87, 132.08, 130.52, 129.75, 129.37 (3C), 128.79 (3C), 128.51 (2C), 128.17, 127.14 (2C), 124.03, 123.48, 36.63, 34.50, 29.57, 26.48. ESI MS: m/z = 560.1 [M+Na]+ (100 %). General method for the preparation of arylpiperazine derivatives of 2-(4-bromobutyl)-4,10-diphenyl-1H,2H,3H,5H-indeno[1,2-f]isoindole-1,3,5-trione (12–19) A mixture of derivative (11) (0.3 g, 0.0005 mol) and the corresponding amine (0.001 mol), buy TH-302 anhydrous K2CO3 (0.3 g), and catalytic amount of KI were refluxed in acetonitrile for 30 h. Then the mixture was filtered off and the solvent
was evaporated. The yellow residue was purified by column chromatography (chloroform:methanol 9.5:0.5 vol) and/or crystallized from methanol. Obtained compounds were converted into their hydrochlorides. The solid product was dissolved in methanol SHP099 cost saturated with gaseous HCl. The hydrochloride was precipitated by addition of diethyl ether. The crude product was crystallized from appropriate solvent. 4,10-Diphenyl-2-[4-(4-phenylpiperazin-1-yl)butyl]-1H,2H,3H,5H-indeno[1,2-f]isoindole-1,3,5-trione (12) Yield: 87 %, m.p. 231–232 °C. 1H NMR (DMSO-d 6) δ (ppm): 7.61 (t, 3H, CHarom., J = 3.6 Hz), 7.56–7.44 (m, 8H, CHarom.), 7.40–7.31 (m, 2H, CHarom.), 7.28–7.23 (m, 2H, CHarom.), 6.98 (d, 2H, CHarom., J = 8.1 Hz), 6.86 (t, 1H, CHarom., J = 7.2 Hz),
6.23 (d, 1H, CHarom., J = 6.6 Hz), 3.76 (d, 2H, CH2, J = 11.4 Hz), 3.49–3.42 (m, 4H, CH2), 3.15–3.02 (m, 6H, CH2), 1.72–1.69 (m, check details 2H, CH2), 1.57–1.52 (m, 3H, CH2). 13C NMR (CDCl3) δ (ppm): 190.32, 165.58, Phosphatidylinositol diacylglycerol-lyase 165.37, 149.52, 148.83, 141.58, 137.54, 135.13, 134.77, 134.39, 134.12, 133.94, 132.22, 130.47, 129.63 (2C), 129.41 (4C), 128.85 (2C), 128.49 (4C), 128.36 (2C), 127.24 (3C), 124.11, 123.53, 57.84, 57.65, 50.97, 50.86, 36.63, 34.50, 29.57, 26.48. ESI MS: m/z = 618.4 [M+H]+ (100 %). 4,10-Diphenyl-2-4-[4-(pyridin-2-yl)piperazin-1-yl]butyl-1H,2H,3H,5H-indeno[1,2-f]isoindole-1,3,5-trione (13) Yield: 90 %, m.p. 219–220 °C. 1H NMR (DMSO-d 6) δ (ppm): 8.14 (d, 1H, CHarom., J = 3.9 Hz), 7.82–7.74 (m, 1H, CHarom.), 7.61 (t, 3H, CHarom., J = 3.6 Hz), 7.56–7.48 (m, 8H, CHarom.),
7.40–7.31 (m, 2H, CHarom.), 7.19–7.02 (m, 1H, CHarom.), 6.84 (t, 1H, CHarom., J = 6.0 Hz), 6.23 (d, 1H, CHarom., J = 6.9 Hz), 4.37 (d, 2H, CH2, J = 15.0 Hz), 3.52–3.31 (m, 6H, CH2), 3.06–2.99 (m, 4H, CH2), 1.68–1.67 (m, 2H, CH2), 1.56–1.55 (m, 2H, CH2). 13C NMR (CDCl3) δ (ppm): 190.02, 165.63, 165.27, 153.84, 147.79, 141.44, 137.41, 135.58, 134.62, 134.29, 134.07, 133.68, 132.15, 130.32, 129.46 (2C), 129.39 (3C), 128.69 (2C), 128.38 (3C), 128.28, 128.20 (2C), 127.17 (3C), 124.46, 123.74, 52.35, 51.98, 48.79, 58.23, 36.96, 34.86, 27.62, 26.13.