphal、Kiran F. Shelke、Atul H. Kategaonkar、Bapurao B. Shingate、Murlidhar S. Shingare

  DOI：10.1002/cjoc.201090060

  日期：2010.2

  series of new ethyl 2‐(ethoxyphosphono)‐1‐cyano‐2‐(substituted tetrazolo[1,5‐a]quinolin‐4‐yl)ethanoate derivatives have been synthesized for the first time of tetrazolo[1,5‐a]quinoline derivatives. Elemental analysis, IR, 1H NMR, 13C NMR, 31P NMR and mass spectral data elucidated the structures of the all newly synthesized compounds. In vitro antimicrobial activities of synthesized compounds have been investigated

  一系列新乙基2-（ethoxyphosphono）-1-氰基-2-（取代的四唑并[1,5-一个]喹啉-4-基）乙酸酯衍生物已被用于四唑并首次合成[1,5-一个]喹啉衍生物。元素分析，IR，1 H NMR，13 C NMR，31 P NMR和质谱数据阐明了所有新合成化合物的结构。研究了合成化合物对革兰氏阳性枯草芽孢杆菌，革兰氏阴性大肠杆菌和两种真菌白色念珠菌和黑曲霉的体外抗菌活性。与标准药物相比。这些新合成衍生物的显着微生物学行为具有显着的抗菌和抗真菌活性。
• Bismuth triflate catalyzed solvent-free synthesis of 2,4,6-triaryl pyridines and an unexpected selective acetalization of tetrazolo[1,5-a]-quinoline-4-carbaldehydes
  作者：Pravin V. Shinde、Vilas B. Labade、Jitendra B. Gujar、Bapurao B. Shingate、Murlidhar S. Shingare

  DOI：10.1016/j.tetlet.2012.01.059

  日期：2012.3

  been found as a potential catalyst for an efficient and solvent-free synthesis of symmetrical 2,4,6-triarylpyridines in 86–93% yields. Moreover, catalytic reactivity of bismuth triflate toward tetrazolo[1,5-a]quinoline-4-carbaldehydes for the unexpected formation of their corresponding acetals has been exploited.

  三氟甲基磺酸铋已被发现可以有效且无溶剂地合成对称的2,4,6-三芳基吡啶，产率为86-93％。此外，已经开发了三氟甲磺酸铋对四唑并[1，5 - a ]喹啉-4-甲醛的催化反应性，从而意外地形成了它们的相应缩醛。
• 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.
• Erratum to: Synthesis and antimicrobial activity of tetrazolo[1,5-a]quinoline-4-carbonitrile derivatives
  作者：Amol H. Kategaonkar、Vilas B. Labade、Pravin V. Shinde、Atul H. Kategaonkar、Bapurao B. Shingate、Murlidhar S. Shingare

  DOI：10.1007/s00706-010-0356-7

  日期：2010.8
• Synthesis and antimicrobial activity of tetrazolo[1,5-a]quinoline-4-carbonitrile derivatives
  作者：Amol H. Kategaonkar、Vilas B. Labade、Pravin V. Shinde、Atul H. Kategaonkar、Bapurao B. Shingate、Murlidhar S. Shingare

  DOI：10.1007/s00706-010-0324-2

  日期：2010.7

  A series of new tetrazolo[1,5-a]quinoline-4-carbonitrile derivatives were synthesized for the first time via tetrazolo[1,5-a]quinoline derivatives. Elemental analysis, IR, (1)H NMR, (13)C NMR, and mass spectral data were used to elucidate the structures of all newly synthesized compounds. In vitro antimicrobial activities of synthesized compounds were investigated against Gram-positive Bacillus subtilis, Gram-negative Escherichia coli, and two fungi, Candida albicans and Aspergillus niger, in comparison with standard drugs. Some of the tested compounds showed significant antimicrobial activity.