tert-Butyl (2-bromo-4-hydroxyphenyl)carbamate | 548771-40-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: tert-Butyl (2-bromo-4-hydroxyphenyl)carbamate
• 英文别名: tert-butyl N-(2-bromo-4-hydroxyphenyl)carbamate
• CAS: 548771-40-0
• 化学式: C₁₁H₁₄BrNO₃
• 分子量: 288.14
• InChiKey: UMURZINZIAHTBU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  58.6
• 氢给体数：
  2
• 氢受体数：
  3

文献信息

• Methods and compositions for controlled release of drugs
  申请人：Corcoran C. Robert

  公开号：US20050002895A1

  公开（公告）日：2005-01-06

  This invention provides a method and compositions for the controlled release of drugs that have been attached by means of a covalent bond to a polymer or other moiety that blocks activity of the drug until it has been released. A two-stage process is provided in which an unmasking reaction results in the formation of a chemical group that can then undergo a second reaction to release the drug. In a preferred embodiment, the narcotic analgesic fentanyl covalently attached to an inert polymer by way of its nitrogen through the formation of a quaternary vinylammonium salt, and then released by a sequence involving hydrolysis of an acetal that exposes an alcohol that may then undergo an intramolecular nucleophilic substitution reaction involving displacement of the nitrogen of oxycodone. The rate of this process may be controlled by controlling either or both of the rates of the acetal hydrolysis or the intramolecular substitution reaction, but is preferably controlled by the latter through varying the number of atoms in the chain connecting the alcohol group and the vinylic carbon, as well as by the addition of substituents on that chain. The drug-delivery molecules of this invention are useful for release of amine, alcohol and thiol drugs, including a number of narcotic analgesics, tricyclic amine antidepressants, and many others.

  本发明提供了一种控制药物释放的方法和组合物，这些药物通过共价键附着在聚合物或其他分子上，在药物释放之前阻止其活性。本发明提供了一个两阶段的过程，在该过程中，解蔽反应会形成一个化学基团，然后该化学基团会发生第二个反应以释放药物。在一个优选的实施方案中，麻醉性镇痛药芬太尼通过氮共价连接到惰性聚合物上，形成季乙烯基铵盐，然后通过乙缩醛的水解反应释放出来，乙缩醛会暴露出一种醇，这种醇可以发生分子内的亲核取代反应，涉及羟考酮氮的置换。这一过程的速率可以通过控制缩醛水解或分子内取代反应的速率中的一个或两个来控制，但最好由后者通过改变连接醇基和乙烯基碳的链中原子数以及在该链上添加取代基来控制。本发明的给药分子可用于释放胺类、醇类和硫醇类药物，包括一些麻醉镇痛药、三环胺类抗抑郁药和许多其他药物。
• METHODS AND COMPOSITIONS FOR CONTROLLED RELEASE OF DRUGS
  申请人：THE UNIVERSITY OF WYOMING

  公开号：EP1501352A1

  公开（公告）日：2005-02-02
• EP1501352A4
  申请人：——

  公开号：EP1501352A4

  公开（公告）日：2007-03-07
• Methods and Compositions for Controlled Release of Drugs
  申请人：Corcoran Robert C.

  公开号：US20120148521A1

  公开（公告）日：2012-06-14

  Methods and compositions for controlled release of amine, alcohol and thiol drugs, e.g., narcotic analgesics, and tricyclic amine antidepressants, are provided. The drug is releasably covalently bonded to a polymer or other activity-blocking moiety. Release is by an unmasking reaction resulting in the formation of a chemical group that undergoes a second reaction releasing the drug. For example, the narcotic analgesic fentanyl covalently attached to an inert polymer by way of its nitrogen through formation of a quaternary vinylammonium salt is released by hydrolysis of an acetal exposing an alcohol that undergoes an intramolecular nucleophilic substitution reaction involving displacement of the fentanyl nitrogen. Process rate is controlled by controlling the rate of the intramolecular substitution reaction through varying the number of atoms in the chain connecting the alcohol group and the vinylic carbon and/or by the addition of substituents on that chain, and/or by the acetal hydrolysis rate.
• US8105570B2
  申请人：——

  公开号：US8105570B2

  公开（公告）日：2012-01-31