Table 3.
Structures of (3-methoxybenzyl)thioureas (series C) and their rat TRPV1 agonist activities as log(1/EC50) (μM) values (reference25).
| |||
|---|---|---|---|
| R1 | R2 | log(1/EC50) | |
| C_1a | H | 4-Cl-benzyl | 1.125 |
| C_1b | H | 4-Cl-phenethyl | 1.252 |
| C_1c | H | (E)- 4-chlorostyryl | 0.387 |
| C_1d | H | (Z)- 4-chlorostyryl | 1.387 |
| C_1e | H | 4-F-phenethyl | 0.886 |
| C_1f | H | 2,4-dichlorophenethyl | 0.886 |
| C_1g | H | phenethyl | 0.319 |
| C_1h | H | 3-(4-chlorophenyl)propyl | 0.319 |
| C_1i | H | 4-(tert-butyl)benzyl | 0.292 |
| C_2a | ‒(CH2)2-NH2 | 4-Cl-phenethyl | 0.022 |
| C_2b | ‒(CH2)2-NH2 | phenethyl | −0.435 |
| C_2c | ‒(CH2)2-NH2 | 4-F-phenethyl | −0.362 |
| C_2d | ‒(CH2)2-NH2 | 2,4-dichlorophenethyl | 0.495 |
| C_2e | ‒(CH2)2-NH2 | 4-I-benzyl | −0.127 |
| C_2g | ‒(CH2)2-NH2 | 4-(tert-butyl)phenyl | −0.220 |
| C_2h | ‒(CH2)2-NH2 | 4-(tert-butyl)benzyl | 0.770 |
| C_2i | ‒(CH2)2-NH2 | 3,5-di-tert-butylbenzyl | 0.658 |
| C_2j | ‒(CH2)2-NH2 | 4-(tert-butyl)phenethyl | 0.149 |
| C_3 | ‒(CH2)3-NH2 | 4-Cl-phenethyl | −0.739 |
| C_4 | ‒(CH2)2-NH-CH3 | 4-Cl-phenethyl | −0.847 |
| C_5 | ‒(CH2)2-N(CH3)2 | 4-Cl-phenethyl | −0.547 |
| C_8 | ‒(CH2)2-NH-COCH3 | 4-Cl-phenethyl | −0.710 |