This MedLibrary.org supplementary page on 2,5-Dimethoxy-4-methylamphetamine is provided directly from the open source Wikipedia as a service to our readers. Please see the note below on authorship of this content, as well as the Wikipedia usage guidelines. To search for other content from our encyclopedia supplement, please use the form below:
Related Sponsors
 |
This article needs additional citations for verification. Please help improve this article by adding reliable references. Unsourced material may be challenged and removed. (December 2007) |
| 2,5-Dimethoxy-4-methylamphetamine | |
|---|---|
 |
|
 |
|
| IUPAC name | 1-(2,5-Dimethoxy-4-methylphenyl)-2-aminopropane |
| Other names | 2,5-Dimethoxy-4-methylamphetamine |
| Identifiers | |
| CAS number | 315588-95-1 26011-50-7 43061-13-8 43061-14-9 |
| SMILES |
|
| Properties | |
| Molecular formula | C12H19NO2 |
| Molar mass | 209.29 g/mol |
| Melting point |
61 °C |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox references |
|
DOM (or STP, allegedly standing for Serenity, Tranquility and Peace, but based on the motor oil company STP as named by Owsley Stanley) is a psychedelic hallucinogenic drug and a substituted amphetamine of the phenethylamine class of compounds, sometimes used as an entheogen. DOM was first synthesized by Alexander Shulgin. The full name of the chemical is 2,5-dimethoxy-4-methylamphetamine. DOM has a stereocenter and R-(-)-DOM is the more active stereoisomer. In his book PiHKAL (Phenethylamines i Have Known And Loved), Shulgin lists the dosage range as 3 to 10mg. DOM is generally taken orally. DOM is classified as a Schedule I substance in the United States, and is similarly controlled in other parts of the world. Internationally, DOM is a Schedule I drug under the Convention on Psychotropic Substances1.
Not much information is known about the toxicity of DOM. According to Shulgin, the effects of DOM typically last 14 to 20 hours. Clinical studies have indicated that repeated exposures to DOM can result in the rapid development of tolerance in as little as three days.
In mid-1967, tablets containing 20 mg (later 10 mg) of DOM were widely distributed in the Haight-Ashbury District of San Francisco under the name of STP. This short-lived appearance of DOM on the black market proved disastrous for several reasons. First, the tablets contained an excessively high dose of the chemical. This, combined with DOM’s slow onset of action (which encouraged some users, familiar with drugs that have quicker onsets, such as LSD, to re-dose) and its remarkably long duration, caused many users to panic and sent some to the emergency room. Second, treatment of such overdoses was complicated by the fact that no one at the time knew that the tablets called STP were, in fact, DOM.
Another structural isomer of DOM is also known to be active. This compound has the methoxy groups at the 2,6 positions instead, and is known as Ψ-DOM.
See also
References
- ^ "List of psychotropic substances under international control". Retrieved on 2007-03-30.
External links
|
|||||
Wikipedia content modification information:
- This page was last modified on 15 November 2008, at 17:33.
Wikipedia Authorship and Review
Wikipedia content provided here is not reviewed directly by MedLibrary.org. Wikipedia content is authored by an open community of volunteers and is not produced by or in any way affiliated with MedLibrary.org.
Wikipedia Usage Guidelines
This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article on "2,5-Dimethoxy-4-methylamphetamine".
The URL for this specific entry is:
All Wikipedia text is available under the terms of the GNU Free Documentation License. (See Copyrights for details). Wikipedia® is a registered trademark of the Wikimedia Foundation, Inc.