2-氯甲基-5-(3,4,5-三甲氧基苯基)-[1,3,4]噁二唑 | 50677-29-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 2-氯甲基-5-(3,4,5-三甲氧基苯基)-[1,3,4]噁二唑
• 英文名称: 2-chloromethyl-5-(3,4,5-trimethoxyphenyl)-1,3,4-oxadiazole
• 英文别名: 2-chloromethyl-5-(3,4,5-trimethoxy-phenyl)-[1,3,4]oxadiazole；2-(Chloromethyl)-5-(3,4,5-trimethoxyphenyl)-1,3,4-oxadiazole
• CAS: 50677-29-7
• 化学式: C₁₂H₁₃ClN₂O₄
• mdl: MFCD03988536
• 分子量: 284.699
• InChiKey: MCQVCVYAUIGFJQ-UHFFFAOYSA-N

物化性质

• 沸点：
  415.3±55.0 °C(Predicted)
• 密度：
  1.272±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  66.6
• 氢给体数：
  0
• 氢受体数：
  6

安全信息

• 海关编码：
  2934999090

反应信息

• 作为反应物：
  描述：

  2-氯甲基-5-(3,4,5-三甲氧基苯基)-[1,3,4]噁二唑 在 一水合肼 作用下， 以 异丙醇 为溶剂， 反应 3.0h， 以75%的产率得到2-hydrazinomethyl-5-(3,4,5-trimethoxyphenyl)-1,3,4-oxadiazole
  参考文献：
  名称：

  Nucleophilic Substitution of Chlorine with Hydrazine, Methylhydrazine, and 1,1-Dimethylhydrazine in 5-Aryl-2-chloromethyl-1,3,4-oxadiazoles

  摘要：

  对1,1-二甲基肼、甲基肼和水合肼与5-芳基-2-氯甲基-1,3,4-噁二唑的反应进行了研究。最终产品的结构和组成通过1H NMR光谱和元素分析得到了确认。

  DOI：

  10.1007/s11167-005-0319-7
• 作为产物：
  描述：

  3,4,5-三甲氧基苯甲酸乙酯 在 一水合肼 、 三氯氧磷 作用下， 以 乙醇 为溶剂， 反应 6.0h， 生成 2-氯甲基-5-(3,4,5-三甲氧基苯基)-[1,3,4]噁二唑
  参考文献：
  名称：

  Synthesis and antitumor activities of novel hybrid molecules containing 1,3,4-oxadiazole and 1,3,4-thiadiazole bearing Schiff base moiety

  摘要：

  A series of novel hybrid molecules containing 1,3,4-oxadiazole and 1,3,4-thiadiazole bearing Schiff base moiety were designed, synthesized and evaluated for their in vitro antitumor activities against SMMC-7721, MCF-7 and A549 human tumor cell lines by CCK-8 assay. The bioassay results demonstrated that most of the tested compounds showed potent antitumor activities, and some compounds exhibited stronger effects than positive control 5-fluorouracil (5-FU) against various cell lines. Among these compounds, compound 8d showed the best inhibitory effect against SMMC-7721 cells, with IC50 value of 2.84 mu M. Compounds 8k and 8n displayed highly effective antitumor activities against MCF-7 cells, with IC50 values of 4.56 and 4.25 mu M, respectively. Compounds 8a and 8n exhibited significant antiproliferative activity against A549 cells, with IC50 values of 4.11 and 4.13 mu M, respectively. The pharmacological results suggest that the substituents of phenyl ring on the 1,3,4-oxadiazole are vital for modulating antiproliferative activities against various tumor cell lines. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.09.086

文献信息

• Synthesis of 2-Chloromethyl-5-aryl-, 2-Chloromethyl-5-(5-methyl-2-furyl)-, and 2-Chloromethyl-5-(1,5-dimethyl-2-pyrrolyl)-1,3,4-oxadiazoles from Tetrazole Derivatives
  作者：A. B. Baranov、V. G. Tsypin、A. S. Malin、B. M. Laskin

  DOI：10.1007/s11167-005-0389-6

  日期：2005.5

  Acetylation of 5-aryltetrazoles, 5-(5-methyl-2-furyl)tetrazole, and 5-(1,5-dimethyl-2-pyrrolyl)tetrazole with chloroacetyl chloride was studied.

  研究了乙酰化5-芳基四唑、5-(5-甲基-2-呋喃基)四唑和5-(1,5-二甲基-2-吡咯基)四唑与氯乙酰氯的反应。
• Vakula,T.R.; Srinivasan,V.R., Indian Journal of Chemistry, 1973, vol. 11, p. 732 - 734
  作者：Vakula,T.R.、Srinivasan,V.R.

  DOI：——

  日期：——
• Design, synthesis fusidic acid derivatives alleviate acute lung injury via inhibiting MAPK/NF-κB/NLRP3 pathway
  作者：Zheng Liu、Xing Huang、Hong-Yan Guo、Lu-Wen Zhang、Yin-Sheng Quan、Fen-er Chen、Qing-Kun Shen、Zhe-Shan Quan

  DOI：10.1016/j.ejmech.2023.115697

  日期：2023.11