[4-[3-(Dibutylamino)propoxy]phenyl]-(5-nitro-2-propyl-1-benzofuran-3-yl)methanone | 141645-28-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [4-[3-(Dibutylamino)propoxy]phenyl]-(5-nitro-2-propyl-1-benzofuran-3-yl)methanone
• CAS: 141645-28-5
• 化学式: C₂₉H₃₈N₂O₅
• 分子量: 494.631
• InChiKey: LNSQJWGKJVOTIL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.6
• 重原子数：
  36
• 可旋转键数：
  15
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  88.5
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  [4-[3-(Dibutylamino)propoxy]phenyl]-(5-nitro-2-propyl-1-benzofuran-3-yl)methanone 在 palladium on activated charcoal 、 甲酸铵 、 碳酸氢钠 作用下， 以 正己烷 、 二氯甲烷 为溶剂， 生成 N-{2-propyl-3-[4-(3-dibutylaminopropoxy)benzoyl]benzofuran-5-yl}methanesulfonamide
  参考文献：
  名称：

  Identification and Characterization of Potential Impurities of Dronedarone Hydrochloride

  摘要：

  Six potential process related impurities were detected during the impurity profile study of an antiarrhythmic drug substance, Dronedarone (1). Simple high performance liquid chromatography and liquid chromatography-mass spectrometry methods were used for the detection of these process impurities. Based on the synthesis and spectral data (MS, IR, H-1 NMR, C-13 NMR, and DEPT), the structures of these impurities were characterized as 5-amino-3-[4-(3-di-n-butylaminopropoxy)benzoyl]-2-n-butylbenzofuran (impurity I); N-(2-butyl-3-(4-(3-(dibutylamino)propoxy)benzoyl)benzofuran-5-yl)-N-(methylsulfonyl)methanesulfonamide (impurity II); N-(2-butyl-3-(4-(3-(dibutylamino)propoxy)benzoyl)benzofuran-5-yl)-1-chloromethanesulfonamide (impurity III); N-{2-propyl-3-[4-(3-dibutylaminopropoxy)benzoyl]benzofuran-5-yl}-methanesulfonamide (impurity IV); N-(2-butyl-3-(4-(3(dibutylamino)propoxy)benzoyl)benzofuran-5-yl)-formamide (impurity V); and (2-butyl-5-((3-(dibutylamino)propyl)amino)benzofuran-3-yl)(4-(3-(dibutylamino)propoxy)phenyl)methanone (impurity VI). The synthesis and characterization of these impurities are discussed in detail.

  DOI：

  10.1021/op400190b
• 作为产物：
  描述：

  2-n-propyl-5-nitrobenzofuran 在 aluminum (III) chloride 、 sodium carbonate 作用下， 以 二氯甲烷 、 氯苯 、 异丙醇 、 甲苯 为溶剂， 生成 [4-[3-(Dibutylamino)propoxy]phenyl]-(5-nitro-2-propyl-1-benzofuran-3-yl)methanone
  参考文献：
  名称：

  Identification and Characterization of Potential Impurities of Dronedarone Hydrochloride

  摘要：

  Six potential process related impurities were detected during the impurity profile study of an antiarrhythmic drug substance, Dronedarone (1). Simple high performance liquid chromatography and liquid chromatography-mass spectrometry methods were used for the detection of these process impurities. Based on the synthesis and spectral data (MS, IR, H-1 NMR, C-13 NMR, and DEPT), the structures of these impurities were characterized as 5-amino-3-[4-(3-di-n-butylaminopropoxy)benzoyl]-2-n-butylbenzofuran (impurity I); N-(2-butyl-3-(4-(3-(dibutylamino)propoxy)benzoyl)benzofuran-5-yl)-N-(methylsulfonyl)methanesulfonamide (impurity II); N-(2-butyl-3-(4-(3-(dibutylamino)propoxy)benzoyl)benzofuran-5-yl)-1-chloromethanesulfonamide (impurity III); N-{2-propyl-3-[4-(3-dibutylaminopropoxy)benzoyl]benzofuran-5-yl}-methanesulfonamide (impurity IV); N-(2-butyl-3-(4-(3(dibutylamino)propoxy)benzoyl)benzofuran-5-yl)-formamide (impurity V); and (2-butyl-5-((3-(dibutylamino)propyl)amino)benzofuran-3-yl)(4-(3-(dibutylamino)propoxy)phenyl)methanone (impurity VI). The synthesis and characterization of these impurities are discussed in detail.

  DOI：

  10.1021/op400190b

文献信息

• US5223510A
  申请人：——

  公开号：US5223510A

  公开（公告）日：1993-06-29