3-(2,3-dimethoxyphenyl)propynenitrile | 859056-87-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-(2,3-dimethoxyphenyl)propynenitrile
• 英文别名: (2,3-dimethoxy-phenyl)-propiolonitrile；3-(2,3-Dimethoxyphenyl)prop-2-ynenitrile；3-(2,3-dimethoxyphenyl)prop-2-ynenitrile
• CAS: 859056-87-4
• 化学式: C₁₁H₉NO₂
• 分子量: 187.198
• InChiKey: RYMYFQNINVJZKZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  42.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(2,3-dimethoxyphenyl)propynenitrile 在 sodium azide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.5h， 以60%的产率得到4-(2,3-dimethoxyphenyl)-5-cyano-2H-1,2,3-triazole
  参考文献：
  名称：

  Synthesis and biological evaluation of 4-aryl-5-cyano-2H-1,2,3-triazoles as inhibitor of HER2 tyrosine kinase

  摘要：

  4-Aryl-5-cyano-2H-1,2,3-triazoles bearing a variety of substituting groups on 4-phenyl were synthesized. The chemicals, designed as HER2 tyrosine kinase inhibitors, were screened for bioactivity of inhibiting growth of breast cancer MDA-MB-453 cells. The lowest IC50 value of inhibiting HER2 tyrosine kinase phosphorylation in breast cancer cells is 6.6 mu M and the IC50 value of cell growth inhibition is correspondingly 30.9 mu M. The lipophilicity of substituting groups on triazoles is the main factor to influence their bioactivities. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.09.041
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 trimethyl-benzene 、 phosphorus pentoxide 作用下， 生成 3-(2,3-dimethoxyphenyl)propynenitrile
  参考文献：
  名称：

  Michael Addition Products from 2,3-Dimethoxyphenylpropiolic Acid Derivatives

  摘要：

  DOI：

  10.1021/ja01630a104

文献信息

• Synthesis and biological evaluation of 4-aryl-5-cyano-2H-1,2,3-triazoles as inhibitor of HER2 tyrosine kinase
  作者：Zhi-Yi Cheng、Wen-Jie Li、Feng He、Jun-Min Zhou、Xiao-Feng Zhu

  DOI：10.1016/j.bmc.2006.09.041

  日期：2007.2.1

  4-Aryl-5-cyano-2H-1,2,3-triazoles bearing a variety of substituting groups on 4-phenyl were synthesized. The chemicals, designed as HER2 tyrosine kinase inhibitors, were screened for bioactivity of inhibiting growth of breast cancer MDA-MB-453 cells. The lowest IC50 value of inhibiting HER2 tyrosine kinase phosphorylation in breast cancer cells is 6.6 mu M and the IC50 value of cell growth inhibition is correspondingly 30.9 mu M. The lipophilicity of substituting groups on triazoles is the main factor to influence their bioactivities. (c) 2006 Elsevier Ltd. All rights reserved.
• Michael Addition Products from 2,3-Dimethoxyphenylpropiolic Acid Derivatives
  作者：Gordon N. Walker

  DOI：10.1021/ja01630a104

  日期：1954.1