bis(2-azidoethyl)(methyl)amine | 98137-85-0

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: bis(2-azidoethyl)(methyl)amine
• 英文别名: bis-(2-azido-ethyl)-methyl-amine；Bis-(2-azido-aethyl)-methyl-amin；Ethanamine, 2-azido-N-(2-azidoethyl)-N-methyl-；2-azido-N-(2-azidoethyl)-N-methylethanamine
• CAS: 98137-85-0
• 化学式: C₅H₁₁N₇
• 分子量: 169.189
• InChiKey: VNSWMZXUPGPLSQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  12
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  32
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  bis(2-azidoethyl)(methyl)amine 、 碘甲烷 在 乙醇 作用下， 生成 bis(2-azidoethyl)dimethylammonium iodide
  参考文献：
  名称：

  The Preparation of Some Organic Diazides

  摘要：

  DOI：

  10.1021/ja01570a050
• 作为产物：
  描述：

  氮芥 在 sodium azide 作用下， 以 丙酮 为溶剂， 反应 48.0h， 生成 bis(2-azidoethyl)(methyl)amine
  参考文献：
  名称：

  Linear Cationic Click Polymer for Gene Delivery: Synthesis, Biocompatibility, and In Vitro Transfection

  摘要：

  Sixteen novel cationic click polymers (CPs) were parallelly synthesized via the conjugation of our alkyne-functionalized monomers to four azide-functionalized monomers by "click chemistry". The biocompatibility of CPs was evaluated by in vitro cytotoxicity (MTT assay, Hoechst/PI apoptosis/necrosis assay, and cell cycle analysis) and blood compatibility tests (hemolysis and erythrocyte aggregation). The experimental results showed that the kind of amine groups, charge density, and number of methylene or ethylene glycol groups brought about the effect on toxicity of CPs. Among all polymers, two polymers (B-1 and B-2) showed good biocompatibility. inducing neither apoptosis nor necrosis at the test concentration and low hemolysis ratio and erythrocyte aggregation. In particular, B-1 and B-2 exhibited the comparable transfection efficiency compared with PEI (25 kDa) but much lower cytotoxicity. These results suggested that the novel cationic CPs could be promising carriers for gene delivery.

  DOI：

  10.1021/bm100906m

文献信息

• Golding, Bernard T.; Kebbell, Michael J.; Lockhart, Ian M., Journal of the Chemical Society. Perkin transactions II, 1987, p. 705 - 714
  作者：Golding, Bernard T.、Kebbell, Michael J.、Lockhart, Ian M.

  DOI：——

  日期：——
• Linear Cationic Click Polymer for Gene Delivery: Synthesis, Biocompatibility, and In Vitro Transfection
  作者：Yu Gao、Lingli Chen、Zhiwen Zhang、Wangwen Gu、Yaping Li

  DOI：10.1021/bm100906m

  日期：2010.11.8

  Sixteen novel cationic click polymers (CPs) were parallelly synthesized via the conjugation of our alkyne-functionalized monomers to four azide-functionalized monomers by "click chemistry". The biocompatibility of CPs was evaluated by in vitro cytotoxicity (MTT assay, Hoechst/PI apoptosis/necrosis assay, and cell cycle analysis) and blood compatibility tests (hemolysis and erythrocyte aggregation). The experimental results showed that the kind of amine groups, charge density, and number of methylene or ethylene glycol groups brought about the effect on toxicity of CPs. Among all polymers, two polymers (B-1 and B-2) showed good biocompatibility. inducing neither apoptosis nor necrosis at the test concentration and low hemolysis ratio and erythrocyte aggregation. In particular, B-1 and B-2 exhibited the comparable transfection efficiency compared with PEI (25 kDa) but much lower cytotoxicity. These results suggested that the novel cationic CPs could be promising carriers for gene delivery.
• The Preparation of Some Organic Diazides
  作者：Armiger H. Sommers、James D. Barnes

  DOI：10.1021/ja01570a050

  日期：1957.7