 | |
| Clinical data | |
|---|---|
| Other names | MDC; MDCATH; Normethylone;N-Desmethylmethylone; Desmethylone; β-Keto-3,4-methylenedioxyamphetamine; β-Keto-MDA; βk-MDA; Nitrilone; Amylone |
| Routes of administration | Oral,Insufflation,Rectal |
| ATC code |
|
| Legal status | |
| Legal status | |
| Identifiers | |
| |
| CAS Number | |
| PubChemCID | |
| ChemSpider |
|
| UNII | |
| CompTox Dashboard(EPA) | |
| Chemical and physical data | |
| Formula | C10H11NO3 |
| Molar mass | 193.202 g·mol−1 |
| 3D model (JSmol) | |
| |
| |
| (verify) | |
3,4-Methylenedioxycathinone (MDC,MDCATH), also known asβ-keto-3,4-methylenedioxyamphetamine (β-keto-MDA orβk-MDA), is anentactogen andstimulantdrug of thephenethylamine,amphetamine, andcathinone families related tomethylone (βk-MDMA or MDMC).[1][2][3] It is theβ-ketoanalogue ofMDA.[4]
Like methylone, MDC is aserotonin–norepinephrine–dopamine releasing agent (SNDRA).[5][6] In contrast to MDA andMDMA, MDC shows no activity at theserotonin5-HT2 receptors, but does retain much weakeraffinity for the rodenttrace amine-associated receptor 1 (TAAR1).[6]
The drug waspatented as anantidepressant andantiparkinsonian agent byPeyton Jacob III andAlexander Shulgin in 1996.[7] MDC and other non-N-substituted cathinones such ascathinone itself arechemically unstable due rapidly formingbiologically inactivedimers and this has limited their prevalence.[1]
| Compound | 5-HTTooltip Serotonin | NETooltip Norepinephrine | DATooltip Dopamine | Ref |
|---|---|---|---|---|
| Dextroamphetamine | 698–1,765 | 6.6–7.2 | 5.8–24.8 | [8][9] |
| Dextromethamphetamine | 736–1,292 | 12.3–13.8 | 8.5–24.5 | [8][10] |
| MDATooltip Methylenedioxyamphetamine | 160–162 | 47–108 | 106–190 | [11][12][13] |
| MDMATooltip Methylenedioxymethamphetamine | 49.6–72 | 54.1–110 | 51.2–278 | [8][10][14][11][13] |
| Cathinone | 6,100–7,595 | 23.6–25.6 | 34.8–83.1 | [12][15][16] |
| Methcathinone | 2,592–5,853 | 22–26.1 | 12.5–49.9 | [12][15][17][18][16] |
| MDCTooltip Methylenedioxycathinone | 966 | 394 | 370 | [5] |
| Methylone (MDMC) | 234–708 | 140–270 | 117–220 | [10][9][19][20][5] |
| Mephedrone | 118.3–122 | 58–62.7 | 49.1–51 | [10][9][15][18][21] |
| 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:[22][23] | ||||
