2,5-Dimethoxy-4-propylamphetamine
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2,5-Dimethoxy-4-propylamphetamine (DOPR) is a psychedelic
drug A drug is any chemical substance other than a nutrient or an essential dietary ingredient, which, when administered to a living organism, produces a biological effect. Consumption of drugs can be via insufflation (medicine), inhalation, drug i ...
of the phenethylamine,
amphetamine Amphetamine (contracted from Alpha and beta carbon, alpha-methylphenethylamine, methylphenethylamine) is a central nervous system (CNS) stimulant that is used in the treatment of attention deficit hyperactivity disorder (ADHD), narcolepsy, an ...
, and DOx families. It was first synthesized by Alexander Shulgin, and was described in his book ''
PiHKAL ''PiHKAL: A Chemical Love Story'' is a book by Alexander Shulgin and Ann Shulgin published in 1991. The subject of the work is Psychoactive drug, psychoactive phenethylamine Derivative (chemistry), chemical derivatives, notably those that act ...
'' (''Phenethylamines i Have Known And Loved''). Very little data exists about the pharmacological properties, metabolism, and toxicity of DOPR.


Use and effects

According to Alexander Shulgin in ''
PiHKAL ''PiHKAL: A Chemical Love Story'' is a book by Alexander Shulgin and Ann Shulgin published in 1991. The subject of the work is Psychoactive drug, psychoactive phenethylamine Derivative (chemistry), chemical derivatives, notably those that act ...
'', the dosage of DOPR is 2.5 to 5mg and its duration is 20 to 30hours. He described DOPR as a "heavy duty psychedelic", complete with alterations of the thought process and visual distortion.


Pharmacology


Pharmacodynamics

DOPR acts as an
agonist An agonist is a chemical that activates a Receptor (biochemistry), receptor to produce a biological response. Receptors are Cell (biology), cellular proteins whose activation causes the cell to modify what it is currently doing. In contrast, an R ...
of the
serotonin Serotonin (), also known as 5-hydroxytryptamine (5-HT), is a monoamine neurotransmitter with a wide range of functions in both the central nervous system (CNS) and also peripheral tissues. It is involved in mood, cognition, reward, learning, ...
5-HT2 receptors, including of the serotonin 5-HT2A, 5-HT2B, and 5-HT2C receptors. It has very weak
affinity Affinity may refer to: Commerce, finance and law * Affinity (law), kinship by marriage * Affinity analysis, a market research and business management technique * Affinity Credit Union, a Saskatchewan-based credit union * Affinity Equity Pa ...
for the serotonin 5-HT1 receptor. It produces the head-twitch response (HTR), a behavioral proxy of psychedelic effects, in rodents. 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. DOPR showed no significant effects on locomotor activity in rodents at the assessed doses, but showed a trend towards hyperlocomotion at the highest dose. The drug has shown pro-motivational effects in rodents at sub-hallucinogenic doses or so-called " microdoses". DOPR's close analogue 2,5-dimethoxy-4-ethylamphetamine (DOET) has also been clinically studied at sub-hallucinogenic doses as a " psychic energizer". The non-hallucinogenic analogue Ariadne has indirect
dopaminergic Dopaminergic means "related to dopamine" (literally, "working on dopamine"), a common neurotransmitter. Dopaminergic substances or actions increase dopamine-related activity in the brain. Dopaminergic pathways, Dopaminergic brain pathways facil ...
effects in rodents and pro-motivational effects in monkeys as well.


Chemistry


Analogues

The alternative
structural isomer In chemistry, a structural isomer (or constitutional isomer in the IUPAC nomenclature) of a compound is a compound that contains the same number and type of atoms, but with a different connectivity (i.e. arrangement of bonds) between them. The ...
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).


See also

* ASR-2001 * DOPF * DOx


References


External links


DOPR - Isomer Design

DOPR - TripSit

The Small & Handy DOPR Thread - Bluelight

DOPR - PiHKAL - Erowid

DOPR - PiHKAL - Isomer Design

DOPR: Why It’s Wise to Avoid This Shulgin Psychedelic - Tripsitter
{{DEFAULTSORT:Dimethoxy-4-propylamphetamine, 2,5- 5-HT2A agonists 5-HT2B agonists 5-HT2C agonists Designer drugs DOx (psychedelics) Pro-motivational agents Psychedelic phenethylamines