2C-MMDA-3a, also known as 2C-3a, MMDPEA-3a, or 2-methoxy-3,4-methylenedioxyphenethylamine (2-methoxy-MDPEA), is a psychoactive drug of the phenethylamine and MDxx families related to 3,4-methylenedioxyphenethylamine (MDPEA). https://erowid.org/library/books_online/pihkal/pihkal134.shtml "And, as with MMDA-2, both the 2-carbon "phenethylamine" analogue and the 4-carbon RARIADNES analogue of MMDA-3a have been made. The phenethylamine analog was prepared by the condensation of 7.6 g of the above benzaldehyde with nitromethane (in acetic acid with ammonium acetate catalyst, giving 5.4 g of the nitrostyrene with a mp of 115.5-116.5 °C from methanol) followed by lithium aluminum hydride reduction (in ether). The product, 2-methoxy-3,4-methylenedioxyphenethylamine hydrochloride (2C-3a) melted at 143-145 °C. A series of subjective evaluations were made, and there are reports of marginal effects in the 40 to 120 milligram range. At 40 milligrams, perhaps the hint of a psychic energizer; at 65 milligrams, there was a pleasant mood elevation; at 80 milligrams, there was a brief paresthetic twinge noted at about the hour and a half point, and at 120 milligrams, about the same at one hour, and then nothing. The fact that there can be such a modest change of effect over a three-fold range of dosage suggests that this compound might have some merit as an anti-depressant. It would be interesting to know if it blocks serotonin reuptake!" It is the phenethylamine (2C) analogue of MMDA-3a and the 2-methoxy derivative of MDPEA. According to Alexander Shulgin in his 1991 book PiHKAL (Phenethylamines I Have Known and Loved), 2C-MMDA-3a has a dose range of 40 to 120mg orally with marginal effects. At 40mg, there was perhaps the hint of a psychic energizer (antidepressant); at 65mg, there was pleasant mood elevation; and at 80 and 120mg, there was brief parasthesia. Shulgin has noted the modest change in effects with the drug over a three-fold dose range and has wondered whether it might be useful as an antidepressant or might be a serotonin reuptake inhibitor. The chemical synthesis of 2C-MMDA-3a has been described. It was first described in the scientific literature by Shulgin and colleagues by 1969.
See also Substituted methylenedioxyphenethylamine Substituted methoxyphenethylamine Methoxymethylenedioxyphenethylamine Lophophine (2C-MMDA-1 or MMDPEA-1) 2C-MMDA-2 2C2-NBOMe (2C-MMDA-2-NBOMe)
References
External links 2C-3a (2C-MMDA-3a) - Isomer Design