2,5-Dimethoxy-4-nitroamphetamine

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2,5-Dimethoxy-4-nitroamphetamine (DON) is a psychedelic drug and amphetamine.[1] It is an analogue of DOM and DOB.[1] It is also closely related to 2C-N.[1] The drug is a serotonin 5-HT2 receptor agonist.[2]

Use and effects

In his book PiHKAL, Alexander Shulgin lists a dosage of DON as being 3 to 4.5Script error: No such module "String".mg orally with amphetamine-like stimulation and mild psychedelic effects lasting 8 to 15Script error: No such module "String".hours.[1]

Pharmacology

DON acts as a serotonin 5-HT2A and 5-HT2C receptor partial agonist, albeit with far lower potency and efficacy than other DOx drugs.[2] It is also a serotonin 5-HT2B receptor partial agonist.[3] Earlier studies have also reported its affinities at serotonin receptors, including the serotonin 5-HT2 and 5-HT1 receptors.[4][5] The drug produces the head-twitch response, a behavioral proxy of psychedelic-like effects, in rodents.[6]

Chemistry

DON is in a class of compounds commonly known as α-methyl phenethylamines, or amphetamines and the full chemical name is 1-(2,5-dimethoxy-4-nitrophenyl)propan-2-amine. It has a stereocenter.

Society and culture

Legal status

DON is unscheduled in the United States, but 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.Script error: No such module "Unsubst". DON is listed as a Class A drug in the Drugs controlled by the UK Misuse of Drugs Act after the table of contents of PiHKAL and TiHKAL were added to the schedules.

See also

References

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  1. a b c d DON Entry in PiHKAL
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External links

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