(1R,2R)-Hexadecanoic acid [2-(4-benzyloxy-phenyl)-2-hydroxy-1-pyrrolidin-1-ylmethyl-ethyl]-amide | 320572-57-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (1R,2R)-Hexadecanoic acid [2-(4-benzyloxy-phenyl)-2-hydroxy-1-pyrrolidin-1-ylmethyl-ethyl]-amide
• 英文别名: N-[1-hydroxy-1-(4-phenylmethoxyphenyl)-3-pyrrolidin-1-ylpropan-2-yl]hexadecanamide
• CAS: 320572-57-4
• 化学式: C₃₆H₅₆N₂O₃
• 分子量: 564.852
• InChiKey: DPBAQGHSDHRROP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.8
• 重原子数：
  41
• 可旋转键数：
  22
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  61.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  棕榈酸 N-羟基琥珀酰亚胺酯 在 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 (1R,2R)-Hexadecanoic acid [2-(4-benzyloxy-phenyl)-2-hydroxy-1-pyrrolidin-1-ylmethyl-ethyl]-amide
  参考文献：
  名称：

  Synthesis of UDP-glucose: N-acylsphingosine glucosyltransferase inhibitors

  摘要：

  披露了一种新型对映合成UDP葡萄糖：N-酰基鞘氨醇葡糖转移酶抑制剂的方法。同时还披露了在合成过程中形成的新型中间体。

  公开号：

  US20030050299A1

文献信息

• Amino ceramide-like compounds and therapeutic methods of use
  申请人：The Regents of The University of Michigan

  公开号：US20030073680A1

  公开（公告）日：2003-04-17

  The present invention provides amino ceramide-like compounds which inhibit glucosyl ceramide (GlyCer) formation by inhibiting the enzyme GlyCer synthase, thereby lowering the level of glycosphingolipids. The compounds of the present invention have improved GlcCer synthase inhibition activity and are therefore useful in therapeutic methods for treating various conditions and diseases associated with altered glycosphingolipid levels.

  本发明提供了一种氨基酰胺类似化合物，通过抑制酶GlyCer合成酶来抑制葡糖基酰胺（GlyCer）的形成，从而降低糖脂质的水平。本发明的化合物具有改进的GlcCer合成酶抑制活性，因此在治疗与改变的糖脂质水平相关的各种疾病和病症的治疗方法中是有用的。
• [EN] AMINO CERAMIDE-LIKE COMPOUNDS AND THERAPEUTIC METHODS OF USE<br/>[FR] COMPOSES DE TYPE AMINO-CERAMIDE ET PROCEDES THERAPEUTIQUES D'UTILISATION
  申请人：UNIV MICHIGAN

  公开号：WO2001004108A1

  公开（公告）日：2001-01-18

  Novel amino ceramide-like compounds (1) are provided which inhibit glucosyl ceramide (GlcCer) formation by inhibiting the enzyme GlcCer synthase, thereby lowering the level of glycosphingolipids. The compounds of the present invention have improved GlcCer synthase inhibition activity and are therefore highly useful in therapeutic methods for treating various conditions and diseases associated with altered glycosphingolipid levels.

  提供了一种新型的氨基酸酰胺样化合物(1)，它们通过抑制酶GlcCer合成酶来抑制葡萄糖鞘脂(GlcCer)的形成，从而降低糖脂类物质的水平。本发明的化合物具有改良的GlcCer合成酶抑制活性，因此在治疗与改变糖脂类物质水平相关的各种疾病和病症的治疗方法中非常有用。
• Amino ceramide - like compounds and therapeutic methods of use
  申请人：——

  公开号：US20010041735A1

  公开（公告）日：2001-11-15

  Novel amino ceramide-like compounds are provided which inhibit glucosyl ceramide (GlcCer) formation by inhibiting the enzyme GlcCer synthase, thereby lowering the level of glycosphingolipids. The compounds of the present invention have improved GlcCer synthase inhibition activity and are therefore highly useful in therapeutic methods for treating various conditions and diseases associated with altered glycosphingolipid levels.

  本发明提供了一种新型氨基酸酰胺类化合物，可以通过抑制酶GlcCer合成酶来抑制葡萄糖鞘脂（GlcCer）的形成，从而降低糖脂类物质的水平。本发明的化合物具有改善的GlcCer合成酶抑制活性，因此在治疗与改变的糖脂类物质水平相关的各种疾病和症状的治疗方法中非常有用。
• Inhibitors of the glucosyl ceramide synthase enzyme useful for the treatment of cancers, sphingolipidosis and microbial infections
  申请人：The Regents of The University of Michigan

  公开号：EP1384719A1

  公开（公告）日：2004-01-28

  Novel amino ceramide-like compounds: are provided which inhibit glucosyl ceramide (GlcCer) formation by inhibiting the enzyme GlcCer synthase, thereby lowering the level of glycosphingolipids. The compounds of the present invention have improved GlcCer synthase inhibition activity and are therefore highly useful in therapeutic methods for treating various conditions and diseases associated with altered glycosphingolipid levels.

  提供了新型氨基神经酰胺类化合物： 本发明提供了通过抑制 GlcCer 合成酶来抑制葡萄糖基神经酰胺（GlcCer）形成，从而降低糖磷脂水平的新型氨基神经酰胺类化合物。本发明的化合物具有更好的 GlcCer 合酶抑制活性，因此在治疗与糖磷脂水平改变有关的各种病症和疾病的治疗方法中非常有用。
• AMINO CERAMIDE-LIKE COMPOUNDS AND THERAPEUTIC METHODS OF USE
  申请人：The Regents of the University of Michigan

  公开号：EP1196406A1

  公开（公告）日：2002-04-17