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2,5-Dimethoxy-4-butylamphetamine
Substituted amphetamine psychedelic drug From Wikipedia, the free encyclopedia
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2,5-Dimethoxy-4-butylamphetamine (DOBU) is a lesser-known serotonin receptor agonist and serotonergic psychedelic of the amphetamine and DOx families.[2][1]
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Effects
DOBU was first synthesized by Alexander Shulgin.[1][2] In his book PiHKAL (Phenethylamines i Have Known And Loved) and other publications, he and colleagues stated that doses of 1 to 3 mg orally produced clear threshold effects and it was active at a dosage of slightly more than twice that of DOM.[1][2][3] It was stated that 10 mg DOBU was required to produce hallucinogenic effects.[3] The drug's duration was listed as "very long".[2] There was limited investigation on the qualitative effects of DOAM.[1] However, in PiHKAL, at the assessed doses of 2.2 mg and 2.8 mg, it was described as producing paresthesia and difficulty sleeping with few other effects.[2]
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Pharmacology
Compared to shorter chain homologues such as DOM, DOET, and DOPR which are all potent hallucinogens, DOBU has an even higher serotonin 5-HT2 receptor affinity.[4] It has been found to act as a potent full agonist of the serotonin 5-HT2A and 5-HT2C receptors.[5][6] Findings are mixed with regard to the serotonin 5-HT2B receptor, with DOBU reported to act as a potent and high-efficacy partial agonist of this receptor[6] or to be inactive as an agonist of the receptor.[5]
DOBU fully substitutes for DOM in rodent drug discrimination tests, albeit several-fold less potently than DOET or DOPR.[7][4][8][9] In addition, DOBU robustly induces the head-twitch response, a behavioral proxy of psychedelic-like effects, in rodents, and maximally does so about as strongly as other DOx drugs like DOM, DOET, and DOC.[8] The doses at which DOBU produces peak head twitches are similar to those of DOM and DOET.[8]
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Chemistry
Isomers
Alternative skeletal isomers of DOBU can also be produced, where the 4-(n-butyl) group of DOBU is replaced with any of the three other butyl isomers, the iso-butyl, sec-butyl and tert-butyl compounds being called DOIB, DOSB, and DOTB, respectively.[10][11][12] All are significantly less potent than DOBU, with DOIB being active at around 10–15 mg, and DOSB at 25–30 mg.[10] The most highly branched isomer DOTB was completely inactive in both animal and human trials.[10] However, it was also reported that DOTB and DOAM partially generalized to DOM in animal drug discrimination tests.[7]
See also
References
External links
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