2C-T-8
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2C-T-8, also known as 4-cyclopropylmethylthio-2,5-dimethoxyphenethylamine, is a
psychedelic Psychedelics are a subclass of hallucinogenic drugs whose primary effect is to trigger non-ordinary mental states (known as psychedelic experiences or "trips") and a perceived "expansion of consciousness". Also referred to as classic halluci ...
phenethylamine Phenethylamine (PEA) is an organic compound, natural monoamine alkaloid, and trace amine, which acts as a central nervous system stimulant in humans. In the brain, phenethylamine regulates monoamine neurotransmission by binding to trace ami ...
of the 2C family. It was first synthesized by
Alexander Shulgin Alexander Theodore "Sasha" Shulgin (June 17, 1925 – June 2, 2014) was an American biochemist, broad researcher of synthetic psychoactive compounds, and author of works regarding these, who independently explored the organic chemistry and ph ...
, sometimes used as an
entheogen Entheogens are psychoactive substances used in spiritual and religious contexts to induce altered states of consciousness. Hallucinogens such as the psilocybin found in so-called "magic" mushrooms have been used in sacred contexts since ancie ...
.


Chemistry

The full name of the chemical is 2,5-di
methoxy In organic chemistry, a methoxy group is the functional group consisting of a methyl group bound to oxygen. This alkoxy group has the formula . On a benzene ring, the Hammett equation classifies a methoxy substituent at the ''para'' position a ...
-4-
cyclopropyl A cyclopropyl group is a chemical structure derived from cyclopropane; it is typically produced in a cyclopropanation reaction. The group has an empirical formula of C3H5 and chemical bonds from each of the three carbons to both of the other tw ...
methyl In organic chemistry, a methyl group is an alkyl derived from methane, containing one carbon atom bonded to three hydrogen atoms, having chemical formula (whereas normal methane has the formula ). In formulas, the group is often abbreviated as ...
thio
phenethylamine Phenethylamine (PEA) is an organic compound, natural monoamine alkaloid, and trace amine, which acts as a central nervous system stimulant in humans. In the brain, phenethylamine regulates monoamine neurotransmission by binding to trace ami ...
. The compound is reported to have a bad taste and smell.


Effects

In his book ''
PiHKAL ''PiHKAL: A Chemical Love Story'' is a book by Alexander Shulgin and Ann Shulgin published in 1991. The subject of the work is Psychoactive drug, psychoactive phenethylamine Derivative (chemistry), chemical derivatives, notably those that act ...
'', Shulgin lists the dosage range as 30 to 50 mg.2C-T-8 Entry in PiHKAL
/ref> 2C-T-8 is generally taken orally and effects typically last 10 to 15 hours. Experiences have varied between
insight Insight is the understanding of a specific causality, cause and effect within a particular context. The term insight can have several related meanings: *a piece of information *the act or result of understanding the inner nature of things or of se ...
and
creativity Creativity is the ability to form novel and valuable Idea, ideas or works using one's imagination. Products of creativity may be intangible (e.g. an idea, scientific theory, Literature, literary work, musical composition, or joke), or a physica ...
at low doses to
hypersensitivity Hypersensitivity (also called hypersensitivity reaction or intolerance) is an abnormal physiological condition in which there is an undesirable and adverse immune response to an antigen. It is an abnormality in the immune system that causes Imm ...
and
paranoia Paranoia is an instinct or thought process that is believed to be heavily influenced by anxiety, suspicion, or fear, often to the point of delusion and irrationality. Paranoid thinking typically includes persecutory beliefs, or beliefs of co ...
at higher doses. A "thinking-connection" that is characteristic of the 2C-T group is evident in this chemical in stark contrast to the "pure euphoria" of phenethylamines such as
MDMA 3,4-Methylenedioxymethamphetamine (MDMA), commonly known as ecstasy (tablet form), and molly (crystal form), is an empathogen–entactogenic drug with stimulant and minor Psychedelic drug, psychedelic properties. In studies, it has been used ...
.


