1-ethenyl-4-propyl-1H-1,2,3-triazole | 1226914-94-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-ethenyl-4-propyl-1H-1,2,3-triazole
• 英文别名: 4-propyl-1-vinyl-1H-1,2,3-triazole；1-Ethenyl-4-propyltriazole；1-ethenyl-4-propyltriazole
• CAS: 1226914-94-8
• 化学式: C₇H₁₁N₃
• 分子量: 137.184
• InChiKey: VOELOOHPFZPTTI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  30.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  C-[(tert-butyldiphenylsilyl)oxy]-N-methylnitrone 、 1-ethenyl-4-propyl-1H-1,2,3-triazole 以 氯仿 为溶剂， 反应 2.0h， 以13.043%的产率得到
  参考文献：
  名称：

  Synthesis and biological evaluation of 3-hydroxymethyl-5-(1H-1,2,3-triazol) isoxazolidines

  摘要：

  A synthetic approach towards a series of 3-hydroxymethyl-5-(1H-1,2,3-triazol) isoxazolidines has been reported, according to a procedure based on the cycloaddition reaction, under microwave irradiation, of a nitrone with 1-vinyl triazoles, prepared by a click reaction of azides with alkynes. Biological tests show that the synthesized compounds are able to inhibit proliferation of follicular and anaplastic human thyroid cancer cell lines, with IC50 values ranging from 3.87 to 8.76 mu M. The obtained compounds induce caspase-3 activation and DNA fragmentation prevalently in follicular human thyroid cancer cell lines. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.10.001
• 作为产物：
  描述：

  2-(4-propyl-1H-1,2,3-triazol-1-yl)ethyl methanesulfonate 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 sodium iodide 作用下， 以 乙二醇二甲醚 为溶剂， 反应 1.0h， 以65%的产率得到1-ethenyl-4-propyl-1H-1,2,3-triazole
  参考文献：
  名称：

  N-乙烯基三唑：通过点击化学的新功能性单体家族

  摘要：

  DOI：

  10.1021/ma100011x

文献信息

• Click Chemistry on Polymer Support: Synthesis of 1-Vinyl- and 1-Allyl-1,2,3-triazoles via Selenium Linker
  作者：Qiu-Ying Wang、Wu-Sheng Sheng、Shou-Ri Sheng、Yan Li、Ming-Zhong Cai

  DOI：10.1080/00397911.2013.789112

  日期：2014.1.2

  Abstract Polystyrene-supported 2-azidoethyl phenyl selenide and 3-azidopropyl phenyl selenide reagents have been developed and applied to the traceless solid-phase organic synthesis of 1-vinyl- and 1-allyl-1,2,3-triazoles by CuI-mediated azide–alkyne cycloadditions and subsequent cleavage from the polymer support through oxidation–elimination reaction with 30% hydrogen peroxide. The advantages of this

  摘要 开发了聚苯乙烯负载的 2-叠氮乙基苯基硒化物和 3-叠氮丙基苯基硒化物试剂，并应用于 CuI 介导的 1-乙烯基-和 1-烯丙基-1,2,3-三唑的无痕固相有机合成。叠氮化物-炔烃环加成和随后通过与 30% 过氧化氢的氧化消除反应从聚合物载体上裂解。该方法的优点是操作简单，产品收率和纯度好，试剂稳定性好，无异味。图形概要
• <i>N</i>-Vinyltriazoles: A New Functional Monomer Family through Click Chemistry
  作者：Hunaid Nulwala、Daniel J. Burke、Anzar Khan、Abigail Serrano、Craig J. Hawker

  DOI：10.1021/ma100011x

  日期：2010.6.22
• Synthesis and biological evaluation of 3-hydroxymethyl-5-(1H-1,2,3-triazol) isoxazolidines
  作者：Roberto Romeo、Salvatore V. Giofrè、Caterina Carnovale、Agata Campisi、Rosalba Parenti、Lorenzo Bandini、Maria A. Chiacchio

  DOI：10.1016/j.bmc.2013.10.001

  日期：2013.12

  A synthetic approach towards a series of 3-hydroxymethyl-5-(1H-1,2,3-triazol) isoxazolidines has been reported, according to a procedure based on the cycloaddition reaction, under microwave irradiation, of a nitrone with 1-vinyl triazoles, prepared by a click reaction of azides with alkynes. Biological tests show that the synthesized compounds are able to inhibit proliferation of follicular and anaplastic human thyroid cancer cell lines, with IC50 values ranging from 3.87 to 8.76 mu M. The obtained compounds induce caspase-3 activation and DNA fragmentation prevalently in follicular human thyroid cancer cell lines. (C) 2013 Elsevier Ltd. All rights reserved.