Sodium; hydroxy-(3-methoxy-phenyl)-methanesulfonate | 65036-62-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: Sodium; hydroxy-(3-methoxy-phenyl)-methanesulfonate
• 英文别名: Sodium alpha-hydroxy-m-methoxytoluene-alpha-sulphonate；sodium;hydroxy-(3-methoxyphenyl)methanesulfonate
• CAS: 65036-62-6
• 化学式: C₈H₉O₅S*Na
• 分子量: 240.212
• InChiKey: SLVTZJLMUXSNJQ-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -2.76
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  95
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Sodium; hydroxy-(3-methoxy-phenyl)-methanesulfonate 在 Montmorillonite KSF clay 作用下， 以90%的产率得到3-甲氧基苯甲醛
  参考文献：
  名称：

  蒙脱土KSF粘土在微波辐射下以固态从亚硫酸氢盐加成产物再生醛

  摘要：

  在无溶剂条件下用蒙脱土KSF粘土对亚硫酸氢盐加成产物进行微波辐射，可提供一种快速，高效和简单的方法，以优异的收率再生醛。

  DOI：

  10.1039/a900309f
• 作为产物：
  描述：

  3-甲氧基苯甲醛 在 sodium metabisulfite 作用下， 以 乙醇 、 水 为溶剂， 生成 Sodium; hydroxy-(3-methoxy-phenyl)-methanesulfonate
  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

• Antiviral activity of benzimidazole derivatives. II. Antiviral activity of 2-phenylbenzimidazole derivatives
  作者：Michele Tonelli、Matteo Simone、Bruno Tasso、Federica Novelli、Vito Boido、Fabio Sparatore、Giuseppe Paglietti、Sabrina Pricl、Gabriele Giliberti、Sylvain Blois、Cristina Ibba、Giuseppina Sanna、Roberta Loddo、Paolo La Colla

  DOI：10.1016/j.bmc.2010.02.037

  日期：2010.4

  Seventy-six 2-phenylbenzimidazole derivatives were synthesized and evaluated in cell-based assays for cytotoxicity and antiviral activity against a panel of 10 RNA and DNA viruses. The most commonly affected viruses were, in decreasing order, CVB-2, BVDV, Sb-1, HSV-1, and YFV, while HIV-1 and VSV were not affected, and RSV, VV and Reo-1 were only susceptible to a few compounds. Thirty-nine compounds

  合成了76种2-苯基苯并咪唑衍生物，并在基于细胞的测定中评估了其对一组10种RNA和DNA病毒的细胞毒性和抗病毒活性。受影响最严重的病毒以降序排列，分别是CVB-2，BVDV，Sb-1，HSV-1和YFV，而HIV-1和VSV不受影响，RSV，VV和Reo-1仅易感一些化合物。39种化合物表现出 对至少一种病毒的高活性（EC 50 = 0.1–10μM），其中四种对VV（24，EC 50  = 0.1μM）和BVDV（50，具有EC 50的51和53 分别为1.5、0.8和1.0μM）。最后的化合物在低微摩尔浓度下抑制BVDV和HCV的NS5B RdRp，后者与前者具有结构相似性。所考虑的化合物代表了针对痘病毒，瘟病毒甚至HCV（它们是重要的人类和兽医病原体）的抗病毒剂开发的诱人线索。
• 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.
• Regeneration of Aldehydes from Bisulfite Addition Products in the Solid State using Montmorillonite KSF Clay under Microwave Irradiation
  作者：Alok Kumar Mitra、Aparna De、Nilay Karchaudhuri

  DOI：10.1039/a900309f

  日期：——

  Microwave irradiation of bisulfite addition products with montmorillonite KSF clay under solvent-free conditions provides a fast, efficient and simple method for regeneration of aldehydes in excellent yields.

  在无溶剂条件下用蒙脱土KSF粘土对亚硫酸氢盐加成产物进行微波辐射，可提供一种快速，高效和简单的方法，以优异的收率再生醛。