|Systematic (IUPAC) name|
|Legal status||Unscheduled (AU) Schedule III (CA) Class A (UK) Unscheduled (US)|
|Mol. mass||229.70 g/mol|
|(what is this?)|
2,5-Dimethoxy-4-chloroamphetamine (DOC) is a psychedelic drug of the phenethylamine and amphetamine chemical classes. It was presumably first synthesized by Alexander Shulgin, and was described in his book PiHKAL (Phenethylamines i Have Known And Loved).
DOC is a substituted alpha-methylated phenethylamine, a class of compounds commonly known as amphetamines. The phenethylamine equivalent (lacking the alpha-methyl group) is 2C-C. DOC has a stereocenter and R-(-)-DOC is the more active stereoisomer.
A normal average dose of DOC ranges from 0.5–7.0 mg the former producing threshold effects, and the latter producing extremely strong effects. Onset of the drug is 1–3 hours, peak and plateau at 4–8 hours, and a gradual come down with residual stimulation at 9-20h. After effects can last well into the next day
Unlike simple amphetamines, DOC is considered a chemical that influences cognitive and perception processes of the brain. The strongest supposed effects include open and closed eye visuals, increased awareness of sound and movement, and euphoria. In the autobiography PiHKAL, Alexander Shulgin refers to DOC as an "archetypal psychedelic" (#64); its presumed full-range visual, audio, physical, and mental effects show exhilarating clarity, and some overwhelming, humbling, and "composting"/interweaving effects.
The toxicity of DOC is not known, but nausea, chest pains, and vasoconstriction have been reported by some users. There has been at least one case of anion gap metabolic acidosis with respiratory failure requiring care in an intensive care unit following ingestion of the drug, as well as a fatality via respiritory depression currently awaiting autopsy to check for a possible drug combination interaction. In April 2013, a case of death due to DOC was reported. The source does not specify whether the drug alone caused the death.
Although rare on the black market, sales of DOC on blotting paper and in capsules was reported in late 2005 and again in late 2007. According to the DEA [ December Microgram], the Concord Police Department in Contra Costa County, California, in the US, seized "a small piece of crudely lined white blotter paper without any design, suspected LSD 'blotter acid'". They added "Unusually, the paper appeared to be hand-lined using two pens, in squares measuring approximately 6 x 6 millimeters. The paper displayed fluorescence when irradiated at 365 nanometers; however, color testing for LSD with para-dimethylaminobenzaldehyde (PDMAB) was negative. Analysis of a methanol extract by GC/MS indicated not LSD but rather DOC (not quantitated but a high loading based on the TIC)". DOC is sometimes misrepresented as LSD by unscrupulous dealers. This is particularly dangerous, as DOC is not known to have the safety profile of LSD. It can be particularly unsafe, in comparison to LSD, for those suffering from hypertension, as amphetamine compounds are known to cause sharp increases in systolic blood pressure.
Drug prohibition laws
Denmark added DOC to the list of Schedule I controlled substances as of 8.4.2007.
Scheduled in Anlage I since 22.1.2010.
Sveriges riksdag added DOC to schedule I ("substances, plant materials and fungi which normally do not have medical use") as narcotics in Sweden as of Aug 30, 2007, published by Medical Products Agency in their regulation LVFS 2007:10 listed as DOC, 4-klor-2,5-dimetoxi-amfetamin. DOC was first classified by Sveriges riksdags health ministry Statens folkhälsoinstitut as "health hazard" under the act Lagen om förbud mot vissa hälsofarliga varor (translated Act on the Prohibition of Certain Goods Dangerous to Health) as of Jul 1, 2004, in their regulation SFS 2004:486 listed as 4-klor-2,5-dimetoxiamfetamin (DOC).
DOC is unscheduled in the United States. The Department of Justice considers it to be an analogue of DOB and, as such, sales for human consumption or possession with the intent to ingest could be prosecuted under the Federal Analogue Act. In the United States, the analogues DMA, DOB, and DOM are Schedule I controlled substances.
- Shulgin, Alexander; Shulgin, Ann (September 1991). PiHKAL: A Chemical Love Story. United States: Transform Press. p. 978. ISBN 0-9630096-0-5. Archived from the original on 3 January 2010. Retrieved 30 November 2009.
- "Erowid DOC Vault : Dosage". Archived from the original on 2 May 2008. Retrieved 22 April 2008.
- "Erowid Online Books : "PiHKAL" - #64 DOC". Retrieved 17 November 2005.
- Bucks, Jonathan (25 April 2013). ""Moment of madness": rare drug implicated in student death". The Saint. Retrieved 25 April 2013.
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- "Erowid DOC Vault : Legal Status". Archived from the original on 1 May 2008. Retrieved 22 April 2008.
- DEA Resources, Microgram, October 2007