2,5-Dimethoxy-4-propylamphetamine

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2,5-Dimethoxy-4-propylamphetamine (DOPR) is a psychedelic drug of the phenethylamine, amphetamine, and DOx families.[1] It was first synthesized by Alexander Shulgin, and was described in his book PiHKAL (Phenethylamines i Have Known And Loved).[1] Very little data exists about the pharmacological properties, metabolism, and toxicity of DOPR.

Use and effects

According to Alexander Shulgin in PiHKAL, the dosage of DOPR is 2.5 to 5Script error: No such module "String".mg and its duration is 20 to 30Script error: No such module "String".hours.[1] He described DOPR as a "heavy duty psychedelic", complete with alterations of the thought process and visual distortion.[1]

Pharmacology

Pharmacodynamics

DOPR acts as an agonist of the serotonin 5-HT2 receptors, including of the serotonin 5-HT2A, 5-HT2B, and 5-HT2C receptors.[2][3][4][5] It has very weak affinity for the serotonin 5-HT1 receptor.[6]

It produces the head-twitch response (HTR), a behavioral proxy of psychedelic effects, in rodents.[4] As with many other psychedelics, DOPR shows an inverted U-shaped dose–response curve in terms of the HTR, increasing it at lower doses and having diminished effectiveness at higher doses.[4]

DOPR showed no significant effects on locomotor activity in rodents at the assessed doses, but showed a trend towards hyperlocomotion at the highest dose.[4] The drug has shown pro-motivational effects in rodents at sub-hallucinogenic doses or so-called "microdoses".[2][3] DOPR's close analogue 2,5-dimethoxy-4-ethylamphetamine (DOET) has also been clinically studied at sub-hallucinogenic doses as a "psychic energizer".[7][8][9][10][11][12] The non-hallucinogenic analogue Ariadne has indirect dopaminergic effects in rodents[4] and pro-motivational effects in monkeys as well.[13]

Chemistry

Analogues

The alternative structural isomer DOIP, with a 4-isopropyl substitution, is also known but is around ten times weaker than DOPR, with an active dose of some 20–30 mg (as compared to 2–5 mg for DOPR).[1]

File:DOIP structure.png
Structure of DOIP.

See also

References

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External links

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