(S,E)-N-(2,2,6,6-tetramethyl-1-oxopiperidin-4-yl)-5-(diphenylphosphorylylamino)-7-methyloct-3-enamide | 1205537-13-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (S,E)-N-(2,2,6,6-tetramethyl-1-oxopiperidin-4-yl)-5-(diphenylphosphorylylamino)-7-methyloct-3-enamide
• CAS: 1205537-13-8
• 化学式: C₃₀H₄₃N₃O₃P
• 分子量: 524.663
• InChiKey: HPSIKRFUQSVHJS-XIQMRYHBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  37
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  62.4
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (S,E)-N-(2,2,6,6-tetramethyl-1-oxopiperidin-4-yl)-5-(diphenylphosphorylylamino)-7-methyloct-3-enamide 在 维生素 C 作用下， 以 甲醇 为溶剂， 反应 0.17h， 以86%的产率得到(E,5S)-5-(diphenylphosphorylamino)-N-(1-hydroxy-2,2,6,6-tetramethylpiperidin-4-yl)-7-methyloct-3-enamide
  参考文献：
  名称：

  Large-Scale Asymmetric Synthesis of the Bioprotective Agent JP4-039 and Analogs

  摘要：

  JP4-039 is a novel nitroxide conjugate capable of crossing lipid bilayer membranes and scavenging reactive oxygen species (ROS). An efficient and scalable one-pot hydrozirconation-transmetalation-imine addition methodology has been developed for its asymmetric preparation. Furthermore, this versatile methodology allows for the synthesis of cyclopropyl and fluorinated analogs of the parent lead structure.

  DOI：

  10.1021/ol200567p
• 作为产物：
  描述：

  (S,E)-N-(8-hydroxy-2-methyloct-5-en-4-yl)-P,P-diphenylphosphinic amide 在 4-二甲氨基吡啶 、 Jones reagent 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 反应 14.0h， 生成 (S,E)-N-(2,2,6,6-tetramethyl-1-oxopiperidin-4-yl)-5-(diphenylphosphorylylamino)-7-methyloct-3-enamide
  参考文献：
  名称：

  Large-Scale Asymmetric Synthesis of the Bioprotective Agent JP4-039 and Analogs

  摘要：

  JP4-039 is a novel nitroxide conjugate capable of crossing lipid bilayer membranes and scavenging reactive oxygen species (ROS). An efficient and scalable one-pot hydrozirconation-transmetalation-imine addition methodology has been developed for its asymmetric preparation. Furthermore, this versatile methodology allows for the synthesis of cyclopropyl and fluorinated analogs of the parent lead structure.

  DOI：

  10.1021/ol200567p

文献信息

• TARGETED NITROXIDE AGENTS
  申请人：Wipf Peter

  公开号：US20100035869A1

  公开（公告）日：2010-02-11

  Provided herein are compositions and related methods useful for free radical scavenging, with particular selectivity for mitochondria. The compounds comprise a nitroxide-containing group attached to a mitochondria-targeting group. The compounds can be cross-linked into dimers without loss of activity. Also provided herein are methods, for preventing, mitigating and treating damage caused by radiation. The method comprises delivering a compound, as described herein, to a patient in an amount and dosage regimen effective to prevent, mitigate or treat damage caused by radiation.

  本文提供了一种对自由基清除有用的组合物和相关方法，具有特定选择性作用于线粒体。这些化合物包括一个连接到线粒体靶向基团的亚硝基含有基团。这些化合物可以交联成二聚体而不丧失活性。本文还提供了一种用于预防、缓解和治疗辐射引起的损伤的方法。该方法包括向患者输送一种如本文所述的化合物，以有效地预防、缓解或治疗辐射引起的损伤。
• INTRAESOPHAGEAL ADMINISTRATION OF TARGETED NITROXIDE AGENTS FOR PROTECTION AGAINST IONIZING IRRADIATION-INDUCED ESOPHAGITIS
  申请人：University of Pittsburgh - Of the Commonwealth System of Higher Education

  公开号：US20190210969A1

  公开（公告）日：2019-07-11

  Provided herein are compositions and related methods useful for prevention or mitigation of ionizing radiation-induced esophagitis. The compositions comprise compounds comprising a nitroxide-containing group attached to a mitochondria-targeting group. The compounds can be cross-linked into dimers without loss of activity. The method comprises delivering a compound, as described herein, to a patient in an amount and dosage regimen effective to prevent or mitigate esophageal damage caused by radiation.

  本文提供了一种用于预防或缓解电离辐射诱导的食管炎的组合物和相关方法。这些组合物包括含有与线粒体靶向基团相连的亚硝基含有基团的化合物。这些化合物可以交联成二聚体而不丧失活性。该方法包括向患者输送本文所述的化合物，以有效预防或缓解由辐射引起的食道损伤。
• [EN] TARGETED NITROXIDE AGENTS<br/>[FR] AGENTS NITROXYDE CIBLÉS
  申请人：UNIV PITTSBURGH

  公开号：WO2012112851A3

  公开（公告）日：2012-11-15