3-[2-[4-(Trifluoromethyl)anilino]-1,3-thiazol-4-yl]chromen-2-one

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 3-[2-[4-(Trifluoromethyl)anilino]-1,3-thiazol-4-yl]chromen-2-one
• 化学式: C₁₉H₁₁F₃N₂O₂S
• 分子量: 388.4
• InChiKey: XXUWNLWTHRSZKH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  27
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  79.5
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  4-三氟甲基苯硫脲 、 3-(溴乙酰基)香豆素 以 乙醇 为溶剂， 以89 %的产率得到3-[2-[4-(Trifluoromethyl)anilino]-1,3-thiazol-4-yl]chromen-2-one
  参考文献：
  名称：

  Determining Stable Structure and in Vitro Antiproliferative Properties of a Novel 3‐(2‐((4‐Trifluoromethyl)phenyl)amino)thiazol‐4‐yl)‐2H‐chromen‐2‐one Molecule

  摘要：

  Since coumarin and thiazole derivatives are known to have antioxidant properties, a novel derivative was synthesized in this article. 3‐(2‐((4‐(trifluoromethyl)phenyl)amino)thiazol‐4‐yl)‐2H‐chromen‐2‐one (ATC) was synthesized as a novel compound with high yield and characterized by Raman, FT‐IR, ¹³C‐NMR, and ¹H‐NMR spectroscopic procedures and DFT calculations. In this study, the potential in vitro antiproliferative properties of the ATC compound were evaluated on colorectal cancer (HT29) and melanoma (SK‐MEL‐30) cell lines. According to the results, the compound was found to be significantly active, approximately 2.6‐fold, against melanoma cells compared to healthy fibroblast (L929) cells. Unlike melanoma cells, the compound did not have any adverse effects on colorectal cancer cells. Due to these findings, the compound can be harnessed as a promising antiproliferative drug candidate for preclinical studies against melanoma.

  DOI：

  10.1002/cbdv.202301216