3-azidopropyl 2-bromophenylacetate | 1055896-81-5

• 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: 3-azidopropyl 2-bromophenylacetate
• CAS: 1055896-81-5
• 化学式: C₁₁H₁₂BrN₃O₂
• 分子量: 298.139
• InChiKey: ZOKRHOUBVXZNKA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.37
• 重原子数：
  17.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  75.06
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  二硫化碳 、 3-azidopropyl 2-bromophenylacetate 、 sodium thiomethoxide 以 乙醚 、 水 为溶剂， 反应 24.0h， 生成 S-azidopropanoxycarbonylphenylmethyl trithiocarbonate
  参考文献：
  名称：

  Glutathione and endosomal pH-responsive hybrid vesicles fabricated by zwitterionic polymer block poly( l -aspartic acid) as a smart anticancer delivery platform

  摘要：

  Zwitterionic hybrid block copolymer based nanocarriers are ideal candidates for drug delivery applications due the higher resistance to nonspecific protein adsorption in complex media compared to nonionic polymers. Especially, zwitterionic poly(2-methacryloyloxyethyl phosphorylcholine) p(MPC) based nanocarriers can maintain its stability during circulation in complex media, such as serum. Thus, a series of bioreducible and pH-responsive zwitterionic/amphiphilic block copolymers, poly(2-methacryloyloxyethyl phosphorylcholine)50-block-poly(l-aspartic acid)n (p(MPC)(50)bp(AA)(n)) (n = 10, 25, 50, 75), bearing a degradable dis(u)lfide linker have been synthesized and exploited as dual-stimuli-responsive drug delivery vehicle of the chemotherapeutic drug, doxorubicin (Dox). Dox was successfully loaded into uniform vesicles (similar to 100 nm) fabricated from p(MPC)(50)bp(AA)(n) and the release performance was investigated under different pH conditions and with a range of concentrations of the reducing agent, 1,4-dithiothreitol (DTT). At physiological conditions, increasing concentrations of DTT resulted in faster Dox release from vesicles. Dox release at elevated DTT concentrations was more effective at pH 5.5 than at pH 7.5. Blank vesicles were non-toxic over a wide concentration range when tested in normal cell lines (0.01100 mu g/mL). Vesicles efficiently encapsulated Dox and the dual stimuli-responsive disassembly results demonstrated controlled and sustained release of Dox tin 4T1 cancer cells to confer dose-dependent cytotoxicity. Thus, the bioreducible and pH sensitive vesicles appear to be a promising theranostic platform for drug delivery applications.

  DOI：

  10.1016/j.reactfunctpolym.2017.07.010
• 作为产物：
  描述：

  alpha-溴苯乙酸 、 3-叠氮基丙醇 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 生成 3-azidopropyl 2-bromophenylacetate
  参考文献：
  名称：

  双反应表面活性剂用于合成微乳液中的功能性纳米胶囊

  摘要：

  双功能两亲嵌段共聚物，α-叠氮基-ω-2-氯异丁酸酯-聚（低聚（环氧乙烷）单甲醚甲基丙烯酸酯）-b-聚（甲基丙烯酸正丁酯），通过原子转移自由基聚合制备-反应性表面活性剂（即用于单乙烯基单体和二乙烯基交联剂的细乳液共聚的大分子引发剂以及具有潜在官能团的表面活性剂）。由于用作表面活性剂/引发剂的嵌段共聚物的两亲性质，聚合在油水界面引发，聚合物链在催化剂活化后以受控方式缓慢向内生长。获得了具有交联壳和潜在叠氮基官能团的聚合物纳米胶囊。将各种可降解的交联剂引入系统导致形成在特定条件下裂解的纳米胶囊。双反应性表面活性剂中保留的潜在α-末端叠氮基团用于连接荧光丹磺酰探针和/或原子转移自由基聚合引发剂，以生长线性聚合物链，形成与纳米胶囊共价连接的附加壳。

  DOI：

  10.1021/ja100685s