N-((cyclohexylcarbamoyl)methyl)-N-(3,4-dimethoxyphenethyl)-3β-hydroxyandrost-5-en-17β-carboxamide | 1240512-12-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: N-((cyclohexylcarbamoyl)methyl)-N-(3,4-dimethoxyphenethyl)-3β-hydroxyandrost-5-en-17β-carboxamide
• 英文别名: (3S,8S,9S,10R,13S,14S,17S)-N-[2-(cyclohexylamino)-2-oxoethyl]-N-[2-(3,4-dimethoxyphenyl)ethyl]-3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-17-carboxamide
• CAS: 1240512-12-2
• 化学式: C₃₈H₅₆N₂O₅
• 分子量: 620.873
• InChiKey: TUJWFAXTJZNXDL-HLQQRQMOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  45
• 可旋转键数：
  9
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  88.1
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  聚合甲醛 、 3-羟基-10,13-二甲基-2,3,4,7,8,9,11,12,14,15,16,17-十二氢-1H-环戊二烯并[a]菲-17-羧酸 、 环己甲腈 、 3,4-二甲氧基苯乙胺 以 甲醇 、 水 为溶剂， 反应 0.25h， 以79%的产率得到N-((cyclohexylcarbamoyl)methyl)-N-(3,4-dimethoxyphenethyl)-3β-hydroxyandrost-5-en-17β-carboxamide
  参考文献：
  名称：

  Synthesis and preliminary biological screening of sterol analogues as new antifungal agents against plant pathogens

  摘要：

  In this paper we report the synthesis of a new family of sterol analogues that have two amidic bonds on the side chain. These azasterols were obtained by a straightforward procedure including an Ugi condensation that allows the facile attachment of a polyfunctionalized side chain into the steroidal framework.Some of the new compounds showed an interesting inhibitory effect on the growth of two pathogenic fungi involved in plant diseases. (C) 2010 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2010.04.002