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Trivial Name: DOC
Synonyms: 3C-C, 4-chloro-2,5-dimethoxyamphetamine
Full Chemical Name: 1-(4-chloro-2,5-dimethoxyphenyl)propan-2-amine
Molecular Formula: C11H16ClNO2
Molecular Mass: 229.7 g/mol
One of a number of psychedelic amphetamines first synthesized and investigated by Alexander Shulgin.
From Shulgin's PiHKAL, entry #64:
DOSAGE: 1.5 - 3.0 mg.
DURATION: 12 - 24 h.
QUALITATIVE COMMENTS: (with 1.6 mg) I was hit with a slightly light head; the effects were quite real. I was disconnected, and somehow spacey, but this was a favorable spacey which was kind of fun. Somewhere at about the sixth hour I realized that I was beginning to drop off a bit, but six hours later yet, there was still a lot of memory. This is a long thing.
(with 2.4 mg) This is what I might call an archetypical psychedelic. Everything is there in spades, with few if any of the subtle graces, the `gentle images' and `gentle fantasies' of the 2-carbon phenethylamines. This is the works. There are visuals, and there are interpretive problems with knowing just where you really are. The place where nothing makes sense, and yet everything makes sense. I have just slept for a few hours, and now I am awake and it has been eighteen hours, and there is a lot still going on, although I have a relaxed, good feeling. Anyone who uses this had better have 24 hours at their disposal.
(with 2.4 mg) Here I am at the sixth hour, and I am still roaring along at a full plus three. I have established that this material is neither anti-erotic nor anorexic. The body is very comfortable, and so is the mind. There is an interesting aspect, perhaps peculiar only to this experiment and under these conditions. With my eyes closed the fantasy is a completely dark screen, lovely and seductive, subtle, and yet light must be deliberately brought in. This is not in any way negative for being in the dark, but is just unusual. I will have to try this in the daylight next time, to see what the eyes-closed brings to the mind-screen. At 24 hours, I have found that my sleep was not too great. My dreams were tight, and I kept defending against trouble; the nervous system was too alert. I was in a good humor, though, and I still am. This is excellent stuff, but start early in the day.
EXTENSIONS AND COMMENTARY: It is clear that the three halo-amphetamine derivatives, DOI, DOB and DOC, are all pretty much of the same potency. And all of them very long lived. The difference between the various halogen atoms was brought up under the 2C-C discussion. DOC is clearly a long-lasting, dyed-in-the-wool psychedelic.
There are two stereoisomers of this compound. The specific properties of each have not been clearly characterized to date.
Legal status in UK: Class A controlled substance under the Misuse of Drugs Act, as it is covered under a clause regarding derivatives of phenethylamine.
Legal status in the Republic of Ireland: Schedule I controlled substance under the Misuse of Drugs Act, as it is covered by a clause regarding derivatives of phenethylamine.
Legal status in US: Although not explicitly controlled at Federal level this substance may be deemed a controlled substance analogue of DOB or 2C-C under the Federal Analog Act under certain circumstances. Legality under state law will vary depending on the specific legislation enacted in each US state.
Legal status in Canada: Schedule I controlled substance.
SWIM was wondering about DOC. he read on here that it has been stored in everclear so that means it is alcohol soluble. Is it water soluble as well? If so or if not so, if it was dissolved in a liquid how could it be measured, 1mL = 1mg? any info on this is appreciated
It all depends on how much swiy dilluted the liquid. If swim were to put 100 mg's in 100 mL, 1 mL would equal 1 mg. likewise 100 mg's to 50mL would be .5 mL per 1 mg. It is water soluble. probably less so then it is in alcohol but with the amounts neccesary that should not be an issue. For small quanity's isopropol alcohol, wintegreen extract or any other kind of household alcohol is not detrimental to swiys health.
More info: it would be irresponsibly dangerous to prepare such a saturated solution of a potent chemical like DOC for liquid measurement. Even an error of .1 mL would be a recipe for disaster. 1 mg per mL or even more dilute would be much wiser.
Swims advice would be to go to your local pharmacy and ask them for one of those little syringes without the needle. They have mL markings and .2 mL's marked off, fairly accurately. They are a valuable tool for precision when it comes to DOC and they are usually free.
Although the more dillute the safer, it may be difficult to transport swiys DOC dose to swiys desired tripping grounds. swim personally likes sugar cubes. However swiy could on further reflection just dump a dillute concentration in a water or juice bottle before swiy left the house.
DOC is a wonderful chemical. Although the duration may look intimidating alot of the duration is spent in the after effects which would be similiar to an "acid hangover" or any other exhuasted lay over with mild visuals. If one were to dose around mid day they would likely be able to sleep at a reasonable hour. The length is considerably lower with a low to moderate dose. The time commitment would be similiar to an LSD trip perhaps a little bit longer. As with alot of the chems swim found the duration a bit exagerrated
4-Chloro-2,5-dimethoxyamphetamine or 2,5-dimethoxy-4-chloroamphetamine or 4-Chloro-2,5-DMA or DOC is a psychedelic hallucinogenic drug of the phenethylamine family. Used by some as an entheogen, DOC was presumably first synthesized by Alexander Shulgin. The drug is generally taken orally, but some users have been known to insufflate or smoke the pure powder.
