2,5-Dimethoxy-4-nitroamphetamine
| DON | |
|---|---|
| Chemical name | 1-(2,5-dimethoxy-4-nitrophenyl)propan-2-amine |
| Chemical formula | C11H14N2O4 |
| Molecular mass | 240.2584 |
| Melting point | 206-207 °C hydrochloride 231-232 °C R-Isomer |
| CAS numbers | 67460-68-8 |
| SMILES | COc1cc(c(cc1CC(C)N)OC)N(=O)=O |
| Chemical structure of DON File:DON-3d-sticks.png | |
DON(Also rarely known as Nitro) 2,5-dimethoxy-4-nitroamphetamine is an analogue of DOM and DOB. It is also closely related to 2C-N, and produces hallucinogenic, psychedelic, and entheogenic effects.
Chemistry
DON is in a class of compounds commonly known as alpha-methyl phenethylamines, or amphetamines and the full chemical name is 1-(2,5-dimethoxy-4-nitrophenyl)propan-2-amine. It has an active stereocenter and (R)-DON is the more active isomer. Concentrated solution is dark brown but transparent viscous liquid.
Effects
DON produces psychedelic and entheogenic effects that last up to 8-15 hours. In his book PiHKAL, Alexander Shulgin lists a dosage of DON as being 3-4.5 mg orally. When dropped into nose, the dose is the same but onset is shorter. Unlike DOB, DON shows visible stimulation effect, including muscular activity slightly similar to amphetamine. It also has been known to be less visual than most of it's psychedelic amphetamine counterparts.
Pharmacology
The mechanism that produces the hallucinogenic and entheogenic effects of DON is unknown, but seems to be very close to DOB and analogs.
Dangers
The toxicity of DON is not known.
Legality
DON is unscheduled and unregulated in the United States, however because of its close similarity in structure and effects to DOM and DOB, possession and sale of DON may be subject to prosecution under the Federal Analog Act. Regarding other factions in the world, possession of DON may be common in the practise of advanced psychaiatry.