N-[N-hydroxy-C-(1-hydroxyhexadecyl)carbonimidoyl]tetradecanamide | 1292280-94-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-[N-hydroxy-C-(1-hydroxyhexadecyl)carbonimidoyl]tetradecanamide
• CAS: 1292280-94-4
• 化学式: C₃₁H₆₂N₂O₃
• 分子量: 510.845
• InChiKey: GKLKDJWAQOCSSL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13
• 重原子数：
  36
• 可旋转键数：
  28
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  81.9
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  十六醛 在 四丁基氟化铵 、 羟胺 、 sodium acetate 、 三乙胺 、 zinc(II) iodide 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 水 为溶剂， 反应 93.0h， 生成 N-[N-hydroxy-C-(1-hydroxyhexadecyl)carbonimidoyl]tetradecanamide
  参考文献：
  名称：

  Synthesis of novel ceramide-like penetration enhancers

  摘要：

  Ceramide-like penetration enhancers have been synthesized by isosteric replacements of the 1-hydroxymethyl and amide moieties of natural ceramides. Metabolically more stable oxime and five-membered heterocyclic (1,2,4-oxadiazole, 1,2,4-triazole, tetrazole) analogues are more polar and possess H-bond acceptor properties, which make them potentially useful in optimizing key intermolecular features in interactions between the modified ceramide structures and the lipid layers of stratum corneum. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.02.024

文献信息

• Synthesis of novel ceramide-like penetration enhancers
  作者：Mária Takács、Máté Bubenyák、András Váradi、Balázs Blazics、Péter Horváth、József Kökösi

  DOI：10.1016/j.tetlet.2011.02.024

  日期：2011.4

  Ceramide-like penetration enhancers have been synthesized by isosteric replacements of the 1-hydroxymethyl and amide moieties of natural ceramides. Metabolically more stable oxime and five-membered heterocyclic (1,2,4-oxadiazole, 1,2,4-triazole, tetrazole) analogues are more polar and possess H-bond acceptor properties, which make them potentially useful in optimizing key intermolecular features in interactions between the modified ceramide structures and the lipid layers of stratum corneum. (C) 2011 Elsevier Ltd. All rights reserved.