4-acryloyl-1-tert-butoxycarbonyl-homopiperazine | 1191933-42-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂卓
• 英文名称: 4-acryloyl-1-tert-butoxycarbonyl-homopiperazine
• 英文别名: 1-Boc-4-acryloylhomopiperazine；Tert-butyl 4-acryloyl-1,4-diazepane-1-carboxylate；tert-butyl 4-prop-2-enoyl-1,4-diazepane-1-carboxylate
• CAS: 1191933-42-2
• 化学式: C₁₃H₂₂N₂O₃
• 分子量: 254.329
• InChiKey: PDSHMWBVUYWHIC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  49.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  丙烯酰氯 、 1,4-二氮杂环庚烷-1-甲酸叔丁酯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以97%的产率得到4-acryloyl-1-tert-butoxycarbonyl-homopiperazine
  参考文献：
  名称：

  Micelles for Delivery of Nitric Oxide

  摘要：

  We designed block copolymer pro-amphiphiles and amphiphiles for providing very long-term release of nitric oxide (NO). A block copolymer of N-acryloylmorpholine (AM, as a hydrophile) and N-acryloyl-2,5-dimethylpiperazine (AZd, as a hydrophilic precursor) was synthesized. The poly(N-acryloyl-2,5-dimethylpiperazine) (PAZd) is water-soluble, but chemical reaction of the secondary amines with NO to form a N-diazeniumdiolate (NONOate) converts the hydrophilic PAZd into a hydrophobic poly(sodium-l(N-acryloyl-2,5-dimethylpiperazin-1-yl)diazen-1-ium-1,2-diolate) (PAZd center dot NONOate), driving aggregation. The PAM block guides this process toward micellization, rather than precipitation, yielding ca. 50 nm spherical micelles. The hydrophobic core of the micelle shielded the NONOate from the presence of water, and thus protons, which are required for NO liberation, delaying release to a remarkable 7 d half-life. Release of the NO returned the original soluble polymer. The very small NO-loaded micelles were able to penetrate complex tissue structures, such as the arterial media, opening up a number of tissue targets to NO-based therapy.

  DOI：

  10.1021/ja905123t

文献信息

• Micelles for delivery of nitric oxide
  申请人：Hubbell Jeffrey A.

  公开号：US20100003338A1

  公开（公告）日：2010-01-07

  Embodiments include a vehicle for delivery of nitric oxide comprising: a collection of micelles having an internal micelle core that comprises a polymer with N-diazeniumdiolate comprising NO complexed with secondary amines of the polymer. Embodiments include a method of making a nitric oxide vehicle comprising dissolving a polymer that comprises secondary amines in an aqueous solution and combining the polymer with nitric oxide in the solution to form a N-diazeniumdiolate comprising the nitric oxide complexed with the secondary amines, with the formation of the N-diazeniumdiolate causing the polymer to be at least partially insoluble in the solution and to form a collection of micelles that have an internal core that comprises N-diazeniumdiolate.

  实施例包括一种用于传递一氧化氮的车辆，包括：一个微胶束集合，其内部微胶束核心包含一种聚合物，其中N-二氮基二氧化氮与聚合物的次级胺络合。实施例包括一种制备一氧化氮载体的方法，包括将含有次级胺的聚合物溶解在水溶液中，并将聚合物与一氧化氮结合在溶液中，形成一种含有次级胺络合的N-二氮基二氧化氮，N-二氮基二氧化氮的形成使得聚合物至少部分不溶于溶液，并形成一个包含N-二氮基二氧化氮的内核的微胶束集合。
• US8852640B2
  申请人：——

  公开号：US8852640B2

  公开（公告）日：2014-10-07
• [EN] MICELLES FOR DELIVERY OF NITRIC OXIDE<br/>[FR] MICELLES POUR DÉLIVRER DE L'OXYDE NITRIQUE
  申请人：ECOLE POLYTECH

  公开号：WO2010002450A2

  公开（公告）日：2010-01-07

  Embodiments include a vehicle for delivery of nitric oxide comprising: a collection of micelles having an internal micelle core that comprises a polymer with N-diazeniumdiolate comprising NO complexed with secondary amines of the polymer. Embodiments include a method of making a nitric oxide vehicle comprising dissolving a polymer that comprises secondary amines in an aqueous solution and combining the polymer with nitric oxide in the solution to form a N-diazeniumdiolate comprising the nitric oxide complexed with the secondary amines, with the formation of the N-diazeniumdiolate causing the polymer to be at least partially insoluble in the solution and to form a collection of micelles that have an internal core that comprises N-diazeniumdiolate.