N,N-bis(2-azidoethyl)-2-chloropropionylamide | 1160823-69-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N,N-bis(2-azidoethyl)-2-chloropropionylamide
• 英文别名: N,N-di(2-azidoethyl)-2-chloropropionylamide；AECPA；N,N-bis(2-azidoethyl)-2-chloropropanamide
• CAS: 1160823-69-7
• 化学式: C₇H₁₂ClN₇O
• 分子量: 245.672
• InChiKey: GZECIPOZEHNBSP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  49
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-氯丙酰氯 、 bis(2-azidoethyl)amine hydrochloride 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 25.0h， 以72.2%的产率得到N,N-bis(2-azidoethyl)-2-chloropropionylamide
  参考文献：
  名称：

  由宏观交联剂形成的双重热敏和pH敏感网络接枝水凝胶作为药物输送系统

  摘要：

  通过原子转移自由基聚合的组合成功地合成了由聚甲基丙烯酸N，N-二甲基氨基乙基酯（PDMAEMA）网络和聚N-异丙基丙烯酰胺（PNIPAM）接枝链制成的对温度和pH敏感的双重网络接枝水凝胶。ATRP），可逆加成-断裂链转移（RAFT）聚合和单击化学。具有一个链端[PNIPAM-（N两个叠氮基PNIPAM 3）2用的叠氮化物封端的ATRP引发剂制备] Ñ，ñ -二（β叠氮基乙基）-2- chloropropionylamide。炔未决聚（N，N-二甲基氨基乙基甲基丙烯酸酯共-propargyl丙烯酸酯）[P（DMAEMA-共-ProA）]是通过使用三苄基碳酸二苄酯作为链转移剂的RAFT共聚获得的。随后的点击反应导致网络接枝的水凝胶的形成。从形态学和溶胀/溶胀动力学方面研究了P（DMAEMA- co - ProA）的化学成分对水凝胶性能的影响。在不同温度和pH值下，双重刺激敏感水凝胶均显示出快速

  DOI：

  10.1002/pola.24645

文献信息

• Shell-Cross-Linked Micelles from PNIPAM-<i>b</i>-(PLL)₂ Y-Shaped Miktoarm Star Copolymer as Drug Carriers
  作者：Li-Ying Li、Wei-Dong He、Jian Li、Bo-Yu Zhang、Ting-Ting Pan、Xiao-Li Sun、Zong-Lei Ding

  DOI：10.1021/bm1004383

  日期：2010.7.12

  Well-defined AB(2) Y-shaped miktoarm star copolymers of PNIPAM-b-(PZLL)(2) and PNIPAM-b-(PLL)(2) were synthesized through the combination of atom transfer radical polymerization (ATRP), ring-opening polymerization (ROP), and click chemistry, where PNIPAM, PZLL, and PLL arc poly(N-isopropylacrylamide), poly(epsilon-benzyloxycarbonyl-L-lysine), and poly(L-lysine), respectively. Propargyl amine was employed as ROP initiator for the preparation of alkynyl-terminated PZLL. Diazide-terminated PNIPAM was obtained with an azide-containing ATRP initiator. The subsequent click reaction led to the formation of PNIPAM-b-(PZLL)(2). After the removal of the benzyloxycarbonyl group, water-soluble PNIPAM-b-(PLL)(2) was obtained. The core shell micelles of PNIPAM-b-(PLL)(2) were formed above lower critical solution temperature of PNIPAM block. At this temperature, the shell cross-linking was performed through the reaction between glutaraldehyde and the primary amine groups of the PLL shell, affording the micelles with the endurance to temperature and pH changes. These shell-cross-linked micelles were used as drug nanocarriers and the release profile was dually controlled by the solution temperature and the cross-linking degree.