埃索美拉唑杂质25 | 1080689-87-7

• 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: 埃索美拉唑杂质25
• 英文名称: 5-Methoxy-1H-benzimidazole-2-sulfinic acid
• 英文别名: 5-methoxy-2-benzoimidazolyl-sulfinic acid；5-methoxy-2-benzimidazolylsulfinic acid；5-methoxy-1H-benzo[d]imidazole-2-sulfinic acid；6-methoxy-1H-benzimidazole-2-sulfinic acid
• CAS: 1080689-87-7
• 化学式: C₈H₈N₂O₃S
• 分子量: 212.229
• InChiKey: AZUQLFOUEPRHJL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 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：
  94.4
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-巯基-5-甲氧基苯并咪唑 在 薄荷脑 、 双氧水 作用下， 以 水 为溶剂， 生成 埃索美拉唑杂质25
  参考文献：
  名称：

  Novel Approach to the Synthesis of Omeprazole: An Antipeptic Ulcer Agent

  摘要：

  A novel approach for the synthesis of omeprazole, a potent antiulcer drug, is described. The synthetic procedure involved the formation of an ester of the 5-methoxy thiobenzimidazole followed by coupling of the ester with the Grignard reagent of 2-chloromethyl-4-methoxy-3,5-dimethyl-pyridine.

  DOI：

  10.1080/00397910903341171

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
• BIO-BASED MEDICINES AND METHODS OF INCREASING PATIENT COMPLIANCE
  申请人：Anellotech, Inc.

  公开号：EP3801484A1

  公开（公告）日：2021-04-14
• [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.