1H-苯并咪唑-2-亚磺酸 | 58536-71-3

• 物质功能分类: 分析化学 - 标准品 - 药典标准品和杂质标准品
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 中文名称: 1H-苯并咪唑-2-亚磺酸
• 中文别名: 兰索拉唑杂质27
• 英文名称: benzimidazole-2-sulfinic acid
• 英文别名: 1h-Benzimidazole-2-sulfinic acid
• CAS: 58536-71-3
• 化学式: C₇H₆N₂O₂S
• mdl: MFCD18807849
• 分子量: 182.203
• InChiKey: DCAJUUBYKXIDSZ-UHFFFAOYSA-N

物化性质

• 沸点：
  534.6±33.0 °C(Predicted)
• 密度：
  1.73±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  85.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1H-苯并咪唑-2-硫醇 在 sodium molybdate 、 双氧水 作用下， 以 乙醇 为溶剂， 以42%的产率得到1H-苯并咪唑-2-亚磺酸
  参考文献：
  名称：

  Biological properties of amidinium sulfinic and sulfonic acid derivatives: inhibition of glycolytic enzymes of Trypanosoma brucei and protective effect on cell growth

  摘要：

  The activity of the title compounds has been investigated on two biological targets: cultures of trypanosome and glycolytic enzymes inhibition of the parasite, and on retinal epithelium cells. In both cases, these compounds exhibit a significant activity, in some cases more selective than this for the drug suramin, with a lower toxicity. The effect of these compounds, which exist as neutral and zwitterionic forms in the case of sulfinic, only as zwitterionic in the case of sulfonic derivatives can be understood via their action on clusters of positive charges which are present at the surface of the proteins involved in the processes: glycolytic enzymes of the trypanosome in the first part, basic fibroblast growth factor in the second.

  DOI：

  10.1016/0223-5234(92)90114-g

文献信息

• Process for preparing 2-(2-pyridylmethyl)-sulfinyl-1H-benzimidazoles and the intermediate compounds used therein
  申请人：Palomo Nicolau Francisco Eugenio

  公开号：US20100210846A1

  公开（公告）日：2010-08-19

  The present invention relates to a process for preparing 2-(2-pyridylmethyl)sulphinyl-1H-benzimidazoles that are proton pump inhibitors, using as intermediates 2-benzimidazolyl-sulphinic acid derivatives. The present invention also relates to the intermediate compounds, their use and a process for the preparation thereof. These novel intermediate compounds are 2-benzimidazolylsulphinicacid esters that are obtained from their corresponding alkaline salts, which are in turn obtained by oxidation of substituted 2-mercaptobenzimidazoles. The intermediate compounds of the invention are converted into 2-(2-pyridylmethyl)sulphinyl-1H-benzimidazoles by reaction with substituted 2-methylpyridines.

  本发明涉及一种制备质子泵抑制剂2-(2-吡啶甲基)亚磺酰基-1H-苯并咪唑的方法，其中使用2-苯并咪唑基-亚磺酸衍生物作为中间体。本发明还涉及中间体化合物、其用途和制备方法。这些新型中间体化合物是2-苯并咪唑基-亚磺酸酯，通过其对应的碱性盐的氧化得到。本发明的中间体化合物通过与取代的2-甲基吡啶反应转化为2-(2-吡啶甲基)亚磺酰基-1H-苯并咪唑。
• PROCESS FOR PREPARING 2-(2-PYRIDYLMETHYL)-SULFINYL-1H-BENZIMIDAZOLES AND THE INTERMEDIATE COMPOUNDS USED THEREIN
  申请人：Química Sintética, S.A.

  公开号：EP2164832A1

  公开（公告）日：2010-03-24
• EP1992619A1
  申请人：——

  公开号：EP1992619A1

  公开（公告）日：2008-11-19
• [EN] PROCESS FOR PREPARING 2-(2-PYRIDYLMETHYL)-SULFINYL-1H-BENZIMIDAZOLES AND THE INTERMEDIATE COMPOUNDS USED THEREIN<br/>[FR] PROCÉDÉ DE PRÉPARATION DE 2-(2-PYRIDYLMÉTHYL)-SULFINYL-1H-BENZIMIDAZOLES, ET COMPOSÉS INTERMÉDIAIRES ASSOCIÉS
  申请人：SINT QUIMICA SA

  公开号：WO2008142006A1

  公开（公告）日：2008-11-27

  [EN] The present invention relates to a process for preparing2-(2- pyridylmethyl)sulphinyl-1H-benzimidazoles that are proton pump inhibitors, using as intermediates 2-benzimidazolylsulphinic acid derivatives. The present invention also relates to saidintermediate compounds, their use and a process for the preparation thereof. These novel intermediate compounds are 2-benzimidazolylsulphinicacid esters that are obtained from their corresponding alkaline salts, which are in turn obtained by oxidation of substituted 2-mercaptobenzimidazoles. The intermediate compounds of the invention are converted into 2-(2- pyridylmethyl)sulphinyl-1H-benzimidazoles by reaction with substituted2- methylpyridines.
  [FR] L'invention porte sur un procédé de préparation de 2-(2-pyridylméthyl) sulphinyl-1H-benzimidazoles, inhibiteurs de la pompe à protons, utilisant comme intermédiaires des dérivées de l'acide 2-benzimidazolylsulphinique. L'invention porte également sur lesdits intermédiaires, leur utilisation et leur procédé de préparation. Ces nouveaux composés intermédiaires sont des esters de l'acide 2-benzimidazolylsulphinique, obtenus de leur sels alcalins correspondants, obtenus à leur tour par oxydation de 2-mercaptobenzimidazoles. Lesdits intermédiaires sont convertis en 2-(2- pyridylméthyl)sulphinyl-1H-benzimidazoles par réaction avec des 2- méthylpyridines substituées.