2-phenyl-5-phenoxymethyl-s-triazolo<3,4-b>-1,3,4-thiadiazole | 83676-82-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-phenyl-5-phenoxymethyl-s-triazolo<3,4-b>-1,3,4-thiadiazole
• 英文别名: 6-(phenoxymethyl)-3-phenyl[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole；6-(phenoxymethyl)-3-phenyl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole
• CAS: 83676-82-8
• 化学式: C₁₆H₁₂N₄OS
• 分子量: 308.363
• InChiKey: JBBHXXMWRDMODG-UHFFFAOYSA-N

物化性质

• 熔点：
  146.0 °C(Solv: ethanol (64-17-5))
• 密度：
  1.38±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  80.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  potassium 3-benzoyldithiocarbazinate 在 4-二甲氨基吡啶 、 四丁基溴化铵 、 一水合肼 、 三氯氧磷 作用下， 以 水 为溶剂， 生成 2-phenyl-5-phenoxymethyl-s-triazolo<3,4-b>-1,3,4-thiadiazole
  参考文献：
  名称：

  SAR studies on 1,2,4-triazolo[3,4-b][1,3,4]thiadiazoles as inhibitors of Mtb shikimate dehydrogenase for the development of novel antitubercular agents

  摘要：

  三唑噻二唑是一种具有较强抗结核活性的药物，对MtSD有适度的抑制作用，并且没有明显的细胞毒性。

  DOI：

  10.1039/c5ra19334f

文献信息

• Mody; Prasad; Ramalingam, Journal of the Indian Chemical Society, 1982, vol. 59, # 6, p. 769 - 770
  作者：Mody、Prasad、Ramalingam、Sattur

  DOI：——

  日期：——
• Novel Lead Structures for p38 MAP Kinase via FieldScreen Virtual Screening
  作者：Timothy J. Cheeseright、Melanie Holm、Frank Lehmann、Sabine Luik、Marcia Göttert、James L. Melville、Stefan Laufer

  DOI：10.1021/jm801399r

  日期：2009.7.23

  p38 MAP kinase has received considerable interest in the pharmaceutical industry and remains a valid and interesting target for the treatment of inflammation. To discover novel p38 inhibitors, we applied the ligand-based virtual screening technique, FieldScreen, to 1.2 million commercially available compounds. Fifty-eight diverse compounds were selected for biological analysis, using molecular field similarity to known inhibitors, while explicitly removing any structure that shared a scaffold with previously reported p38 inhibitors. Of these, 11 (19%) showed >= 20% inhibition of p38 at 10 mu M. We chose to prepare analogues of two distinct chemical series resulting in a potential lead compound with pIC(50) of 6.4. Modeling of SAR using FieldAlign, a ligand alignment protocol, was used to rationalize the SAR of the series of thiadiazole based inhibitors.
• MODY, M. K.;PRASAD, A. R.;RAMALINGAM, T.;SATTUR, P. B., J. INDIAN CHEM. SOC., 1982, 59, N 6, 769-770
  作者：MODY, M. K.、PRASAD, A. R.、RAMALINGAM, T.、SATTUR, P. B.

  DOI：——

  日期：——