7-Chloro-3,5-diphenyl-thiazolo[4,5-d]find more pyrimidin-2-one (5a) IR (KBr) cm−1: 1680 (C=O), 1590 (C=N), 1260 (C–S–C), 760 (phenyl). 1H-NMR (d 6-DMSO) δ: 7.46–8.13 (m, 10H, arom.). Anal. Calcd for C17H10ClN3OS: C, 60.09; H, 2.97; N, 12.37. Found: C, 59.98; H, 3.01; N, 12.38. 7-Chloro-5-(4-chlorophenyl)-3-phenyl-thiazolo[4,5-d]pyrimidin-2-one (5b) IR (KBr) cm−1: 1680 (C=O), 1560 (C=N), 1230 (C–S–C), 760 (phenyl). 1H-NMR (d 6-DMSO) δ: 7.52–8.11 (m, 9H, arom.). Anal. Calcd for C17H9Cl2N3OS: C, 54.56; H, 2.42; N, 11.23. Found: C, 54.60; H, 2.49; N, 11.29. 7-Chloro-5-(2-chlorophenyl)-3-phenyl-thiazolo[4,5-d]pyrimidin-2-one (5c) IR (KBr) cm−1: 1690 (C=O), 1570 (C=N), 1250 (C–S–C), 760 (phenyl).

1H-NMR (d 6-DMSO) δ: 7.52–8.11 (m, 9H, arom.). Anal. Calcd for C17H9Cl2N3OS: C, 54.56; H, 2.42; N, 11.23. Found: C, 54.65; H, 2.50; N, 11.33. 7-Chloro-5-(4-fluorophenyl)-3-phenyl-thiazolo[4,5-d]pyrimidin-2-one LY2835219 manufacturer Copanlisib (5d) IR (KBr) cm−1: 1690 (C=O), 1600 (C=N), 1240 (C–S–C), 760 (phenyl). 1H-NMR

(d 6-DMSO) δ: 7.27–8.15 (m, 9H, arom.). Anal. Calcd for C17H9ClN3OS: C, 57.10; H, 2.73; N, 11.75. Found: C, 57.21; H, 2.86; N, 11.83. 7-Chloro-3,5-bis(4-fluorophenyl)thiazolo[4,5-d]pyrimidin-2-one (5e) IR (KBr) cm−1: 1690 (C = O), 1590 (C = N), 1250 (C–S–C), 770 (phenyl). 1H-NMR (d 6-DMSO) δ: 7.26–8.22 (m, 8H, arom.). Anal. Calcd for C17H8ClF2N3OS: C, 54.34; H, 2.15; N, 11.18. Found: C, 54.42; H, 2.20; N, 11.26. 3-(4-Bromophenyl)-7-chloro-5-phenyl-thiazolo[4,5-d]pyrimidin-2-one (5f) IR (KBr) cm−1: 1680 (C=O), 1560 (C=N), 1250 (C–S–C), 770 (phenyl). (°C) Yield % Molecular formula Molecular weight Solvent 4a – – 279–280 64.55 C17H11N3O2 S 321,35 1-Propanol 4b – 4-Cl 369–370 58.77 C17H10ClN3O2S 355,81 DMF-1-propanol 3:1 4c – 2-Cl 338–339 58.88 C17H10ClN3O2S 355,81 DMF-1-propanol 3:1 4d – 4-F 348–349 56.51 C17H10FN3O2S 339,31 DMF-water 4e 4-F 4-F 327–328 49.73 C17H9F2N3O2 S Thiamine-diphosphate kinase 357,33 1-Propanol 4f 4-Br – 210–211 55.77 C17H10BrN3O2 S 400,25 DMF-1-propanol 3:1 5a – – 194–195 63.87 C17H10ClN3OS 339,80 DMF-1-propanol 3:1 5b – 4-Cl 171–172 57.45 C17H9Cl2N3OS 374, 24 DMF-water 5c – 2-Cl 240–241 52.32 C17 H9Cl2N3OS 374,24 DMF-1-propanol 3:1 5d – 4-F 235–236 54.73 C17H9ClFN3OS 357,79 DMF-1-propanol 3:1 5e 4-F 4-F 234–235 48.67 C17H8ClF2N3OS 375,78 DMF-1-propanol 3:1 5f 4-Br – 388–390 57.46 C17H9BrClN3OS 418,69 DMF-1-propanol 3:1 Antitumor in vitro screening The antitumor studies were performed at the NCI (Bethesda, MD, USA).