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2C-T's (Shulgin's sulfur symphony)

Voor vragen/discussies over stoffen zoals 2C-B en 2C-I. Drugs zoals 25I-NBOMe horen hier ook thuis.

2C-T's (Shulgin's sulfur symphony)

Berichtdoor Piotr » wo dec 03, 2014 12:54 am

Ik vond het wel tijd dat er een algemeen 2C-T-x topic werd gemaakt om een overzicht weer te geven van de zwavel gesubstitueerde 2c-reeks. Van de bekendere analogen tot de onbekendere en zelfs nooit gesysnthetiseerde analogen. De analogen komen voort uit syntheses van Alexander Shulgin, waarbij Daniel Trachsel voor het vervolg van de hogere reeks substituties heeft gezorgd. De bekendste uit deze reeks zijn 2C-T-2, 2C-T-4 en 2C-T-7. Deze drie analogen zijn voorheen ook in de smartshops verkocht als 2C-B vervanger en zijn tegenwoordig moeilijk te vinden op straat.

De stoffen uit deze reeks worden over het algemeen gezien als heftigere psychedelica ten opzichte van de klassieke 2C'tjes. Een aantal stoffen uit deze reeks hebben al ernstige bad trips bezorgd met lethale afloop. Dit is mogelijk te wijten aan de MAOi-interacties die ze kunnen veroorzaken, wat het gevaarlijk maakt ze te combineren met serotogene drugs zoals MDMA.


2C-T (2,5-dimethoxy-4-methylthiophenethylamine)
Active in doses of 50-150mg, this compound produces a euphoric psychedelic experience for 5-6 hours that nonetheless was described as “generic” by Shulgin. Lack of potency relative to other closely related compounds and the somewhat shallow mental state make this a rare find on the research chemical market.


2C-T-2 (2,5-dimethoxy-4-ethylthiophenethylamine)
Active in doses of 10-30mg, this compound produces a 6-8 hour experience most notable for its intellectual introspection, mescaline styled visuals, and unholy ability at higher doses to cause physical distress including nausea during the first hour of the experience. Like mescaline, after the purge a sense of contentment develops and the experience then progresses naturally. 2C-T-2 first rose to wide fame after the banning of 2C-B, and was first sold by Dutch smartshops as a substitute in 1997. As it produced a much richer and deeper psychedelic experience than 2C-B, it did not have as wide an appeal on the club circuit, but still sold widely enough that it was eventually banned by Dutch authorities.


2C-T-3 (2,5-dimethoxy-4-(beta-methallyl)thiophenethylamine)
Also known as 2C-T-20. Before working on the 2C-T series Shulgin investigated a similar series of promising compounds dubbed the Alephs, of which Aleph-3 was the beta-methallyl homologue. The synthesis of Aleph-3 was attempted, abandoned, and eventually forgotten. Years later the idea came to Shulgin again, and the beta-methallyl Aleph was begun anew along with the corresponding beta-methallyl 2C-T compound (2C-T-20). This led to the rediscovery of notes referencing the initial Aleph-3 synthesis attempt, and 2C-T-20 was renamed 2C-T-3 in order to maintain consistency with the Aleph project.


2C-T-4 (2,5-dimethoxy-4-isopropylthiophenethylamine)
The isopropyl companion to the propyl substituted 2C-T-7. Active in doses between 8-20mg, it produces a long lasting change in mental state for 12 to 18 hours with a slight dissociative character. Human testing showed huge variance in responses, particularly in the subcategories of visual distortion and euphoric response. The inability to predict whether a 12+ hour long psychedelic experience would be euphoric and illuminating or dysphoric and anxiety ridden has contributed to a lack of recreational usage of this drug.


2C-T-5 (2,5-dimethoxy-4-cyclohexylthiophenethylamine)
Has never been synthesized according to public knowledge, and was presumably based the similarly structured Aleph-5.


2C-T-6 (2,5-dimethoxy-4-phenylthiophenethylamine)
Has never been synthesized according to public knowledge, and was presumably based the similarly structured and successfully synthesized Aleph-6.


2C-T-7 (2,5-dimethoxy-4-(n)-propylthiophenethylamine)
Active in doses of 10-40mg with a duration of 8-16 hours, 2C-T-7 is perhaps the most popular of Shulgin’s sulfur substitutions likely due to a more consistent euphoric effect. A powerful psychedelic character lies underneath however, and initial hype about a easy to handle “candyflip” experience may have resulted in some overwhelming experiences. With nausea reported less frequently as a side effect in comparison to 2C-T-2, many cast 2C-T-2 aside as a shorter less euphoric 2C-T-7. This is not necessarily a valid critique, as the more euphoric mental state of 2C-T-7 often results in “sloppier” emotional analysis relative to the slightly more difficult and intellectual 2C-T-2. 2C-T-7 began its rise to fame in the summer of 1999 as Dutch smartshops began selling it in 7.5mg tablets dubbed “Blue Mystic” due to the success (and resulting ban) of 2C-T-2. Unsurprisingly, 2C-T-7 was quickly banned as well.


