Table 5.
Compound | Aryl Ring A | Aryl Ring B | EC50 (nM) a,b | ||||
---|---|---|---|---|---|---|---|
o | m | p | o | m | p | ||
41 | H | H | H | H | H | H | 2100 |
42 | F | H | H | H | H | H | 900 |
43 | H | H | F | H | H | H | 1000 |
44 | F | H | F | H | H | H | 600 |
45 | F | H | H | F | H | H | 700 |
46 | H | H | OMe | H | H | H | 1800 |
47 | H | H | F | H | H | F | 800 |
48 | H | H | Me | H | H | F | 1600 |
49 | H | Cl | F | H | H | H | 800 |
50 | H | H | OMe | H | H | OMe | >5000 |
51 | F | H | F | F | H | F | 300 |
52 | H | F | H | H | H | H | 2000 |
53 | H | Cl | H | H | Cl | H | 1100 |
54 | H | Cl | F | H | Cl | H | 1200 |
55 | F | H | H | H | H | F | 700 |
56 | H | Cl | F | H | Cl | F | 2400 |
57 | H | H | Me | H | Cl | F | >5000 |
58 | H | H | Me | H | Cl | H | 2500 |
59 | H | H | Me | F | H | H | 700 |
60 | H | H | F | H | Cl | F | >5000 |
61 | F | Cl | F | H | H | H | 600 |
62 | H | H | F | H | Cl | H | 1400 |
63 | 2,6-diF | H | H | H | H | F | 1400 |
64 | H | H | F | F | H | H | 800 |
65 | F | Cl | H | F | Cl | H | 2400 |
66 | H | H | Cl | H | Cl | H | 2500 |
67 | H | Cl | H | H | Cl | H | 1400 |
68 | F | Cl | H | H | Me | H | 1400 |
69 | F | H | F | F | H | H | 600 |
70 | H | Me | H | H | Cl | F | 2200 |
71 | F | Cl | H | H | H | H | 700 |
72 | F | 5-Cl | H | H | H | H | 900 |
73 | F | Cl | H | H | Cl | H | 1400 |
74 | F | H | F | H | Cl | F | 1400 |
75 | H | Cl | H | H | H | F | 1200 |
76 | H | Cl | H | F | H | H | 700 |
77 | 2,6-di-F | H | H | H | Cl | F | 5100 |
78 | 2,6-di-F | H | H | H | H | H | 1500 |
79 | H | H | H | F | H | F | 800 |
80 | F | H | H | H | Cl | F | 2200 |
81 | H | F | H | F | H | H | 1900 |
82 | F | H | H | H | Cl | H | 1900 |
83 | F | F | H | H | H | H | 900 |
82 | H | Me | H | F | H | H | 900 |
85 | F | F | H | H | H | F | 700 |
86 | H | H | CN | F | H | H | 1100 |
87 | F | F | H | F | H | H | 800 |
88 | H | F | H | H | H | F | 1000 |
89 | F | H | F | Cl | H | H | 800 |
90 | H | Cl | H | F | Cl | H | 1500 |
91 | H | H | F | F | H | F | 600 |
92 | H | Me | H | F | H | F | 700 |
93 | H | H | H | H | COOH | H | >5000 |
94 | H | H | H | Me | H | F | 1300 |
95 | H | H | F | Me | H | F | 1000 |
96 | F | H | H | F | H | F | 500 |
97 | F | H | H | Me | H | F | 1300 |
98 | H | Cl | F | F | H | H | 790 |
99 | F | H | F | H | H | F | 420 |
100 | F | Cl | H | F | H | H | 500 |
a EC50 values are the average of three determinations. Standard deviations for the EC50 are within 31% of the average. b EC50 = concentration for 50% inhibition of the replication of HIV-1.