2-(4-Bromomethyl-phenyl)-6-p-tolyl-pyridine | 131407-91-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-(4-Bromomethyl-phenyl)-6-p-tolyl-pyridine
• 英文别名: 2-[4-(Bromomethyl)phenyl]-6-(4-methylphenyl)pyridine；2-[4-(bromomethyl)phenyl]-6-(4-methylphenyl)pyridine
• CAS: 131407-91-5
• 化学式: C₁₉H₁₆BrN
• 分子量: 338.247
• InChiKey: KOJUFXWMHPRJEC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-(4-Bromomethyl-phenyl)-6-p-tolyl-pyridine 、 N,N-二甲基乙二胺 以 四氢呋喃 为溶剂， 反应 10.0h， 以20%的产率得到2-<4'-<<<2'''-dimethyamino)ethyl>amino>methyl>phenyl>-6-(4''-methylphenyl)pyridine
  参考文献：
  名称：

  Quantitative structure-activity relationship analysis of cation-substituted polyaromatic compounds as potentiators (amplifiers) of bleomycin-mediated degradation of DNA

  摘要：

  A set of 21 polyheteroaromatic compounds substituted with flexible cationic groups and of similar molecular size has been analyzed for binding with DNA and for effects on the bleomycin-mediated degradation of the DNA double helix. Increases in apparent rates of the DNA digestion were observed in all cases under the experimental conditions of noncompetitive binding of these compounds and bleomycin to DNA. Surprisingly, the quantitative structure-activity relationship analysis revealed two distinct correlations despite close structural similarities for the set of bleomycin amplifiers. These unusual results are explained in terms of the formation of two stereochemically different ternary complexes of activated bleomycin-DNA-amplifier. The relevance of this finding for the design of new bleomycin amplifiers is discussed.

  DOI：

  10.1021/jm00106a017
• 作为产物：
  描述：

  2,6-双(对-甲基苯)吡啶 在 N-溴代丁二酰亚胺(NBS) 、 过氧化氢苯甲酰 作用下， 以 四氯化碳 为溶剂， 反应 16.0h， 生成 2-(4-Bromomethyl-phenyl)-6-p-tolyl-pyridine 、 2,6-bis<4-(bromomethyl)phenyl>pyridine
  参考文献：
  名称：

  Quantitative structure-activity relationship analysis of cation-substituted polyaromatic compounds as potentiators (amplifiers) of bleomycin-mediated degradation of DNA

  摘要：

  A set of 21 polyheteroaromatic compounds substituted with flexible cationic groups and of similar molecular size has been analyzed for binding with DNA and for effects on the bleomycin-mediated degradation of the DNA double helix. Increases in apparent rates of the DNA digestion were observed in all cases under the experimental conditions of noncompetitive binding of these compounds and bleomycin to DNA. Surprisingly, the quantitative structure-activity relationship analysis revealed two distinct correlations despite close structural similarities for the set of bleomycin amplifiers. These unusual results are explained in terms of the formation of two stereochemically different ternary complexes of activated bleomycin-DNA-amplifier. The relevance of this finding for the design of new bleomycin amplifiers is discussed.

  DOI：

  10.1021/jm00106a017

文献信息

• Mehta, Lina K.; Parrick, John; Sadiq, Samina, Journal of Chemical Research, Miniprint, 2000, # 11, p. 1221 - 1236
  作者：Mehta, Lina K.、Parrick, John、Sadiq, Samina

  DOI：——

  日期：——
• Quantitative structure-activity relationship analysis of cation-substituted polyaromatic compounds as potentiators (amplifiers) of bleomycin-mediated degradation of DNA
  作者：Lucjan Strekowski、W. David Wilson、Jerzy L. Mokrosz、Maria J. Mokrosz、Donald B. Harden、Farial A. Tanious、Roman L. Wydra、Sidney A. Crow

  DOI：10.1021/jm00106a017

  日期：1991.2

  A set of 21 polyheteroaromatic compounds substituted with flexible cationic groups and of similar molecular size has been analyzed for binding with DNA and for effects on the bleomycin-mediated degradation of the DNA double helix. Increases in apparent rates of the DNA digestion were observed in all cases under the experimental conditions of noncompetitive binding of these compounds and bleomycin to DNA. Surprisingly, the quantitative structure-activity relationship analysis revealed two distinct correlations despite close structural similarities for the set of bleomycin amplifiers. These unusual results are explained in terms of the formation of two stereochemically different ternary complexes of activated bleomycin-DNA-amplifier. The relevance of this finding for the design of new bleomycin amplifiers is discussed.