Ψ-DOM
Psychedelic drug
From Wikipedia, the free encyclopedia
ψ-DOM, or psi-DOM, also known as 2,6-dimethoxy-4-methylamphetamine or as Z-7, is a psychedelic drug of the phenethylamine, amphetamine, and Ψ-PEA families related to DOM.[1][3][2] It is a positional isomer of DOM in which the methoxy group at the 5 position has been relocated to the 6 position.[1][3][2] The drug is taken orally.[1][3][2]
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| Other names | Psi-DOM; Pseudo-DOM; Z-7; Z7; 2,6-Dimethoxy-4-methylamphetamine; 4-Methyl-2,6-dimethoxyamphetamine |
| Routes of administration | Oral[1][2] |
| Drug class | Serotonin receptor modulator; Serotonin 5-HT2A receptor agonist |
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| Duration of action | 6–8 hours[1][3][2] |
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| Formula | C12H19NO2 |
| Molar mass | 209.289 g·mol−1 |
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| Melting point | 203 °C (397 °F) |
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Use and effects
In his book PiHKAL (Phenethylamines I Have Known and Loved), Alexander Shulgin lists ψ-DOM's dose as 15 to 25 mg orally and its duration as 6 to 8 hours.[1][3] The effects of ψ-DOM were reported to include feeling weird or strange, closed-eye imagery, some visuals, introspection, feeling stoned, spaciness, lightheadedness, muscle tremors, palpitations, and diarrhea.[1] The visuals were said to have been less than expected based on the intensity of its effects.[1] The drug is about one-third as potent as DOM.[1][3]
Interactions
Pharmacology
Pharmacodynamics
ψ-DOM shows affinity for the serotonin 5-HT2A and 5-HT2C receptors (Ki = 49–351 nM and 50 nM, respectively).[4][5] Its affinity for the serotonin 5-HT2A receptor was about 2.6- to 3.5-fold lower than that of DOM.[4][5] The drug acts as an agonist of the serotonin 5-HT2A receptor similarly to DOM.[5]
ψ-DOM has been found to substitute for LSD and 5-MeO-DMT in rodent drug discrimination tests.[6][7] Conversely, it did not substitute for the serotonin 5-HT1A receptor agonist LY-293284 in such tests.[6]
Chemistry
Synthesis
The chemical synthesis of ψ-DOM has been described.[1]
Analogues
Analogues of ψ-DOM include other ψ-PEA derivatives like TMA-6 (ψ-TMA-2), Ψ-2C-T-4, and Ψ-DODFMO, among others.[1][3]
History
Ψ-DOM was first described in the literature by Alexander Shulgin in 1970.[8] Subsequently, it was described in greater detail by Shulgin in his 1991 book PiHKAL (Phenethylamines I have Known and Loved).[1]
Society and culture
Legal status
Canada
Ψ-DOM is a controlled substance in Canada under phenethylamine blanket-ban language.[9]
United States
Ψ-DOM is not an explicitly controlled substance in the United States.[10] However, it could be considered a controlled substance under the Federal Analogue Act if intended for human consumption. In addition, it may be considered scheduled as a positional isomer of DOM.[10][11]