6,7-dichloro-3-(5-phenyl-3H-[1,2,4] dithiazol-3-yl)-chromen-4-one | 1214883-95-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 6,7-dichloro-3-(5-phenyl-3H-[1,2,4] dithiazol-3-yl)-chromen-4-one
• 英文别名: 6,7-dichloro-3-(5-phenyl-3H-1,2,4-dithiazol-3-yl)chromen-4-one
• CAS: 1214883-95-0
• 化学式: C₁₇H₉Cl₂NO₂S₂
• 分子量: 394.302
• InChiKey: YJBWOBXXTZDICA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  89.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  硫代苯甲酰胺 、 6,7-dichloro-4-oxo-4H-chromene-3-carbaldehyde 以 甲苯 为溶剂， 反应 6.0h， 以73%的产率得到6,7-dichloro-3-(5-phenyl-3H-[1,2,4] dithiazol-3-yl)-chromen-4-one
  参考文献：
  名称：

  Cytotoxic activity of 3-(5-phenyl-3 H -[1,2,4]dithiazol-3-yl)chromen-4-ones and 4-oxo-4 H -chromene-3-carbothioic acid N -phenylamides

  摘要：

  6/6,7-Substituted-3-formylchromones (8a-g) were reacted with 2 equivalents thiobenzamide (9) in refluxing toluene to furnish substituted -3-(5-phenyl-3H-[1,2,4]dithiazol-3-yl)chromen-4-ones (10a-g) in high yields. Similarly, when substituted-2-anilino-3-formylchromones (8a-d) were reacted with thiobenzamide (9, 2 equivalents) in refluxing xylene, 4-oxo-4H-chromene-3-carbothioic acid N-phenylamides (11a-d) were obtained in high yields. All the compounds (10a-g) and (11a-d) display significant cytotoxic activity against a number of human cancer cell lines. Among these compounds 10e (IC50 = 10 mu M), 10b (IC50 = 14.6 mu M) and 10a (IC50 = 10.5 mu M) showed maximum cytotoxic activity on neuroblastoma. Also, the compound 10c (IC50 = 10.5 mu M) showed maximum cytotoxic activity on ovarian cancer cell line. (C) 2009 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2009.11.001