DOC is a substituted alpha-methylated phenethylamine, a class of compounds commonly known as amphetamines. The full name of the chemical is 2,5-dimethoxy-4-chloro-amphetamine. DOC has a stereocenter and R-(-)-DOC is the more active stereoisomer. DOC is the 3-carbon chain homologue of the psychedelic 2C-C.
A normal average dose of DOC ranges from .5-8.0 mg; the former producing threshold effects, and the latter producing extremely strong effects. Doses up to 10mg have been known to send the user into a restless stupor. Onset of the drug is 1-3 hours, peak and plateau at 4-8 hours, and a gradual come down. After effects can last well into the next day.
Unlike simple amphetamines, DOC is a psychedelic that resembles LSD, DOB, and mescaline. These effects include open and closed eye visuals, increased awareness of sound and movement and euphoria.
The mechanism of DOC’s hallucinogenic effects is unknown, but like DOB and DOI, it may be mediated by partial agonistic activity at the 5-HT2A serotonin receptor, and binding affinity for the 5-HT2B and the 5-HT2C serotonin receptor.
The toxicity of DOC is not known, but nausea, chest pains, and vasoconstriction have been reported by some users. In June 2006 four teenagers were admitted to a hospital in Metropolitan Detroit, Michigan after accidentally overdosing DOC. To date, there have been no deaths attributed to DOC. However, DOC is an extremely potent psychoactive, and the risk of overdose is great if unknown or extreme dosages are taken.
Although rare on the black market, sales of DOC on blotting paper and in capsules was reported in late 2005. 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.
4-chloro-2,5-dimethoxyamphetamine is unscheduled in the United States. It is likely that it would be considered an analogue (of DOB or DOM), in which case, 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 2,5-dimethoxyamphetamine, 4-bromo-2,5-dimethoxyamphetamine, and 4-methyl-2,5-dimethoxyamphetamine are Schedule I controlled substances. DOC is scheduled in many other countries including Canada, Germany, New Zealand, Sweden and the UK.
mod edit there are conflicting reports circulating, with several, apparently independent reports including the spanish harm reduction group Energy Control claiming a green color with Marquis. ~TF~
second mod edit just to back up what was said by TF, the Marquis tests performed by Energy Control were done with an authentic standard of DOC and yielded a pale green color. a bright yellow response would indeed be unusual for this compound. -Phenoxide-
Warning, this is anecdotal and quoted from an online forum from *gasp* 2005. It seems that DOC is very troublesome to make, that's why there are so many conflicting ID's. In some cases, MS looks identical to 2C-I
Its easily to screw the (chlorination) synthesis in that one and 2C-C giving rise to overchlorinated/isomer products (and look at the horrible yields).Recooking a recipe in such cases,even if done point to point,often leads to totally different results.Shulgin is usually exact though I miss a bit analytical data in PIHKAL.
But the dose range given seems accurate (with the usual "on the low side" remark),I would expect it to be somewhat less potent than DOB and DOI.Usually the potency-differences with the amphetamines are not as pronounced as with the corresponding 2C's.PIHKAL's highest exp. was 2.4mg, the 1.5-3mg range given a sure sign of lack of data but perceived safetyness to go higher.
5-8mg given here sound okay,theres also one 2.3mg (R)-DOI (4.6mg rac.) exp. in PIHKAL and I heard of 6-8mg doses.DOM is also given in the 3-14mg (2C-D 20-60mg,2C-C 20-50mg for comparisons).
Generally,starting low on a compound somehow results in reaching you sooner the +3 level-carefully learning even the fine aspects of the soul of a molecule the better way to "break-through"?
But,see above,purity/identity will always be an issue with DOC.Shitty DOB is just the easiest/costeffective to make.
It does seem like pihkal is way off on this one, well with the dose especially. The DOC I have has been analysed and its ~100%. I read someone's post on another forum saying that Shulgin screwed up the synth on this one, saying "some of it" (i'm assuming they made some according to his synth) was analysed in Germany and found to be a multi chlorinated PEA, I don't know the source of this info but I read before this on synthetikal - a guy posted on how he tried to make some DOC, but ended up with 3,4,6-trichloro-2,5-DMA, yet it was still active at 5mg and was well liked "2c-b like visuals" anyway..
Last edited by Terrapinzflyer; 04-01-2011 at 00:47.
^^ I would rather take issue with the claim that Shulgin "screwed up" the synth as he is the Creator of DOC. Further- pihkal has been thoroughly "peer reviewed" and anything that needed fixing or clarification was long ago dealt with.
Personally, the turtles aardvark would put his faith in Shulgin over some random, anynomous postings from an "expert" on the net...
I don't think the poster was trying to say Shulgin did not produce DOC, I think he was saying that an early attempt was unsuccessful. There was some banter that I did not post as the thread ran off on weird tangents. The point I was trying to make was why DOC synthesis is so often unsuccessful, and what may have possibly happened with the batch Fatal posted about and my Lab Rat received as well.
It was pertinent information. There have been several attempted batches of DOC out there that were not a scam, just improper synthesis.