氯吡格雷有关物质B | 144750-52-7

• 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 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 氯吡格雷有关物质B
• 中文别名: 氯吡格雷杂质B；氯吡咯雷杂质B
• 英文名称: methyl 2-(2-chlorophenyl)-2-(4,5-dihydrothieno[2,3-c]pyridine-6(7H)-yl)acetate hydrochloride
• 英文别名: methyl 2-(2-chlorophenyl)-2-(4,7-dihydrothieno[2,3-c]pyridin-6(5H)-yl)acetate hydrochloride；methyl 2-(2-chlorophenyl)-2-(4,5-dihydrothieno[2,3-c]pyridin-6(7H)-yl)acetate hydrochloride；methyl 2-(2-chlorophenyl)-2-(5,7-dihydro-4H-thieno[2,3-c]pyridin-6-yl)acetate;hydrochloride
• CAS: 144750-52-7
• 化学式: C₁₆H₁₆ClNO₂S*ClH
• 分子量: 358.288
• InChiKey: SYAKRIYLSOOCKW-UHFFFAOYSA-N

物化性质

• 熔点：
  >64°C (dec.)
• 溶解度：
  可溶于DMSO（少许）、甲醇（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  57.8
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• WGK Germany：
  3
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

反应信息

• 作为产物：
  描述：

  3-氨乙基噻吩 在 盐酸 、 potassium carbonate 作用下， 以 甲醇 、 水 、 丙酮 为溶剂， 反应 6.67h， 生成 氯吡格雷有关物质B
  参考文献：
  名称：

  Synthesis and Characterization of Impurity B of S-(+)-Clopidogrel Bisulfate: An Antiplatelet

  摘要：

  S-(+)-Clopidogrel bisulfate [(S-(+)-methyl 2-(2-chlorophenyl)-2-(6, 7-dihydrothieno[3, 2-c]pyridin-5(4H)-yl)acetate bisulfate)] is a platelet aggregation inhibitor drug. S-(+)-Clopidogrel bisulfate is prepared by different synthetic approaches in the literature. In almost all the approaches the major impurities known in the literature (A, B, and C) are also listed in the U.S. pharmacopoeia. The control of these pharmaceutical impurities is currently a critical issue to the pharmaceutical industry. In this article, a description of these impurities and their origins in the S-(+)-clopidogrel bisulfate process are presented along with the preparation of impurity B.

  DOI：

  10.1080/00397911.2011.635393

文献信息

• New and Efficient Synthetic Approaches for the Regioisomeric and Iminium Impurities of Clopidogrel Bisulfate
  作者：Sampath Aalla、Goverdhan Gilla、Raghupathi Reddy Anumula、Kavitha Charagondla、Prabhakar Reddy Vummenthala、Pratap Reddy Padi

  DOI：10.1021/op300110m

  日期：2012.9.21

  New and concise synthetic routes have been devised for the regioisomeric and iminium impurities of clopidogrel bisulfate. The synthesis features utilization of commercially available starting materials and simple reactions.
• Synthesis and Characterization of Impurity B of S-(+)-Clopidogrel Bisulfate: An Antiplatelet
  作者：K. Tatendra Reddy、K. Suneel Kumar、G. Omprakash、P. K. Dubey

  DOI：10.1080/00397911.2011.635393

  日期：2013.5.15

  S-(+)-Clopidogrel bisulfate [(S-(+)-methyl 2-(2-chlorophenyl)-2-(6, 7-dihydrothieno[3, 2-c]pyridin-5(4H)-yl)acetate bisulfate)] is a platelet aggregation inhibitor drug. S-(+)-Clopidogrel bisulfate is prepared by different synthetic approaches in the literature. In almost all the approaches the major impurities known in the literature (A, B, and C) are also listed in the U.S. pharmacopoeia. The control of these pharmaceutical impurities is currently a critical issue to the pharmaceutical industry. In this article, a description of these impurities and their origins in the S-(+)-clopidogrel bisulfate process are presented along with the preparation of impurity B.