Hyl)five,5dimethyl3oxocyclohex1enolate diethyla minium salt 5a4w; a beige solid material; m.p: 164 ; (90 , 710 mg, 1.35 mmol). IR (KBr, cm-1): 3059, 2995, 2867, 2114, 1741, 1658, 1591, 1463, 1429, 1370, 1341, 1256, 12011H-NMR (400 MHz, CDCl3): 14.80 (s, 1H, OH), 7.29 (d, 1H, J = 8.0 Hz, Ph), 7.19 (s, 1H, Ph), 7.12(d, 2H, J = eight.0 Hz, Ph), 5.76 (s, 1H, benzyl-H), three.28 (s, 12H, 4CH3), three.07(q, 4H, J = 7.3 Hz, CH2CH3), 2.37 (s, 2H, CH2), two.27 (d, 2H, J = 5.1 Hz, CH2), 1.34 (t, 6H, J = 7.3 Hz, CH2CH3), 1.04(s, 3H, CH3), 1.01 (s, 3H, CH3); 13C NMR (100 MHz, CDCl3): = 199.1, 165.4, 164.four, 152.five, 139.eight, 133.6, 131.7, 131.two, 129.three, 126.four, 115.7, 89.eight, 51.2, 45.7, 41.9, 32.four, 31.2, 28.3, 28.two, 11.3; Anal. for C25H33Cl2N3O5; calcd: C, 57.04; H, six.32; Cl, 13.47; N, 7.98;Found: C, 57.09; H, 6.31; Cl, 13.44; N, eight.01; LC/MS (ESI): m/z = 526 [M]+.five((2,6Dichlorophenyl)(2hydroxy4,4dimethyl6oxocy clohex1en1yl)methyl)1,3dimethyl2,6dioxo1,two,three,6tet rahydropyrimidin4olate diethylaminium salt 4y5a; as strong (1.26 g, 95 ). IR (cm-1): 2955 (s), 1586 (s), 1382 (s), 776 (s), 576 (s), 480 (s); 1H-NMR (CDCl3, 400 MHz) 13.91 (s, OH), eight.25 (bs, 1H. NH2), 7.01.21 (m, 5H. ArH), 5.74 (s, 1H, PhCH), 2.84 (q, J = six.6 Hz, 4H, NHCH2CH3), two.31 (s, 8H, CH2 + COCH2), 1.18 (t, J = 6.6 Hz, 6H, NHCH2CH3), 0.95.14 (m, 12H, CH3);13C-NMR (CDCl3, 100 MHz): 199.1, 179.three, 142.four, 128.0, 126.eight, 125.two, 115.5, 50.six, 45.9, 42.3, 34.two, 32.0, 11.4; Anal. Calcd.for C27H37NO4: C, 73.36; H, eight.98; N, 3.07; O, 14.57; Found: C, 73.43; H, 8.90; N, three.17; O, 14.49; LC/MS (ESI): m/z = 441.29 [M]+.two((4Chlorophenyl)(2hydroxy4,4dimethyl6oxocy clohex1en1yl)methyl)five,5dimethyl3oxocyclohex1eno late diethylaminium salt 5b4y an oily material (89 , 702 mg, 1.33 mmol). IR (KBr, cm-1): 3048, 2955, 2869, 2728, 2494, 1676, 1575, 1428, 1372, 1238, 1196;1H NMR (400 MHz, CDCl3): 14.80 (s, 1H, OH), 7.36 (d, 2H, J = eight.0 Hz, Ph), 7.29 (t, 1H, J = 8.0 Hz, Ph), 7.12(d, 2H, J = 8.0 Hz, Ph), 5.98 (s, 1H, benzyl-H), 3.26 (s, 12H, 4CH3), 2.92(q, 4H, J = 7.three Hz, CH2CH3), two.37 (s, 2H, CH2), 2.27 (d, 2H, J = five.1 Hz, CH2), 1.24(t, 6H, J = 7.three Hz, CH2CH3), 1.094(s, 3H, CH3), 1.04(s, 3H, CH3); 13C NMR (100 MHz, CDCl3): = 192.8, 188.9, 165.3, 164.three, 152.5, 149.7, 137.4, 131.5, 129.eight, 126.5, 124.two, 115.five, 114.7, 89.9, 53.five, 41.4, 31.9, 28.7, 28.2, 11.4; Anal. for C25H33Cl2N3O5; calcd: C, 57.04; H, 6.32; Cl, 13.47; N, 7.98; Found: C, 57.08; H, 6.30; Cl, 13.45; N, 8.00; LC/MS (ESI): m/z = 526 [M]+.5((2Hydroxy4,4dimethyl6oxocyclohex1en1yl) (naphthalen2yl)methyl)1,3dimethyl2,6dioxo1,two,3,6tet rahydropyrimidin4olate diethylaminium salt 4z3c; as strong (92 , 1.Angiopoietin-2 Protein manufacturer 31 g).MCP-1/CCL2, Human IR (cm-1): 2956 (s), 1706 (s), 1573 (s), 1486 (s), 1382 (s), 1263 (s), 732 (s), 605 (s), 485 (s); 1H-NMR (CDCl3, 400 MHz) 13.PMID:25804060 59 (s, OH), 8.51 (bs, 2H. NH2), six.89.21 (m, 4H. ArH), 5.70 (s, 1H, PhCH), 2.90 (q, J = 7.three Hz, 4H, NHCH2CH3), two.30 (s, 8H, CH2 + COCH2), 1.21 (t, J = 7.3 Hz, 6H, NH2CH2CH3), 0.91.16 (m, 12H, CH3); 13C-NMR (CDCl3, 100 MHz): 197.three, 188.six, 139.5, 130.8, 128.3, 128.1, 115.two, 49.7, 44.9, 42.2, 34.3, 33.1, 31.five, 11.three; Anal. Calcd. forC27H38ClNO4: C, 68.23; H, 8.19; N, two.97; O, 13.34; Discovered: C, 68.12; H, eight.05; N, 2.90; O, 13.44; LC/MS (ESI): m/z = 475.25 [M]+.two((2Hydroxy4,4dimethyl6oxocyclohex1en1yl)(ptolyl) methyl)5,5dimethyl3oxocyclohex1enolate diethyla minium salt 5c4z; a white solid material; m.p: 170 ; (94 , 715 mg, 1.41 mmol). IR (KBr, cm-1): 2994, 2948, 2866, 2506, 1742, 1651, 1603, 1570, 1526, 1473, 1431, 1362, 1245;.