TABLE 1

4-CmC analogs used in this study

Embedded Image
Compound R1 R3 R4 R5 EC50 pKa Log D
μM
1a OH CH3 Cl 129 9.63 2.89
1b OH CH3 10.07 1.94
1c OH Cl 9.47 2.40
1d CH3 Cl N.A. 3.27
2a NH2 CH3 Cl 4.08 2.22
2b Cl CH3 Cl N.A. 3.80
2c OCH3 CH3 Cl N.A. 3.28
3a OH CF3 Cl 33.1 8.52 4.00
3b OH CH2CH3 Cl 85.1 9.62 3.42
3c OH Cl Cl 66.1 8.55 3.20
3d OH OH Cl 10.22 1.60
4a OH CH3 Br 110 9.51 2.95
4b OH CH3 CH(CH3)2 44.7 10.36 3.30
4c OH CH3 CH3 10.38 2.40
4d OH CH3 NO2 7.39 N.D.
4e OH CH3 NH2 10.34 0.17
4f OH CH3 OH 11.96 1.10
5a OH CF3 323.6 8.96 2.90
5b OH CF3 CF3 30.9 7.96 4.70
6a OH CH(CH3)2 64.6 10.19 2.80
6b OH (CH2)4CO2CH2CH3 75.9 10.14 3.10
6c OH (CH2)4CO2H 10.12 -0.30
7a OH CH3 Cl CH3 63.1 9.76 3.30
7b OH CH3 Br CH3 42.7 9.64 3.40
7c OH CH3 I CH3 33.9 9.56 3.80

  • N.A., not applicable; N.D., not determined.