4-acetylpyridine <(2,4,6-trimethylphenyl)sulfonyl>hydrazone | 93061-85-9

• 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: 4-acetylpyridine <(2,4,6-trimethylphenyl)sulfonyl>hydrazone
• 英文别名: 4-acetylpyridine [(2,4,6-trimethylphenyl)sulfonyl]hydrazone；2,4,6-trimethyl-N-(1-pyridin-4-ylethylideneamino)benzenesulfonamide
• CAS: 93061-85-9
• 化学式: C₁₆H₁₉N₃O₂S
• 分子量: 317.412
• InChiKey: HWDFSDKXGHRLJZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  79.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-乙酰吡啶 、 2,4,6-三甲基苯磺酰肼 以 甲醇 为溶剂， 以76%的产率得到4-acetylpyridine <(2,4,6-trimethylphenyl)sulfonyl>hydrazone
  参考文献：
  名称：

  Relationship between structure and antineoplastic activity of (arylsulfonyl)hydrazones of 4-pyridinecarboxaldehyde

  摘要：

  The effects of various structural modifications on the antineoplastic activity of (arylsulfonyl)hydrazones of 4-pyridinecarboxaldehyde were examined in mice bearing either Sarcoma 180 or P388 leukemia. The introduction of different functional groups into the phenyl ring of the benzenesulfonyl moiety did not alter tumor inhibitory activity appreciably, and the pyridine ring could be replaced by 4-nitrobenzene without loss of antineoplastic activity. However, the aldehyde proton and the hydrazone proton alpha to the sulfonyl group were essential, and their substitution resulted in inactive anticancer agents.

  DOI：

  10.1021/jm00379a027

文献信息

• Relationship between structure and antineoplastic activity of (arylsulfonyl)hydrazones of 4-pyridinecarboxaldehyde
  作者：Krishnamurthy Shyam、Lucille A. Cosby、Alan C. Sartorelli

  DOI：10.1021/jm00379a027

  日期：1985.1

  The effects of various structural modifications on the antineoplastic activity of (arylsulfonyl)hydrazones of 4-pyridinecarboxaldehyde were examined in mice bearing either Sarcoma 180 or P388 leukemia. The introduction of different functional groups into the phenyl ring of the benzenesulfonyl moiety did not alter tumor inhibitory activity appreciably, and the pyridine ring could be replaced by 4-nitrobenzene without loss of antineoplastic activity. However, the aldehyde proton and the hydrazone proton alpha to the sulfonyl group were essential, and their substitution resulted in inactive anticancer agents.