72 (bs, 1H, NH), 10.42 (s, 1H, NH); 13C NMR (DMSO-d 6, δ ppm): LY3039478 in vivo 45.32 (CH2), 55.54 (N–2CH2), 66.35 (O–2CH2), arC: [101.52 (CH), 114.56 (CH), 125.83 (CH), 126.20 (CH), 128.24 (CH), 132.51 (CH), 136.56 (C), 138.42 (CH), 139.62 (CH), 146.75 (C), 153.22 (C)], 170.56 (C=O), 182.23 (C=S); LC–MS: m/z (%) 386.25 [M]+ (68), 265.24 (66), 165.85 (87); Anal.calcd (%) for C18H22N6O2S: C, 55.94; H, 5.74; N, 21.75; S, 8.30. The formed solid was filtered, Vadimezan washed with water three times and recrystallized from ethanol to afford compound 10. 168–169 °C; IR (KBr, ν, cm−1): 3,283 (2NH), 1,699 (C=O), 1,588 (C=N), 1,116 (C–O); 1H NMR (DMSO-d 6, δ ppm): 3.34 (bs, 4H, N–2CH2), 3.81 (d, 4H, O–2CH2, J = 4.8 Hz), 4.87 (s, 2H, CH2), 5.65 (s, 1H, NH), 6.57 (d, 1H, CH, J = 8.6 Hz), 7.31 (m, 3H, arH), 7.44–7.57 (m, 6H, arH), 7.97 (d,
3H, arH, J = 8.6 Hz), 10.54 find more (s, 1H, NH); 13C NMR (DMSO-d 6, δ ppm): 41.19 (CH2), 47.15 (N–2CH2), 66.99 (O–2CH2), arC: [126.99 (2CH), 129.47 (2CH), 130.21 (2CH), 130.57 (2CH), 130.84 (2CH), 135.64 (2C), 134.05 (2CH), 136.24 (2C), 140.82 (C)], 125.83 (CH, tiyazol C-4), 152.30 (tiyazol C-2), 153.84 (tiyazol C-5), 192.20 (C=O); LC–MS: m/z
(%) 521.25 [M]+ (45), 215.45 (65), 165.45 (75); Anal.calcd (%) for C26H25ClN6O2S: C, 59.94; H, 4.84; N, 16.13, S, 6.15. Synthesis of compound 11 A solution of compound 9 (10 mmol) in ethanol:water (1:1) was refluxed in the presence of 2N NaOH for 3 h, then, the resulting solution was cooled to room temperature, and acidified to pH 4 with 37 % HCl. The precipitate formed was filtered off, washed with water, and recrystallized from ethyl acetate to afford the desired compound. 165–166 °C; GABA Receptor IR (KBr, ν, cm−1): 3,327 (NH), 3,093 (Ar CH), 2,857 (SH), 1,451 (C=N), 1,115 (C–O); 1H NMR (DMSO-d 6, δ ppm): 3.17 (s, 4H, N–2CH2), 3.66 (s, 4H, O–2CH2), 4.06 (d, 2H, CH2, J = 2.2 Hz), 5.51 (bs, 1H, NH), 6.68 (d, 1H, arH, J = 6 Hz), 6.81 (d, 1H, arH, J = 4.0 Hz), 7.44 (bs, 2H, arH), 7.52 (bs, 4H, arH), 13.91 (s, 1H, SH); 13C NMR (DMSO-d 6, δ ppm): 38.90–41.41 (DMSO-d 6+CH2), 47.27 (N–2CH2), 66.72 (O–2CH2), arC: [108.81 (CH), 124.04 (2CH), 128.74 (2CH), 130.05 (2CH), 132.70 (CH), 134.16 (C), 137.63 (C), 151.06 (C)], 153.48 (triazole C-3), 168.73 (triazole C-5); LC–MS: m/z (%) 368.22 [M]+ (62), 165.45 (80); Anal.calcd (%) for C18H20N6OS: C, 58.68; H, 5.47; N, 22.81, S, 8.