sodium;pyridin-3-yl(sulfonato)methanol | 45988-16-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: sodium;pyridin-3-yl(sulfonato)methanol
• CAS: 45988-16-7
• 化学式: C₆H₆NO₄S*Na
• 分子量: 211.174
• InChiKey: UVKUJEDQTIUONX-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -3.38
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  98.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  硝基甲烷 、 sodium;pyridin-3-yl(sulfonato)methanol 在 sodium azide 、 sodium sulfite 作用下， 以 二甲基亚砜 为溶剂， 反应 6.0h， 以65%的产率得到3-(1H-1,2,3-三唑-5-基)吡啶
  参考文献：
  名称：

  一种利用醛亚硫酸氢钠加合物制备4-芳基- NH-1,2,3-三唑的方法

  摘要：

  本发明涉及一种利用醛亚硫酸氢钠加合物制备4‑芳基‑NH‑1,2,3‑三唑的方法，其特征在于包括如下步骤：醛亚硫酸氢钠加合物、硝基化合物、叠氮化钠、溶剂、添加剂通过“一锅法”于60‑150℃条件下反应1‑10小时，反应结束后，经后处理，可制得4‑芳基‑NH‑1,2,3‑三唑。本发明采用廉价易得的醛亚硫酸氢钠加合物，硝基化合物，叠氮化钠为原料，可以将三组分便捷地制备4‑芳基‑NH‑1,2,3‑三唑类化合物。与已有方法相比，本方法原料价格低廉且简单易得，操作简便，反应效率高。

  公开号：

  CN106146417B
• 作为产物：
  描述：

  3-吡啶甲醛 在 sodium metabisulfite 作用下， 以 乙醇 、 水 为溶剂， 生成 sodium;pyridin-3-yl(sulfonato)methanol
  参考文献：
  名称：

  Benzimidazole derivatives: synthesis, leishmanicidal effectiveness, and molecular docking studies

  摘要：

  Leishmanolysin GP63 is a zinc metalloprotease, expressed at the surface of Leishmania promastigotes. Studies on this protein are hindered as only a limited number of effective non-toxic inhibitors of this drug target are known. Present study describes the identification of a variety of 2-aryl- and 5-nitro-2-arylbenzimidazoles as new GP63 inhibitors. All the compounds were tested for in vitro activity against the promastigote form of Leishmania major and showed very good activity. 2-(Thiophen-2-yl)-1H-benzimidazole (19) and 2-(1H-indol-3-yl)-5-nitro-1H-benzimidazole (34) with IC50 value of 0.62 mu g/mL were identified as lead of this library. Molecular docking studies were performed on binding site of GP63 to study the binding mode of compounds. The results of both in vitro and in silico studies clearly indicated that benzimidazoles may serve as new drug candidates in the combat against leishmaniasis.

  DOI：

  10.1007/s00044-012-0375-5

文献信息

• 一种利用醛亚硫酸氢钠加合物制备4-芳基- NH-1,2,3-三唑的方法
  申请人：海南师范大学

  公开号：CN106146417B

  公开（公告）日：2018-12-04

  本发明涉及一种利用醛亚硫酸氢钠加合物制备4‑芳基‑NH‑1,2,3‑三唑的方法，其特征在于包括如下步骤：醛亚硫酸氢钠加合物、硝基化合物、叠氮化钠、溶剂、添加剂通过“一锅法”于60‑150℃条件下反应1‑10小时，反应结束后，经后处理，可制得4‑芳基‑NH‑1,2,3‑三唑。本发明采用廉价易得的醛亚硫酸氢钠加合物，硝基化合物，叠氮化钠为原料，可以将三组分便捷地制备4‑芳基‑NH‑1,2,3‑三唑类化合物。与已有方法相比，本方法原料价格低廉且简单易得，操作简便，反应效率高。
• Benzimidazole derivatives: synthesis, leishmanicidal effectiveness, and molecular docking studies
  作者：Awais Shaukat、Hira M. Mirza、Amna H. Ansari、Masoom Yasinzai、Sohail Z. Zaidi、Sana Dilshad、Farzana L. Ansari

  DOI：10.1007/s00044-012-0375-5

  日期：2013.8

  Leishmanolysin GP63 is a zinc metalloprotease, expressed at the surface of Leishmania promastigotes. Studies on this protein are hindered as only a limited number of effective non-toxic inhibitors of this drug target are known. Present study describes the identification of a variety of 2-aryl- and 5-nitro-2-arylbenzimidazoles as new GP63 inhibitors. All the compounds were tested for in vitro activity against the promastigote form of Leishmania major and showed very good activity. 2-(Thiophen-2-yl)-1H-benzimidazole (19) and 2-(1H-indol-3-yl)-5-nitro-1H-benzimidazole (34) with IC50 value of 0.62 mu g/mL were identified as lead of this library. Molecular docking studies were performed on binding site of GP63 to study the binding mode of compounds. The results of both in vitro and in silico studies clearly indicated that benzimidazoles may serve as new drug candidates in the combat against leishmaniasis.