2-azido-1-azidomethyl ethylamine | 921607-52-5

• 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: 2-azido-1-azidomethyl ethylamine
• 英文别名: 2-amino-1,3-diazidopropane；1,3-diazidopropan-2-amine
• CAS: 921607-52-5
• 化学式: C₃H₇N₇
• 分子量: 141.135
• InChiKey: FWYRQCVUCZTXHE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  54.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-azido-1-azidomethyl ethylamine 、 di-tert-butyl 2,2-(prop-2-yn-1-ylazanediyl)diacetate 在 copper diacetate 、 sodium ascorbate 作用下， 以 水 、 叔丁醇 为溶剂， 以60%的产率得到Tert-butyl 2-[[1-[2-amino-3-[4-[[bis[2-[(2-methylpropan-2-yl)oxy]-2-oxoethyl]amino]methyl]triazol-1-yl]propyl]triazol-4-yl]methyl-[2-[(2-methylpropan-2-yl)oxy]-2-oxoethyl]amino]acetate
  参考文献：
  名称：

  Efficient and tunable synthesis of new polydentate bifunctional chelating agents using click chemistry

  摘要：

  Two novel bifunctional chelating agents, which are bistriazole-based polyaminocarboxylic acids, have been designed and synthesised in high yields. An elegant synthetic approach using the Cu-catalysed azide-alkyne cycloaddition has been developed. This convenient route could be employed for the synthesis of a variety of polydentate bifunctional chelators. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.01.086
• 作为产物：
  描述：

  tert-butyl (1,3-diazidopropan-2-yl)carbamate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 以89%的产率得到2-azido-1-azidomethyl ethylamine
  参考文献：
  名称：

  Efficient and tunable synthesis of new polydentate bifunctional chelating agents using click chemistry

  摘要：

  Two novel bifunctional chelating agents, which are bistriazole-based polyaminocarboxylic acids, have been designed and synthesised in high yields. An elegant synthetic approach using the Cu-catalysed azide-alkyne cycloaddition has been developed. This convenient route could be employed for the synthesis of a variety of polydentate bifunctional chelators. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.01.086

文献信息

• Serine- and threonine-derived diamine equivalents for site-specific incorporation of platinum centers in peptides, and the anticancer potential of these conjugates
  作者：Sateeshkumar Kumbhakonam、Kasipandi Vellaisamy、Soumya Saroj、Nalini Venkatesan、Karunagaran D.、Muraleedharan Kannoth Manheri

  DOI：10.1039/c7nj03999a

  日期：——

  A modular strategy that gives access to a library of peptide–Pt conjugates and their anticancer potential is presented.

  提供一种模块化策略，可以访问肽-Pt共轭物及其抗癌潜力的库。
• Reactive Pt(II) center as part of redox-active quinoline-based heterocyclic scaffolds toward new anticancer leads
  作者：Sateeshkumar Kumbhakonam、Soumya Saroj、Nalini Venkatesan、Karunagaran Devarajan、Muraleedharan K. Manheri

  DOI：10.1016/j.bmcl.2020.127594

  日期：2020.11

  New cisplatin analogs in which the diamminedichloro-Pt(II) unit is conjugated to dihydroquinoline- or tetrahydroquinoline frameworks were synthesized and subjected to biological evaluation in order to understand their effects on cellular redox homeostasis and cell viability. They exhibited better selectivity towards cancer cells (A549) compared to mice fibroblast NIH3T3 cells, with cytotoxicity in

  合成了新的顺铂类似物，其中将二氨二氯-Pt（II）单元与二氢喹啉或四氢喹啉骨架结合，并进行了生物学评估，以了解它们对细胞氧化还原稳态和细胞活力的影响。与小鼠成纤维细胞NIH3T3细胞相比，它们对癌细胞（A549）表现出更好的选择性，其细胞毒性与顺铂相同。ROS水平存在结构依赖性变化，并且还能够诱导细胞死亡，这由亚G1期细胞的积累证明。
• Dual-Sensitive Charge-Conversional Polymeric Prodrug for Efficient Codelivery of Demethylcantharidin and Doxorubicin
  作者：Yanjuan Wu、Dongfang Zhou、Qingfei Zhang、Zhigang Xie、Xuesi Chen、Xiabin Jing、Yubin Huang

  DOI：10.1021/acs.biomac.6b00705

  日期：2016.8.8

  click polymerization. The obtained multifunctional polymeric prodrug P(DMC), mPEG-b-poly(disulfide-alt-demethylcantharidin)-b-mPEG was further utilized for DOX encapsulation. Under tumor tissue/cell microenvironments (pH 6.5 and 10 mM GSH), the DOX-loaded polymeric prodrug nanoparticles (P(DMC)@DOX NPs) performed surface negative-to-positive charge conversion and accelerated/sufficient release of DMC

  肿瘤是复杂的系统，并且肿瘤细胞通常在许多方面是异质的。对单一类型生物信号敏感的聚合物药物递送纳米载体可能无法在所有肿瘤细胞中有效释放货物，从而导致较低的治疗功效。为了解决这些挑战，在这里，我们展示了一种pH /还原双敏感电荷转换聚合物前药策略，可以有效地进行代码传递。还原敏感的二硫键和酸不稳定的抗癌药物（去甲基邻th啶，DMC）共轭的β-羧基酰胺基通过容易发生的CuAAC点击聚合反应同时重复地并规则地引入共聚物链中。获得的多功能聚合物前药P（DMC），mPEG- b-聚（二硫键-alt-脱甲基邻苯二酚）-b-mPEG被进一步用于DOX封装。在肿瘤组织/细胞微环境（pH 6.5和10 mM GSH）下，负载DOX的聚合物前药纳米颗粒（P（DMC）@DOX NPs）执行表面负电荷到正电荷的转换，并加速/充分释放DMC和DOX。证明了体外细胞内在化和细胞毒性显着增强，尤其是对耐DOX的SMMC-
• Abedin, Md Joynal; Liepold, Lars; Suci, Peter, Journal of the American Chemical Society, 2009, vol. 131, p. 4346 - 4354
  作者：Abedin, Md Joynal、Liepold, Lars、Suci, Peter、Young, Mark、Douglas, Trevor

  DOI：——

  日期：——