No abstract

In the title compound, C16H12F2N4OS, the whole molecule is essentially planar (r.m.s deviation = 0.003 Å), with only the H atoms of the methyl group lying out of the molecular plane. A planar indole fused-ring system (r.m.s deviation = 0.004 Å) is linked through a hydrazine–carbothioamide bridge to a fluorobenzene ring, with the indole ring system and inclined to the fluorobenzene ring by 4.26 (14)°. The planarity of the molecule is strengthened by three intramolecular N—H...N, N—H...O and C—H...S hydrogen bonds that generateS(5),S(6) andS(6) ring motifs, respectively. In the crystal, π–π stacking interactions combine with C—H...·F hydrogen bonds to link the molecules into layers parallel to the (10-1) plane.

The title molecule, C 17 H 15 FN 4 OS 2 , obtained from 5-fluoro-1-methyl-1H-indol-2,3-dione, and 3-[4-(methylsulfanyl)phenyl]thiosemicarbazide, has an essentially planar conformation (r.m.s deviation for all non-H atoms = 0.116 Å ). Intramolecular N-HÁ Á ÁN and N-HÁ Á ÁO hydrogen bonds generate S(5) and S(6) ring motifs, respectively. In the crystal, C-HÁ Á ÁS hydrogen bonds occur between layers of molecules parallel to the (101) plane. Face-to-facestacking interactions are also observed.

Background and Aims:The aim of this study was to screen the in vitro anticancer/antituberculosis activities of 5-fluoro-1-methyl/ethyl-1H-indole-2,3-dione 3-thiosemicarbazones. Methods: A549/U-87MG cell lines were used for the anticancer activity of the compounds, while CCD-19Lu cell line was used to determine their cytotoxic effects. In antituberculosis activity studies using MTB H37Rv cell line, BJ cell line was used to determine the cytotoxic effects. MTT assay was used to obtain IC 50 values. Results: 6a, 6b, 6g, 6h, 6l, 6n, 7c, 7k and 7l were found to be highly effective against A549 cell line compared to cisplatin whereas 6d, 6h, 6l, 6n, 7d and 7f were found to be effective against U-87MG cell line compared to cisplatin. It was also determined that 6a, 6b and 7l did not show cytotoxic effects on CCD-19Lu cell line. The antituberculosis effects of the compounds were investigated against MTB H37Rv cell groups using rifampicin as standard. It was determined that 6b, 6c, 6g-k, 6n, 7b, 7j and 7l have near-standard activity and 6b, 7b and 7l were not cytotoxic on BJ cell line. Conclusion:While determining effective compounds in anticancer studies, it was concluded that active compounds can be reached by modifications in compounds in antituberculosis studies.