Table 2.
Compound |
|
STD | TROSY | ||||
---|---|---|---|---|---|---|---|
R1 | R2 | R3 | R4 | X | |||
1 | Cl | Cl | Me | H | N | + | + |
2 | Me | Me | Me | H | N | + | − |
3 | F | F | Me | H | N | − | ± |
4 | H | CN | Me | H | N | − | − |
5 | Cl | Cl | OH | H | N | − | ± |
6 | Cl | Cl | H | H | N | + | + |
7 | Cl | H | Me | H | N | − | − |
8 | Cl | Cl | Et | H | N | + | + |
9 | Cl | Cl | Me | Et | N+-Et | − | ± |
10 | Cl | Cl | Me | Me | N | + | + |
11 | Br | Cl | H | H | N | + | ± |
12 | Br | Br | H | H | N | + | ± |
13 | Cl | Cl | CH2OH | H | CH | + | ± |
14 | Cl | Cl | H | H | CH | + | ± |
15 | Cl | Br | H | H | CH | + | ± |
16 | Cl | OMe | H | H | CH | ± | |
17 | OMe | Cl | H | H | CH | − | |
18 | Cl | F | H | H | CH | − | |
19 | F | Cl | H | H | CH | ± | |
20 | Br | Cl | H | H | CH | + | ± |
a Analogs of 1 were initially tested by STD NMR, and positive STD hits were assayed by TROSY. + indicates positive STD or TROSY signal; − indicates no STD or TROSY signal; ± indicates borderline positive signal. Blank cells indicate that the analog was not tested. All spectra were assessed by visual inspection.