2-(piperidine-4-yl-2H-benzo[d][1,2,3]triazole)

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并三唑类
• 英文名称: 2-(piperidine-4-yl-2H-benzo[d][1,2,3]triazole)
• 英文别名: 2-piperidin-4-yl-2H-benzotriazole；2H-Benzotriazole, 2-(4-piperidinyl)-；2-piperidin-4-ylbenzotriazole
• 化学式: C₁₁H₁₄N₄
• 分子量: 202.259
• InChiKey: QBZKELHEZMUAJP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  42.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(piperidine-4-yl-2H-benzo[d][1,2,3]triazole) 在 potassium carbonate 作用下， 以 乙醇 、 丙酮 为溶剂， 反应 18.0h， 生成 2-(4-(2H-benzo[d][1,2,3]triazol-2-yl-piperidin-1-yl))aceto hydrazide
  参考文献：
  名称：

  Synthesis, evaluation of antimicrobial activity, and molecular modeling of novel 2-((4-(2H-benzo[d] [1,2,3] triazol-2-yl)piperidin-1-yl)methyl)-5-substituted phenyl-1,3,4-oxadiazoles

  摘要：

  A new series of 2-((4-(2H-benzo[d][1,2,3]triazol-2-yl)piperidin-1-yl)methyl)-5-substituted-1-yl)-acetic acid hydrazide (3) with various substituted aromatic carboxylic acids phenyl-1,3,4-oxadiazoles (4a-j) were synthesized by cyclization of 4-benzotriazol-2-yl-piperidin in the presence of POCl3. The structures were characterized by spectral data. The representative examples were screened invitro antibacterial activity and antifungal activity. The compounds showed significant antibacterial activity and showed moderate antifungal activity as that of standards, respectively. The data were further compared with structure-based investigations using docking studies with the crystal structure of oxidoreductase (1XDQ) protein organism: Escherichia coli for antibacterial activity and oxidoreductase (3QLS) protein, organism: Candida albicans for antifungal activity. The score values estimated by genetic algorithm were found to have a good correlation with the experimental inhibitory potencies.

  DOI：

  10.1007/s00044-013-0573-9
• 作为产物：
  描述：

  1-Boc-4-甲烷磺酰氧基哌啶 在 盐酸 、 potassium carbonate 作用下， 以 甲醇 、 二氯甲烷 、 乙腈 为溶剂， 反应 36.0h， 生成 2-(piperidine-4-yl-2H-benzo[d][1,2,3]triazole)
  参考文献：
  名称：

  N-取代的2-（哌啶-4-基）-2H-苯并[d] [1、2、3]三唑的有效合成，表征和抗菌筛选

  摘要：

  由4-氧哌啶-1--1-碳ax酸叔丁酯合成了一系列新的N-取代的-2-哌啶-4-基-2H-苯并三唑（6a-6r）。筛选了新的化合物对革兰氏阳性细菌（枯草芽孢杆菌，巨大芽孢杆菌，枯草芽孢杆菌，金黄色葡萄球菌，产肠杆菌产气菌和热链球菌）的抗菌活性和革兰氏阴性细菌（大肠杆菌，变形杆菌，寻常变形杆菌和克鲁氏杆菌）。化合物6a，6b，6g，6h，6k，6q和6r显示出显着的抗菌活性。还已经对化合物的抗真菌活性进行了筛选，例如念珠菌，尖孢镰刀菌，卤虫（Drechslera halodes），和炭疽菌（Colletotrichum falcatum）。化合物6a，6b，6d，6g，6h和6r显示出显着的抗真菌活性。

  DOI：

  10.2174/157018012800389304

文献信息

• [EN] DIPHENYLBUTYPIPERIDINE AUTOPHAGY INDUCERS<br/>[FR] INDUCTEURS, À BASE DE DIPHÉNYLBUTYLPIPÉRIDINE, DE L'AUTOPHAGIE
  申请人：HARVARD COLLEGE

  公开号：WO2011143444A3

  公开（公告）日：2012-04-05
• An Efficient Synthesis, Characterization and Antimicrobial Screening of N-substituted 2-(piperidin-4-yl)-2H-benzo[d] [1, 2, 3] Triazoles
  作者：Pochampalli, Jalapathi、Mandala, Devender、Umapathireddy, Nalla、Rajakomuraiah, Pompu

  DOI：10.2174/157018012800389304

  日期：2012.4.26

  A new series N-substituted -2-piperidine-4-yl-2H-benzotriazole (6a-6r) have been synthesized from 4-oxopiperidine- 1-carbaxylic acid tert-butyl ester. The new compounds were screened for their antibacterial activity against Gram positive bacteria (Bacillus subtilis, Bacillus megaterium, Bacillus pumilis, Staphylococcus aurius, Enterobactor aerogens and Streptococcus pyrogens) and Gram negative bacteria

  由4-氧哌啶-1--1-碳ax酸叔丁酯合成了一系列新的N-取代的-2-哌啶-4-基-2H-苯并三唑（6a-6r）。筛选了新的化合物对革兰氏阳性细菌（枯草芽孢杆菌，巨大芽孢杆菌，枯草芽孢杆菌，金黄色葡萄球菌，产肠杆菌产气菌和热链球菌）的抗菌活性和革兰氏阴性细菌（大肠杆菌，变形杆菌，寻常变形杆菌和克鲁氏杆菌）。化合物6a，6b，6g，6h，6k，6q和6r显示出显着的抗菌活性。还已经对化合物的抗真菌活性进行了筛选，例如念珠菌，尖孢镰刀菌，卤虫（Drechslera halodes），和炭疽菌（Colletotrichum falcatum）。化合物6a，6b，6d，6g，6h和6r显示出显着的抗真菌活性。
• Synthesis, evaluation of antimicrobial activity, and molecular modeling of novel 2-((4-(2H-benzo[d] [1,2,3] triazol-2-yl)piperidin-1-yl)methyl)-5-substituted phenyl-1,3,4-oxadiazoles
  作者：Srinivas Rao Vankadari、Devender Mandala、Jalapathi Pochampalli、Parthasarathy Tigulla、Anil Valeru、Rajakomuraiah Thampu

  DOI：10.1007/s00044-013-0573-9

  日期：2013.12

  A new series of 2-((4-(2H-benzo[d][1,2,3]triazol-2-yl)piperidin-1-yl)methyl)-5-substituted-1-yl)-acetic acid hydrazide (3) with various substituted aromatic carboxylic acids phenyl-1,3,4-oxadiazoles (4a-j) were synthesized by cyclization of 4-benzotriazol-2-yl-piperidin in the presence of POCl3. The structures were characterized by spectral data. The representative examples were screened invitro antibacterial activity and antifungal activity. The compounds showed significant antibacterial activity and showed moderate antifungal activity as that of standards, respectively. The data were further compared with structure-based investigations using docking studies with the crystal structure of oxidoreductase (1XDQ) protein organism: Escherichia coli for antibacterial activity and oxidoreductase (3QLS) protein, organism: Candida albicans for antifungal activity. The score values estimated by genetic algorithm were found to have a good correlation with the experimental inhibitory potencies.