2C-T-8 (2,5-dimethoxy-4-cyclopropylmethylthiophenethylamine)
Active in doses of 30-50mg and producing a 10-15 hour experience, this compound produces a mental state that many did not wish to repeat. Shulgin said in PiHKAL, “there are as many negatives as there are positives, and the particular substitution pattern is not one to set the world on fire.”


2C-T-9 (2,5-dimethoxy-4-(t)-butylthiophenethylamine)
Active in doses of 60-100mg, it produces a 12-18 hour experience with significant peripheral body load and little psychedelic reward for the effort. Note that Wikipedia currently incorrectly refers to this as the n-butylthio substitution rather than the tert-butylthio referenced in PiHKAL, as the n-butylthio substitution should be referred to as 2C-T-19.


2C-T-10 (2,5-dimethoxy-4-(2-pyridylthio)phenethylamine)
Synthesis was abandoned before completion, and has not been completed by others according to public knowledge.


2C-T-11 (2,5-dimethoxy-4-(4-bromophenylthio)phenethylamine)
Synthesis was abandoned before completion, and has not been completed by others according to public knowledge.


2C-T-12 (2,5-dimethoxy-4-(1-morpholinothio)phenethylamine)
Synthesis was abandoned before completion, and has not been completed by others according to public knowledge.


2C-T-13 (2,5-dimethoxy-4-(β-methoxyethylthio)phenethylamine)
Active in doses from 25 to 40 mg, it produces a experience 6 to 8 hours in length. There is a focus on closed eye visual effects, with only slight visual distortions present if the eyes are open.


2C-T-14 (2,5-dimethoxy-4-(2-methylthioethylthio)phenethylamine)
The sulfur counterpart to 2C-T-13. Synthesis has been taken to the nitrostyrene stage by Shulgin, producing “garish orange-red ‘Las Vegas’ colored crystals” which at the time of writing were “sitting on the shelf waiting to be reduced to the target compound”. It is unclear if the synthesis was completed, and no bioassays are publicly known.


2C-T-15 (2,5-dimethoxy-4-cyclopropylthiophenethylamine)
Similar to 2C-T-8, with the cyclopropyl group one carbon closer to the phenyl ring. This compound appears to have been unremarkable, with only threshold effects noted at 30mg. Like 2C-T-8, this “particular substitution pattern is not one to set the world on fire”.


2C-T-16 (2,5-dimethoxy-4-allylthiophenethylamine)
Synthesis was taken to the nitrostyrene stage by Shulgin, but has not been completed to public knowledge.


2C-T-17 (2,5-dimethoxy-4-sec-butylthiophenethylamine)
Dubbed “Nimitz” by Shulgin after State Highway 17 from Oakland to San Jose (the Nimitz freeway), now called Interstate 880. Active in doses of 60 to 100 mg, it produces a 10-15 hour experience with alteration of thought patterns but little visual distortion. This compound is also notable for possessing a secondary butyl group containing an asymmetric carbon atom. Only racemic 2C-T-17 has been bioassayed, but Shulgin was extremely curious if the activity of the compound could be isolated to one of the two stereoisomers. This would be similar to the isolation of psychedelic effects to the R isomers of the substituted amphetamines, with their asymmetric carbon next to the amine group on the other side of the phenyl ring. Both stereoisomers of 2C-T-17 were brought to the nitrostyrene stage, but the independent synthesis of the individual stereoisomers was never completed to public knowledge.


2C-T-18 (2,5-dimethoxy-4-cyclobutylphenethylamine)
Synthesis was taken to the nitrostyrene stage by Shulgin, but has not been completed to public knowledge.


2C-T-19 (2,5-dimethoxy-4-n-butylthiophenethylamine)
Synthesis was taken to the nitrostyrene stage by Shulgin, but not completed to public knowledge.


2C-T-20 (2,5-dimethoxy-4-(beta-methallyl)thiophenethylamine)
Also known as 2C-T-3. Before working on the 2C-T series Shulgin investigated a similar series of promising compounds dubbed the Alephs, of which Aleph-3 was the beta-methallyl homologue. The synthesis of Aleph-3 was attempted, abandoned, and eventually forgotten. Years later the idea came to Shulgin again, and the beta-methallyl Aleph was begun anew along with the corresponding beta-methallyl 2C-T compound (2C-T-20). This led to the rediscovery of notes referencing the initial Aleph-3 synthesis attempt, and 2C-T-20 was renamed 2C-T-3 in order to maintain consistency with the Aleph project.


2C-T-21 (2,5-dimethoxy-4-(2-fluoroethylthio)phenethylamine)
The fluoroalkyl counterpart to 2C-T-7. Active in dosages between 8 and 12 mg it produces a 7 to 12 hour experience with a euphoric push. It was the first psychedelic compound synthesized which contained six separate elements, was widely regarded as a rich and unique material, and now languishes in obscurity due to an infamous incident that led to a large-scale DEA investigation.


