2-(6-chloro-5-fluoro-2-oxoindolin-3-ylidene)-N-p-tolylhydrazine | 1323295-80-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-(6-chloro-5-fluoro-2-oxoindolin-3-ylidene)-N-p-tolylhydrazine
• 英文别名: 1-[(6-chloro-5-fluoro-2-oxoindol-3-yl)amino]-3-(4-methylphenyl)thiourea
• CAS: 1323295-80-2
• 化学式: C₁₆H₁₂ClFN₄OS
• 分子量: 362.815
• InChiKey: AFMNZHQKLCTDJH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.43
• 重原子数：
  24.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  65.52
• 氢给体数：
  3.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  3-氯-4-氟苯胺 在 硫酸 、 溶剂黄146 、 sodium sulfate 作用下， 以 乙醇 为溶剂， 反应 4.0h， 生成 2-(6-chloro-5-fluoro-2-oxoindolin-3-ylidene)-N-p-tolylhydrazine
  参考文献：
  名称：

  Synthesis and cytostatic evaluation of some 2-(5-substituted-2-oxoindolin-3-ylidene)-N-substituted hydrazine carbothioamide

  摘要：

  Various substituted 2-(5-substituted-2-oxoindolin-3-ylidene)-N-substituted hydrazine carbothioamide 4a-g and 2-(5-substituted-1-(4-substituted benzyl)-2-oxoindolin-3-ylidene)-N-substituted hydrazine carbothioamide 5a-k were synthesized. The compounds were evaluated for their cytostatic activity against human Molt4/C8 and CEM T-lymphocytes as well as murine L1210 leukemia cells. Several of these compounds were endowed with low micromolar 50%-inhibitory concentration (IC50) values, and some were virtually equally potent as melphalan. The most potent inhibitors against the murine leukemia cells were also most inhibitory against human T-lymphocyte tumor cells. 2-(5-fluoro-1-(4-fluorobenzyl)-2-oxoindolin-3-ylidene)-N-p-tolylhydrazine carbothioamide (5b) emerged as the most potent cytostatic compound among the tested compounds. The encouraging cytostatic data provide an adequate rationale for further modification of these molecular scaffolds.

  DOI：

  10.1007/s00044-010-9458-3