瑞舒伐他汀钙盐异构体光降解-5 | 854898-48-9

• 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 - 二氮杂萘
• 中文名称: 瑞舒伐他汀钙盐异构体光降解-5
• 中文别名: 瑞舒伐他汀钙杂质12(单体)；7-[4-(4-氟苯基)-6-异丙基-2-(甲基-甲磺酰-氨基)-嘧啶-5-基]-3,5-二羟基庚-6-烯酸；瑞舒伐他汀G4-1((6R)-ISOMER)；瑞舒伐他汀杂质5；瑞舒伐他汀光降解杂质1；瑞舒伐他汀(6R)-同分异构体钙盐
• 英文名称: (3R,5S)-5-((R)-8-Fluoro-4-isopropyl-2-(N-methylmethylsulfonamido)-5,6-dihydrobenzo[h]quinazolin-6-yl)-3,5-dihydroxypentanoic acid
• 英文别名: (3R,5S)-5-[(6R)-8-fluoro-2-[methyl(methylsulfonyl)amino]-4-propan-2-yl-5,6-dihydrobenzo[h]quinazolin-6-yl]-3,5-dihydroxypentanoic acid
• CAS: 854898-48-9
• 化学式: C₂₂H₂₈FN₃O₆S
• 分子量: 481.545
• InChiKey: FHIVIRAXRANEIW-QBIMZIAESA-N

物化性质

• 沸点：
  719.2±70.0 °C(Predicted)
• 密度：
  1.412±0.06 g/cm3(Predicted)
• 溶解度：
  DMSO（少许）、甲醇（少许）、水（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  33
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  149
• 氢给体数：
  3
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  crestor 以 二氯甲烷 为溶剂， 反应 48.0h， 生成 瑞舒伐他汀钙盐异构体光降解-5 、 (3R,5S)-5-((S)-8-Fluoro-4-isopropyl-2-(N-methylmethylsulfonamido)-5,6-dihydrobenzo[h]quinazolin-6-yl)-3,5-dihydroxypentanoic acid
  参考文献：
  名称：

  A study of photodegradation of drug rosuvastatin calcium in solid state and solution under UV and visible light irradiation: The influence of certain dyes as efficient stabilizers

  摘要：

  Photodegradation of rosuvastatin calcium (1) under several radiation wavelengths in solid state and solution in solvents of different polarity has been studied. It was shown that 1 is very sensitive, especially in solution, even to low energy wavelengths and main and almost exclusive degradation pathway includes formation of diastereomeric dihydrophenanthrene derivatives (R,S,R)-2 and (S,S,R)-2. Absolute configurations of isolated diastereomeric photoproducts in forms of respective lactones 3 and 4 have been determined. First partial diastereoselective photocyclization of 1 leading 10.5% d.e. of (R,S,R)-2 over (S,S,R)-2 has been determined in water as a solvent. To prevent photodegradation of 1 in solution use of brown glass is necessary. Solid formulations of 1 are efficiently protected against photodegradation by the presence of combination of dyes such as yellow iron oxide and pink color E122 or beta-carotene inside the formulation or tablet coating. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jphotochem.2012.11.008

文献信息

• A study of photodegradation of drug rosuvastatin calcium in solid state and solution under UV and visible light irradiation: The influence of certain dyes as efficient stabilizers
  作者：M. Litvić、K. Šmic、V. Vinković、M. Filipan-Litvić

  DOI：10.1016/j.jphotochem.2012.11.008

  日期：2013.1

  Photodegradation of rosuvastatin calcium (1) under several radiation wavelengths in solid state and solution in solvents of different polarity has been studied. It was shown that 1 is very sensitive, especially in solution, even to low energy wavelengths and main and almost exclusive degradation pathway includes formation of diastereomeric dihydrophenanthrene derivatives (R,S,R)-2 and (S,S,R)-2. Absolute configurations of isolated diastereomeric photoproducts in forms of respective lactones 3 and 4 have been determined. First partial diastereoselective photocyclization of 1 leading 10.5% d.e. of (R,S,R)-2 over (S,S,R)-2 has been determined in water as a solvent. To prevent photodegradation of 1 in solution use of brown glass is necessary. Solid formulations of 1 are efficiently protected against photodegradation by the presence of combination of dyes such as yellow iron oxide and pink color E122 or beta-carotene inside the formulation or tablet coating. (C) 2012 Elsevier B.V. All rights reserved.