2C-T-21.5 (2,5-dimethoxy-4-(2,2-difluouroethylthio)phenethylamine)
Shulgin refers to this compound at the end of the 2C-T-21 entry in PiHKAL.

And it has just occurred to me that there is yet another effort that is certainly worth making, inspired by the observation that 2,2-difluoroethyl iodide is commercially available and not prohibitively expensive. It, with 2,5-dimethoxythiophenol, and following the obvious steps to the aldehyde, the nitrostyrene, and the final amine, would produce 2,5-dimethoxy-4-(2,2-difluoroethylthio)phenethylamine hydrochloride. It lies exactly half way between the highly potent 2C-T-21 (the mono-fluoro), and the yet to be finished 2C-T-22 (the trifluoro). Let’s be weird, and call it 2C-T-21.5. I will wager mucho that it will be very potent.


2C-T-22 (2,5-dimethoxy-4-(2,2,2-trifluouroethylthio)phenethylamine)
Synthesis was abandoned due to difficulties in purifying the aldehyde, and has not been completed to public knowledge.


2C-T-23 (2,5-dimethoxy-4-cyclopentylthiophenethylamine)
Synthesis was taken to the aldehyde stage by Shulgin, but has not been completed to public knowledge.


2C-T-24 (2,5-dimethoxy-4-diethylaminothiophenethylamine)
Shulgin’s synthesis of this compound was unsuccessful, and it was not given a name. Murple dubbed it 2C-T-24. Shulgin describes his attempt in PiHKAL.


2C-T-25 (2,5-dimethoxy-4-isobutylthiophenethylamine)
The isobutyl to 2C-T-4′s isopropyl, or an unfluorinated 2C-T-21.5. This compound was synthesized by Daniel Trachsel but has not been bioassayed to public knowledge.


2C-T-27 (2,5-dimethoxy-4-benzylthiophenethylamine)
Synthesized by Daniel Trachsel but has not been bioassayed to public knowledge.


2C-T-28 (2,5-dimethoxy-4-(3-fluoropropylthio)phenethylamine)
The fluoroalkyl counterpart to 2C-T-19. Synthesized by Daniel Trachsel but has not been bioassayed to public knowledge.


2C-T-30 (2,5-dimethoxy-4-(4-fluorobutylthio)phenethylamine)
2C-T-28 with an additional carbon in the alkyl chain. Synthesized by Daniel Trachsel but has not been bioassayed to public knowledge.


2C-T-31 (2,5-dimethoxy-4-(4-trifluoromethylbenzylthio)phenethylamine)
A 4-trifluoromethyl substituted 2C-T-27. Synthesized by Daniel Trachsel but has not been bioassayed to public knowledge.


2C-T-32 (2,5-dimethoxy-4-(2,3,4,5,6-pentafluorobenzylthio)phenethylamine)
A ring-fluorinated 2C-T-27. Synthesized by Daniel Trachsel but has not been bioassayed to public knowledge.


2C-T-33 (2,5-dimethoxy-4-(3-methoxybenzylthio)phenethylamine)
A 3-methoxy substituted 2C-T-27. Synthesized by Daniel Trachsel but has not been bioassayed to public knowledge.


voornaamste bronnen:
http://countyourculture.com/2011/01/15/ ... ny-part-i/
http://countyourculture.com/2011/04/03/ ... y-part-ii/
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Re: 2C-T's (Shulgin's sulfur symphony)

Berichtdoor Fool » wo dec 03, 2014 1:43 am

Thanks voor de duidelijke uiteenzetting, altijd interessant leesvoer! :hulde:
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Re: 2C-T's (Shulgin's sulfur symphony)

Berichtdoor Piotr » wo dec 03, 2014 2:08 am

Je moet die bronnen maar eens openen. Mooie site over voornamelijk research chemicals. Duidelijk en geschreven voor volk met al enige informatie over de stoffen.
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Re: 2C-T's (Shulgin's sulfur symphony)

Berichtdoor Fool » wo dec 03, 2014 4:41 pm

Ah thanks, zal t vandaag ergens eens goed doornemen! Altijd interessant :)

Edit, goede site :hulde:
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Re: 2C-T's (Shulgin's sulfur symphony)

Berichtdoor Piotr » wo dec 03, 2014 7:50 pm

Ik heb zelf ook wel interesse in een aantal van de reeks. Ik kan momenteel aan vier verschillende komen, waaronder de drie bekendste. Misschien dat ik ooit 2C-T-4 aanschaf, in plaats van de 2C-T-7 die ik eerder op het oog had. Al ga ik er niet te veel mee experimenteren. Het zijn niet de minst risicovolle stoffen...
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Re: 2C-T's (Shulgin's sulfur symphony)

Berichtdoor Abysmal » vr dec 05, 2014 12:50 am

Sticky?! :)
In het verleden behaalde resultaten bieden geen garantie voor de toekomst.
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