Open in another window Compounds active in neurotensin receptors (NTS1 and NTS2) exert analgesic effects on various kinds of nociceptive modalities, including thermal, mechanical, and chemical substance stimuli. for NTS2 (EC50 of 217 nM and = 7.8 Hz, 1H) 7.23C7.31 (m, 3H), 7.18 (s, 1H), 6.94C7.04 (m, 3H), 6.80 (d, = 8.5 Hz, 1H), 3.75 (s, 3H), 3.48 (s, 3H), 2.15C2.25 (m, 2H), 1.88C2.02 (m, 2H), 1.46C1.56 (m, 6H). 1-([1-(4-Fluorophenyl)-5-(2-methoxyphenyl)-1= 8.2 Hz, 1H), 3.44 (s, 3H), 2.28 (d, = 13.9 Hz, 2H), 1.94C2.08 (m, 2H), 1.33C1.83 (m, 6H). 19F NMR (282 MHz, CDCl3) ?113.42. 13C NMR (CDCl3) 175.00, 163.76, 163.45, 160.16, 156.36, 145.66, 142.48, 136.54, 136.50, 131.24, 131.16, 125.81, 125.70, 120.87, 118.66, 115.71, 115.41, 111.24, 109.45, 60.25, 54.94, 32.20, 25.13, 21.30. MS (ESI) = 5.2 Hz, 1H), 8.88 (d, = 1.8 Hz, 1H), 8.37 (d, = 9.2 Hz, 1H), 7.82 (dd, = 1.8, 9.2 Hz, 1H), 7.45 (d, = 5.2 Hz, 1H), 7.34 (t, = 8.4 Hz, 1H), 7.15C7.24 (m, 1H), 6.50 (d, = 8.4 Hz, 2H), 4.01 (s, 3H), 3.48 (s, 6H). Methyl 1-(7-Chloroquinolin-4-yl)-5-(2,6-dimethoxyphenyl)-4-ethyl-1= 4.8 Hz, 1H), 8.18 (d, = 1.9 Hz, 1H), 7.95 (d, = 9.1 Hz, 1H), 7.50 (d, = 2.0 Hz, 1H), 7.12C7.27 (m, 2H), 6.42 (d, = 8.5 Hz, 2H), 3.76 (s, 3H), 3.50 (s, 6H), 2.69 (q, = 7.4 Hz, 2H), 1.17 (t, = 7.4 Hz, 3H). Methyl 1-(7-Chloroquinolin-4-yl)-5-(2,5-dimethoxyphenyl)-1= 4.5 Hz, 1H), 8.14 (d, = 2.1 Hz, 1H), 7.91 (d, = 9.0 Hz, 1H), 7.54 (dd, = 2.1, 8.95 Hz, 1H), 7.14 (s, 1H), 7.01 (d, = 4.5 Hz, 1H), 6.78C6.91 (m, 2H), 6.57 (d, = 8.9 Hz, 1H), 3.99 (s, 3H), 3.73 (s, 3H), 2.91 (s, 3H). Methyl 1-(7-Chloroquinolin-4-yl)-5-(2,4-dimethoxyphenyl)-1= 4.6 Hz, 1H), 8.14 (d, = 1.8 Hz, 1H), 7.87 (d, = 9.0 Hz, 1H), 7.52 (dd, = 2.0, 9.0 Hz, 1H), 7.20 (d, = 8.4 Hz, 1H), 7.09 (s, 1H), 7.02 (d, = 4.6 Hz, 1H), 6.47 (dd, = 2.2, 8.43 Hz, 1H), 6.19 (d, = 2.1 Hz, 1H), 3.98 (s, 3H), 3.77 (s, 3H), 2.99 (s, 3H). Methyl 1-(7-Chloroquinolin-4-yl)-5-(2,6-difluorophenyl)-1= 4.5 Hz, 1H), 8.14 (d, = 1.9 Hz, 1H), 7.61C7.75 (m, 1H), 7.51 (dd, = 1.9, 9.0 Hz, 1H), 7.41 (dd, = 0.9, 8.7 Hz, 1H), 7.25C7.35 (m, 1H), 7.22 (d, = 4.5 Hz, 1H), 6.77C6.89 (m, 2H), 4.01 (s, 3H). Methyl 1-(7-Chloroquinolin-4-yl)-5-(2-methoxyphenyl)-1= 4.7 Hz, 1H), 8.15 (s, 1H), 7.91 (d, = 9.0 Hz, 1H), 7.50 (td, = 1.0, 9.0 Hz, 