cyamemazine N-oxide | 1366180-94-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻嗪类
• 英文名称: cyamemazine N-oxide
• CAS: 1366180-94-0
• 化学式: C₁₉H₂₁N₃OS
• 分子量: 339.461
• InChiKey: ZKGIZGMXUYYPQM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.37
• 重原子数：
  24.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  50.09
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  cyamemazine N-oxide 在 吡啶 、 ferrous(II) sulfate heptahydrate 作用下， 以 甲醇 为溶剂， 反应 2.0h， 生成 N-demethylcyamemazine-hemiglutarate
  参考文献：
  名称：

  N-demethylation of cyamemazine via non-classical Polonovski reaction and its conjugation to bovine serum albumin

  摘要：

  A modified Polonovski reaction has been employed to obtain the N-demethylated metabolite of the neuroleptic drug cyamemazine. The synthesis involves N-oxide formation, isolation of the corresponding N-oxide, and a FeSO4 center dot 7H(2)O mediated Polonovski reaction to afford the desired monodesmethyl cyamemazine. In a subsequent step the hapten N-demethylcyamemazine-hemiglutarate was synthesized and its conjugated to bovine serum albumin (BSA). Crown Copyright (C) 2012 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.01.131
• 作为产物：
  描述：

  Cyamemazine tartrate 在 间氯过氧苯甲酸 、 sodium hydroxide 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以70%的产率得到cyamemazine N-oxide
  参考文献：
  名称：

  N-demethylation of cyamemazine via non-classical Polonovski reaction and its conjugation to bovine serum albumin

  摘要：

  A modified Polonovski reaction has been employed to obtain the N-demethylated metabolite of the neuroleptic drug cyamemazine. The synthesis involves N-oxide formation, isolation of the corresponding N-oxide, and a FeSO4 center dot 7H(2)O mediated Polonovski reaction to afford the desired monodesmethyl cyamemazine. In a subsequent step the hapten N-demethylcyamemazine-hemiglutarate was synthesized and its conjugated to bovine serum albumin (BSA). Crown Copyright (C) 2012 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.01.131

文献信息

• N-demethylation of cyamemazine via non-classical Polonovski reaction and its conjugation to bovine serum albumin
  作者：Gurmit Singh、Terry B. Koerner、Samuel Benrejeb Godefroy、Claude Armand

  DOI：10.1016/j.bmcl.2012.01.131

  日期：2012.3

  A modified Polonovski reaction has been employed to obtain the N-demethylated metabolite of the neuroleptic drug cyamemazine. The synthesis involves N-oxide formation, isolation of the corresponding N-oxide, and a FeSO4 center dot 7H(2)O mediated Polonovski reaction to afford the desired monodesmethyl cyamemazine. In a subsequent step the hapten N-demethylcyamemazine-hemiglutarate was synthesized and its conjugated to bovine serum albumin (BSA). Crown Copyright (C) 2012 Published by Elsevier Ltd. All rights reserved.