Table 2.
Monoamine receptor and transporter binding affinities of 4-alkoxy-subsituted 2,5-dimethoxyphenethylamines and amphetamines.
| human TAAR1 | rat TAAR1 | mouse TAAR1 | α1A | α2A | D2 | hNET | hDAT | hSERT | ||
|---|---|---|---|---|---|---|---|---|---|---|
| EC50 ± SD [nM] |
K
i ± SD [nM] [3H] RO5166017 |
K
i ± SD [nM] [3H] RO5166017 |
K
i ± SD [nM] [3H] prazosin |
K
i ± SD [nM] [3H] rauwolscine |
K
i ± SD [nM] [3H] spiperone |
K
i ± SD [nM] N-methyl-[3H]nisoxetine |
K
i ± SD [nM] [3H] WIN35,428 |
K
i ± SD [nM] [3H] citalopram |
||
| 4-alkoxy-substituted 2,5-dimethoxyphenethylamines | ||||||||||
| 6 | 2C-O-2 | 9600 ± 6340 | 340 ± 70 | 4000 ± 1100 | >6500 | 2600 ± 100 | >4800 | >9700 | >8700 | >8600 |
| 7 | 2C-O-3 | > 30000 | 130 ± 0 | 1100 ± 400 | >6500 | 180 ± 10 | >4800 | >9700 | >8700 | >8600 |
| 8 | 2C-O-16 | > 30000 | 260 ± 70 | 2500 ± 1000 | >6500 | 620 ± 20 | >4800 | >9700 | >8700 | >8600 |
| 9 | 2C-O-21 | > 30000 | 410 ± 40 | > 4900 | >6500 | 3600 ± 500 | >4800 | >9700 | >8700 | >8600 |
| 10 | 2C-O-21.5 | > 30000 | 250 ± 20 | > 4800 | >6500 | 1900 ± 100 | >4800 | >9700 | >8700 | >8600 |
| 11 | 2C-O-22 | 3600 ± 2400 | 240 ± 60 | 2500 ± 400 | >6500 | 1800 ± 100 | >4800 | >9700 | >8700 | >8600 |
| 12 | 2C-O-27 | > 30000 | 21 ± 3 | 650 ± 190 | >6500 | 570 ± 30 | >4800 | >9700 | 6100 ± 400 | >8600 |
| 4-alkoxy-substituted 2,5-dimethoxyamphetamines | ||||||||||
| 13 | MMALM | > 30000 | 630 ± 150 | 1700 ± 900 | >6500 | 2400 ± 200 | >4800 | >9700 | >8700 | >8600 |
| 14 | MALM | > 30000 | 1100 ± 200 | 2000 ± 400 | >6500 | >4800 | >4400 | >9700 | >8700 | >8600 |
| 15 | MFEM | > 30000 | 1640 ± 300 | > 4900 | >6500 | >4800 | >4800 | >9700 | >8700 | >8600 |
| 16 | MDFEM | > 30000 | 1200 ± 200 | > 4800 | >6500 | >4800 | >4800 | >9700 | >8700 | >8600 |
| 17 | MTFEM | > 30000 | 1300 ± 100 | 4500 ± 500 | >6500 | >4800 | >4800 | >9700 | >8700 | >8600 |
| 18 | MIPM | > 30000 | 2900 ± 700 | > 4800 | >6500 | >4800 | >4800 | >9700 | >8700 | >8600 |
| 19 | TMA-2 | NA | 3100 ± 100 | > 4400 | >6500 | >4700 | >13000 | >8700 | >8500 | >7500 |
| Reference substance | ||||||||||
| MDMAa | NA | 370 ± 120 | 2400 ± 1100 | >6000 | 15000 ± 200 | 25200 ± 2000 | 30500 ± 8000 | 6500 ± 2500 | 13300 ± 600 | |
Ki and EC50 values are given as nM (mean ± SD); activation efficacy (Emax) is given as percentage of maximum ± SD. NA, not assessed.
a
Data previously published in (Simmler et al., 2013).