1H), 7.27C7.32 (m, 2H), 6.96C7.01 (m, 2H), 6.65 (d, = 8.5 Hz, 2H), 4.0 (s, 3H), 4.0 (s, 3H). Methyl 5-(2,6-Dimethoxyphenyl)-1-naphthalen-1-yl-1= 8.3 Hz, 2H), 3.96 (s, 3H), 3.41 (br s, 6H). Methyl 5-(2-Methoxyphenyl)-1-naphthalen-1-yl-1= 0.8, 7.5 Hz, 1H), 6.64 (d, = 8.2 Hz, 1H), 3.97 (s, 3H), 3.13 (s, 3H). Methyl 5-(2,6-Dimethoxyphenyl)-1-(4-fluorophenyl)-1= 8.3 Hz, 2H), 3.96 (s, 3H), 3.59 (s, 6H). Methyl 1-(4-Fluorophenyl)-5-(2-methoxyphenyl)-1= 8.5 Hz, 1H), 3.97 (s, 3H), 3.44 (s, 3H). 1-(7-Chloroquinolin-4-yl)-5-(2,6-dimethoxyphenyl)-1= 4.7 Hz, 1H), 8.17 (s, 1H), 7.73 (s, 2H), 7.26 (t, = 8.4 Hz, 1H), 7.20 (d, = 4.5 Hz, 1H), 6.99 (s, 1H), 6.54 (d, = 8.5 Hz, 2H), 3.39 (s, 6H). 1-(7-Chloroquinolin-4-yl)-5-(2,6-dimethoxyphenyl)-4-ethyl-1= 4.8 Hz, 1H), 8.19 (d, = 2.0 Hz, 1H), 7.94 (d, = 9.0 Hz, 1H), 7.49 (dd, = 2.0, 9.0 Rabbit polyclonal to DNMT3A Hz, 1H), 7.19C7.32 (m, 1H), 7.17 (d, = 4.7 Hz, 1H), 6.42 (d, = 8.4 Hz, 2H), 3.50 (s, 6H), 2.68 (q, = 7.4 Hz, 2H), 1.16 (t, = 7.4 Hz, 3H). MS (ESI) = 4.7 Hz, 1H), 8.18 (d, = 1.9 Hz, 1H), 7.91 (d, = 9.2 Hz, 1H), 7.56 (dd, = 1.9, 9.0 Hz, 1H), 7.19 (s, 1H), 7.02 (d, = 4.7 Hz, 1H), 6.91C6.82 (m, 2H), 6.57 (d, = 9.0 Hz, 1H), 3.75 (s, 3H), 2.92 (m, 3H). 1-(7-Chloroquinolin-4-yl)-5-(2,4-dimethoxyphenyl)-1= 4.7 Hz, 1H), 8.22 (d, = 1.7 Hz, 1H), 7.78 (s, 1H), 7.76 (d, = 2.0 Hz, 1H), 7.32 (d, = 8.4 Hz, 1H), 7.24 (d, = 4.7 Hz, 1H), 7.04 (s, 1H), 6.56 (dd, = 2.2, 8.4 Hz, 1H), 6.34 (d, = 2.2 Hz, 1H), 3.72 (s, 3H), 2.92 (s, 3H). 1-(7-Chloroquinolin-4-yl)-5-(2,6-difluorophenyl)-1= 4.7 Hz, 1H), 8.10 (s, 1H), 7.80 (d, = 9.0 Hz, 1H), 7.62 (d, = 9.0 Hz, 1H), 7.23C7.45 188116-07-6 IC50 (m, 2H), 7.04 (s, 1H), 6.54 (d, = 8.5 Hz, 2H). 1-(7-Chloroquinolin-4-yl)-5-(2-methoxyphenyl)-1H-pyrazole-3-carboxylic Acidity (11f).63 Pyrazole acidity 11f was ready from ester 10f based on the general methyl ester hydrolysis method (pale-yellow solid, 92%). 1H NMR (DMSO-= 4.7 Hz, 1H), 8.15 (d, = 2.1 Hz, 1H), 7.98 (d, = 9.0 Hz, 1H), 7.69 (dd, = 2.1, 9.0 Hz, 1H), 7.25C7.39 (m, 2H), 7.04 (d, = 188116-07-6 IC50 4.7 Hz, 1H), 6.97 (t, = 7.4 Hz, 1H), 6.79 (d, = 8.1 Hz, 1H), 6.70 (s, 1H), 2.91 (s, 3H). 5-(2,6-Dimethoxyphenyl)-1-naphthalen-1-yl-1= 3.5, 6.3 Hz, 188116-07-6 IC50 1H), 7.44C7.52 (m, 2H), 7.22C7.35 (m, 2H),.