Table 1.

| Compd | R1 | R2 | n | mp (°C) | Yield (%) | EC50 (μМ)a |
Cytotoxicity (μМ) |
||
|---|---|---|---|---|---|---|---|---|---|
| AD-169 | Davis | Cell morphology (MCC)b | Cell growth (CC50)c | ||||||
| 9 | H | H | 3 | 151–153 | 88 | >100 | >100 | >100 | >100 |
| 10 | H | 2-Me | 3 | 147–149 | 72 | >100 | >100 | >100 | >100 |
| 11 | H | 3-Me | 3 | 101–103 | 75 | 45.0 | 55.0 | >100 | >100 |
| 12 | H | 4-Me | 3 | 146–147 | 87 | >20 | >20 | 100 | >100 |
| 13 | H | 3,5-Me2 | 3 | 96–98 | 85 | >100 | >100 | >100 | >100 |
| 14 | H | 4-iPr | 3 | 139–140 | 78 | 25.0 | 15.0 | 100 | >100 |
| 15 | H | 4-tBu | 3 | 125–127 | 77 | 14.0 | 12.0 | 100 | 40 |
| 16 | H | 4-Ph | 3 | 174–175 | 76 | >20 | 54 | 100 | ND |
| 17 | H | 4-CN | 3 | 185–186 | 84 | 8.9 | 5.5 | 100 | 100 |
| 18 | H | 4-CO2nPr | 3 | 131–132 | 76 | 45.0 | 45.0 | ⩾100 | >100 |
| 19 | H | 4-Cl | 3 | 168–169 | 84 | >100 | >100 | >100 | ND |
| 20 | H | 4-Br | 3 | 125–127 | 76 | 9.4 | 12.0 | 100 | >100 |
| 21 | H | 4-NO2 | 3 | 197–199 | 78 | >4 | >4 | 20 | ND |
| 22 | Br | 4-Br | 3 | 160–162 | 77 | 36.0 | 67.0 | >100 | >100 |
| 23 | I | 4-Br | 3 | 166–168 | 78 | 13.0 | 20.0 | ⩾100 | >100 |
| 24 | Me | 4-Br | 3 | 169–171 | 82 | 8.9 | 9.0 | 100 | >100 |
| 25 | H | 4-Br | 1 | 179–181 | 79 | >100 | >100 | >100 | ND |
| 26 | H | 4-Br | 2 | 143–144 | 80 | >20 | >20 | 100 | ND |
| 27 | H | 4-Br | 4 | 121–122 | 70 | >4 | >4 | 20 | ND |
| 28 | H | 4-Br | 6 | 145–147 | 76 | 12.0 | 8.9 | ⩾100 | >100 |
| 29 | H | 4-CO2H | 3 | 225–227 | 81 | >100 | >100 | >100 | ND |
| 30 | H | 4-NH2 | 3 | 190–192 | 59 | 55.0 | 55.0 | >100 | >100 |
| Ganciclovir | 7.0 | 8.3 | 394 | 200 | |||||
| Cidofovir | 1.3 | 1.1 | 317 | 161 | |||||
Effective concentration required to reduce virus plaque formation by 50%. Virus input was 100 plaque forming units (PFU).
Minimum cytotoxic concentration that causes a microscopically detectable alteration of cell morphology.
Cytotoxic concentration required to reduce cell growth by 50%.