| Clinical data | |
|---|---|
| Other names | 4-MC; Normephedrone; NSC-60487 |
| Legal status | |
| Legal status | |
| Identifiers | |
| |
| CAS Number |
|
| PubChemCID | |
| ChemSpider | |
| UNII | |
| CompTox Dashboard(EPA) | |
| Chemical and physical data | |
| Formula | C10H13NO |
| Molar mass | 163.220 g·mol−1 |
| 3D model (JSmol) | |
| |
| |
4-Methylcathinone (4-MC), also known asnormephedrone is astimulantdrug of thecathinone group. It is anactive metabolite of the better known drugmephedrone (4-methylmethcathinone or 4-MMC).[1][2][3][4]
4-MC is aserotonin–norepinephrine–dopamine releasing agent (SNDRA) similarly to mephedrone.[5][6][7] It displays a 2.4-foldselectivity to promotemonoamine release viaDAT overSERT as opposed to 309-fold selectivity forcathinone.[6] It also releasesnorepinephrine.[6]
| Compound | NETooltip Norepinephrine | DATooltip Dopamine | 5-HTTooltip Serotonin | Ref |
|---|---|---|---|---|
| Dextroamphetamine | 6.6–7.2 | 5.8–24.8 | 698–1,765 | [8][9] |
| Dextromethamphetamine | 12.3–13.8 | 8.5–24.5 | 736–1,292 | [8][10] |
| 4-Methylamphetamine | 22.2 | 44.1 | 53.4 | [11][12][13] |
| 4-Methylmethamphetamine | 66.9 | 41.3 | 67.4 | [14][15] |
| MDMA | 54.1–110 | 51.2–278 | 49.6–72 | [8][10][16][17][13][18] |
| Cathinone | 23.6–25.6 | 34.8–83.1 | 6,100–7,595 | [13][19][20] |
| Methcathinone | 22–26.1 | 12.5–49.9 | 2,592–5,853 | [13][19][21][22][20] |
| Normephedrone | 100 | 220 | 210 | [5][6][7] |
| R(+)-Normephedrone | 89 | 150 | 179 | [7][6] |
| S(–)-Normephedrone | 115 | 391 | 1,592 | [7][6] |
| Mephedrone | 58–62.7 | 49.1–51 | 118.3–122 | [10][9][19][22][23] |
| S(–)-Mephedrone | ND | 74 | 61 | [7][24] |
| R(+)-Mephedrone | ND | 31 | 1,470 | [7][24] |
| Methylone | 140–270 | 117–220 | 234–708 | [10][9][15][25][26] |
| Notes: The smaller the value, the more strongly the drug releases the neurotransmitter. Theassays were done in rat brainsynaptosomes and humanpotencies may be different. See alsoMonoamine releasing agent § Activity profiles for a larger table with more compounds.Refs:[27][28] | ||||