Table 1.
Biological data of 4-alkoxyphenylglycinols
 | ||||
|---|---|---|---|---|
| Compound | R | clog Pa | cAMP pEC50 (EC50, nM)b | Emaxc |
| 2-PCCA | 6.19 | 7.14 ± 0.02 (73) | 100 ± 2 | |
| RTI-13951-33 | 3.34 | 7.33 ± 0.05 (47) | 103 ± 2 | |
| 2 | 2-Methylpentyl | 4.64 | 6.71 ± 0.09 (195) | 100 ± 4 |
| 12 | 1-Methylpentyl | 4.69 | 6.42 ± 0.03 (380) | 96 ± 6d |
| 13 | 4-Methylpentyl | 4.56 | 6.55 ± 0.05 (282) | 96 ± 1 |
| 14 | n-Pentyl | 4.28 | 6.53 ± 0.08 (295) | 98 ± 3 |
| 15 | 2-Methylbutyl | 4.20 | 6.60 ± 0.10 (251) | 103 ± 2d |
| 16 | (S)-2-Methylbutyl | 4.20 | 6.76 ± 0.08 (174) | 97 ± 3d |
| 17 | Cyclopentylmethyl | 4.18 | 6.59 ± 0.01 (257) | 104 ± 1d |
| 18 | n-Butyl | 3.83 | 6.42 ± 0.07 (380) | 105 ± 13 |
| 19 | Cyclobutylmethyl | 3.73 | 6.63 ± 0.05 (234) | 91 ± 8 |
| 20 | n-Propyl | 3.39 | 6.25 ± 0.04 (562) | 98 ± 3 |
| 21 | Cyclopropylmethyl | 3.29 | 6.20 ± 0.04 (631) | 96 ± 5 |
| 22 | 4-Methoxybutyl | 3.04 | 5.33 ± 0.08 (4677) | 95 ± 1 |
| 23 | 3-Methoxypropyl | 2.52 | 5.23 ± 0.06 (5888) | 94 ± 3 |
| 24 |  |
4.11 | <5.00 | N.D. |
| 25 |  |
4.02 | 6.51 ± 0.04 (309) | 97 ± 4d |
| 26 |  |
4.32 | <5.00 | N.D. |
| 27 |  |
3.86 | <5.00 | N.D. |
| 28 |  |
3.22 | 5.89 ± 0.05 (1288) | 84 ± 3d |
a
clog P was calculated using Instant JChem 5.4.0 (ChemAxon Ltd.).
b
pEC50 values are means ± standard error of at least three independent experiments performed in duplicate.
c
Emax value is % of 2-PCCA (mean ± standard error).
d
Emax value is % of RTI-13951-33 (mean ± standard error).
N.D., Not determined.