5-chloro-5'-trifluoromethoxy-3H-spiro[1,3-benzothiazole-2,3'-indol]-2'(1'H)-one | 1620496-32-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: 5-chloro-5'-trifluoromethoxy-3H-spiro[1,3-benzothiazole-2,3'-indol]-2'(1'H)-one
• CAS: 1620496-32-3
• 化学式: C₁₅H₈ClF₃N₂O₂S
• 分子量: 372.755
• InChiKey: LSSJPWTUENWSMO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.56
• 重原子数：
  24.0
• 可旋转键数：
  1.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  50.36
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  5-三氟甲氧基吲哚-2,3-二酮 、 2-氨基-4-氯苯硫醇 以 乙醇 为溶剂， 以54%的产率得到5-chloro-5'-trifluoromethoxy-3H-spiro[1,3-benzothiazole-2,3'-indol]-2'(1'H)-one
  参考文献：
  名称：

  New spiroindolinones bearing 5-chlorobenzothiazole moiety

  摘要：

  In this study, 5-chloro-3H-spiro-[1,3-benzothiazole-2,3'-indole]-2'(1'H)-one derivatives 3a-l were synthesized by the reaction of 1H-indole-2,3-diones 1a-l with 2-amino-4-chlorothiophenol 2 in ethanol. 3a-l were tested for their abilities to inhibit lipid peroxidation (LP), scavenge DPPH center dot and ABTS(center dot+) radicals, and to reduce Fe3+ to Fe2+. Most of the tested compounds exhibited potent scavenging activities against ABTS(center dot+) radical, reducing powers and strong inhibitory capacity on LP. 3a, 3d, 3e, 3h, 3j and 3k chosen as prototypes were evaluated in the National Cancer Institute's in vitro primary anticancer assay. The greatest growth inhibitions were observed against a non-small cell lung cancer cell line HOP-92 for R-1-fluoro substituted 3d and a renal cancer cell line RXF-393 for R-chloro substituted 3e in the primary screen.

  DOI：

  10.3109/14756366.2013.800058