Legality

2C-T-8 is unscheduled and uncontrolled in the United States, but possession and sales of 2C-T-8 will probably be prosecuted under the
Federal Analog Act The Federal Analogue Act, , is a section of the United States Controlled Substances Act passed in 1986 which allows any chemical "substantially similar" to a controlled substance listed in Schedule I or II to be treated as if it were listed ...
because of its structural similarities to
2C-T-7 2C-T-7, also known as 4-propylthio-2,5-dimethoxyphenethylamine, is a psychedelic phenethylamine of the 2C family. In his book '' PiHKAL: A Chemical Love Story'', Alexander Shulgin lists the dosage range as 10–30  mg. 2C-T-7 is generall ...
. However, 2C-T-8, unlike many other
phenethylamines Substituted phenethylamines (or simply phenethylamines) are a chemical class of organic compounds that are based upon the phenethylamine structure; the class is composed of all the derivative (chemistry), derivative compounds of phenethylamine ...
has not been sold by internet retailers. In the wake of Operation Web Tryp in July 2004, the issue of possession and sales of 2C-T-8 and other similar chemicals will probably be resolved in the courtroom as will the fate of this rare but unique
psychedelic Psychedelics are a subclass of hallucinogenic drugs whose primary effect is to trigger non-ordinary mental states (known as psychedelic experiences or "trips") and a perceived "expansion of consciousness". Also referred to as classic halluci ...
.


Canada

As of October 31, 2016, 2C-T-8 is a controlled substance (Schedule III) in Canada.


Pharmacology

The mechanism that produces 2C-T-8's hallucinogenic and entheogenic effects has not been specifically established, however it is most likely to result from action as a 5-HT2A
serotonin receptor 5-HT receptors, 5-hydroxytryptamine receptors, or serotonin receptors, are a group of G protein-coupled receptor and ligand-gated ion channels found in multiple tissues including the central and peripheral nervous systems. They mediate both ex ...
agonist An agonist is a chemical that activates a Receptor (biochemistry), receptor to produce a biological response. Receptors are Cell (biology), cellular proteins whose activation causes the cell to modify what it is currently doing. In contrast, an R ...
in the brain, a mechanism of action shared by all of the hallucinogenic tryptamines and phenethylamines for which the mechanism of action is known.


Dangers

The toxicity of 2C-T-8 is not well documented. 2C-T-8 is somewhat less potent than 2C-T-7, but it may be expected that at higher doses it would display similar toxicity to that of other phenethylamines of the 2C-T family. There have been no confirmed deaths due to 2C-T-8, though this may in part be due to its rarity and limited usage. Of the 2C-T family, there have been a few confirmed deaths due to
2C-T-7 2C-T-7, also known as 4-propylthio-2,5-dimethoxyphenethylamine, is a psychedelic phenethylamine of the 2C family. In his book '' PiHKAL: A Chemical Love Story'', Alexander Shulgin lists the dosage range as 10–30  mg. 2C-T-7 is generall ...
, which involved either insufflating large (>30 mg) doses and in one case an unknown oral dose was combined with 200 mg MDMA.Erowid.org
/ref>


Popularity

2C-T-8 is unknown on the black market. Limited accounts of 2C-T-8 can be found in the book
PiHKAL ''PiHKAL: A Chemical Love Story'' is a book by Alexander Shulgin and Ann Shulgin published in 1991. The subject of the work is Psychoactive drug, psychoactive phenethylamine Derivative (chemistry), chemical derivatives, notably those that act ...
.


See also

*
2C-T-33 2C-T-33, also known as 4-(3-methoxybenzylthio)-2,5-dimethoxyphenethylamine, is a serotonin receptor agonist of the phenethylamine and 2C families. It was first synthesized and described by Daniel Trachsel in 2003. The drug is not known to have ...


References

{{Phenethylamines 2C (psychedelics) Cyclopropyl compounds Psychedelic phenethylamines Thioethers