1,4-dihydro-1-hydroxymethyl-4-phenyltetrazol-5-one | 6415-57-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1,4-dihydro-1-hydroxymethyl-4-phenyltetrazol-5-one
• 英文别名: 1-hydroxymethyl-4-phenyl-1,4-dihydro-tetrazolone；1-Hydroxymethyl-4-phenyl-1,4-dihydro-tetrazolon；1-(hydroxymethyl)-4-phenyl-4,5-dihydro-1H-1,2,3,4-tetrazole-5-one；1-(hydroxymethyl)-4-phenyltetrazol-5-one
• CAS: 6415-57-2
• 化学式: C₈H₈N₄O₂
• 分子量: 192.177
• InChiKey: XVOYGQBDUKBDHE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  68.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,6-二溴己烷 、 1,4-dihydro-1-hydroxymethyl-4-phenyltetrazol-5-one 在 18-冠醚-6 、 potassium hydroxide 作用下， 以 二甲基亚砜 为溶剂， 反应 24.0h， 以11%的产率得到4,4'-(hexane-1,6-diyl)bis(1-phenyl-1,4-dihydrotetrazol-5-one)
  参考文献：
  名称：

  Synthesis, antibacterial and QSAR evaluation of 5-oxo and 5-thio derivatives of 1,4-disubstituted tetrazoles

  摘要：

  A series of 1,4-disubstituted tetrazol-5-ones 3a, 5, 7, 12, 13 and 1,4-disubstituted tetrazol-5-thiones 3b, 9, 10 was synthesized and fully characterized by IR, MS, H-1 NMR and C-13 NMR. The series was evaluated for in vitro antibacterial activity against four Gram negative (Escherichia coli, Proteus mirabilis, Klebsiella pneumonia, and Pseudomonas aeruginosa) and three Gram positive (Staphylococcus aureus, Enterococcus faecalis, and Bacillus subtilis) bacteria. The zone of inhibition was measured using the well-diffusion assay, and in vitro minimum inhibitory concentration (MIC) was determined by microbroth dilution assay. MIC values indicate that compounds exhibited a varied range (0.2-37 mu g/mL) of antibacterial activity against the tested bacterial strains. Statistically significant QSAR models were developed by the simple linear regression analysis for the correlation of MIC with computed descriptors. The concluded cross validated regression factors are 0.953 and 0.986 for E. coli, and S. aureus, respectively. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2015.04.070
• 作为产物：
  描述：

  聚合甲醛 、 1-苯基-1,4-二氢-5H-四唑-5-酮 在 水 作用下， 生成 1,4-dihydro-1-hydroxymethyl-4-phenyltetrazol-5-one
  参考文献：
  名称：

  Synthesis, antibacterial and QSAR evaluation of 5-oxo and 5-thio derivatives of 1,4-disubstituted tetrazoles

  摘要：

  A series of 1,4-disubstituted tetrazol-5-ones 3a, 5, 7, 12, 13 and 1,4-disubstituted tetrazol-5-thiones 3b, 9, 10 was synthesized and fully characterized by IR, MS, H-1 NMR and C-13 NMR. The series was evaluated for in vitro antibacterial activity against four Gram negative (Escherichia coli, Proteus mirabilis, Klebsiella pneumonia, and Pseudomonas aeruginosa) and three Gram positive (Staphylococcus aureus, Enterococcus faecalis, and Bacillus subtilis) bacteria. The zone of inhibition was measured using the well-diffusion assay, and in vitro minimum inhibitory concentration (MIC) was determined by microbroth dilution assay. MIC values indicate that compounds exhibited a varied range (0.2-37 mu g/mL) of antibacterial activity against the tested bacterial strains. Statistically significant QSAR models were developed by the simple linear regression analysis for the correlation of MIC with computed descriptors. The concluded cross validated regression factors are 0.953 and 0.986 for E. coli, and S. aureus, respectively. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2015.04.070

文献信息

• Stolle; Pollecoff; Henke-Stark, Chemische Berichte, 1930, vol. 63, p. 965,969
  作者：Stolle、Pollecoff、Henke-Stark

  DOI：——

  日期：——
• Synthesis, antibacterial and QSAR evaluation of 5-oxo and 5-thio derivatives of 1,4-disubstituted tetrazoles
  作者：Rami Y. Morjan、Nisreen H. Al-Attar、Omar S. Abu-Teim、Maschke Ulrich、Adel M. Awadallah、Ahmed M. Mkadmh、Abdelrauof A. Elmanama、James Raftery、Fakhr M. Abu-Awwad、Zyad J. Yaseen、Ammar F. Elqidrea、John M. Gardiner

  DOI：10.1016/j.bmcl.2015.04.070

  日期：2015.9

  A series of 1,4-disubstituted tetrazol-5-ones 3a, 5, 7, 12, 13 and 1,4-disubstituted tetrazol-5-thiones 3b, 9, 10 was synthesized and fully characterized by IR, MS, H-1 NMR and C-13 NMR. The series was evaluated for in vitro antibacterial activity against four Gram negative (Escherichia coli, Proteus mirabilis, Klebsiella pneumonia, and Pseudomonas aeruginosa) and three Gram positive (Staphylococcus aureus, Enterococcus faecalis, and Bacillus subtilis) bacteria. The zone of inhibition was measured using the well-diffusion assay, and in vitro minimum inhibitory concentration (MIC) was determined by microbroth dilution assay. MIC values indicate that compounds exhibited a varied range (0.2-37 mu g/mL) of antibacterial activity against the tested bacterial strains. Statistically significant QSAR models were developed by the simple linear regression analysis for the correlation of MIC with computed descriptors. The concluded cross validated regression factors are 0.953 and 0.986 for E. coli, and S. aureus, respectively. (C) 2015 Elsevier Ltd. All rights reserved.