2C-T-17
Encyclopedia
2C-T-17 or 2,5-dimethoxy-4-(β-isobutylthio)phenethylamine is a psychedelic
phenethylamine
of the 2C family. It was presumably first synthesized by Alexander Shulgin
and reported in his book PiHKAL (Phenethylamines i Have Known And Loved)
.
of Aleph-17
, which has never been synthesized. The full chemical name is 2-[4-(2-isobutyl thio
)-2,5-dimethoxy
phenyl]ethanamine. The drug has structural
properties similar to drugs in the 2C-T series, with the most closely related compounds being 2C-T-7
and 2C-T-8
.
. 2C-T-17 has highly psychedelic
effects on thinking, but produces few to no visuals.
serotonin receptor
agonist
in the brain, a mechanism of action shared by all of the hallucinogenic tryptamines and phenethylamines for which the mechanism of action is known.
group at the 4 position such as 2C-T-7
and 4-MTA
are known to act as selective monoamine oxidase
A inhibitors, a side effect which can lead to lethal serotonin syndrome
when they are combined with stimulant
drugs. Most confirmed fatalities involving 2C-T drugs involve their combination with other drugs such as alcohol, ecstasy or cocaine.
because of its structural similarities to 2C-T-7
.
Psychedelic
The term psychedelic is derived from the Greek words ψυχή and δηλοῦν , translating to "soul-manifesting". A psychedelic experience is characterized by the striking perception of aspects of one's mind previously unknown, or by the creative exuberance of the mind liberated from its ostensibly...
phenethylamine
Phenethylamine
Phenylethylamine or phenethylamine is a natural monoamine alkaloid, trace amine, and also the name of a class of chemicals with many members well known for psychoactive drug and stimulant effects. Studies suggest that phenylethylamine functions as a neuromodulator or neurotransmitter in the...
of the 2C family. It was presumably first synthesized by Alexander Shulgin
Alexander Shulgin
Alexander "Sasha" Theodore Shulgin is an American pharmacologist, chemist, artist, and drug developer.Shulgin is credited with the popularization of MDMA, commonly known as ecstasy, in the late 1970s and early 1980s, especially for psychopharmaceutical use and the treatment of depression and...
and reported in his book PiHKAL (Phenethylamines i Have Known And Loved)
PiHKAL
PiHKAL: A Chemical Love Story is a book by Dr. Alexander Shulgin and Ann Shulgin which was published in 1991. The subject of the work is psychoactive phenethylamine chemical derivatives, notably those that act as psychedelics and/or empathogen-entactogens...
.
Chemistry
2C-T-17 is the 2 carbon homologueHomologous series
In chemistry, a homologous series is a series of compounds with a similar general formula, possessing similar chemical properties due to the presence of the same functional group, and showing a gradation in physical properties as a result of increase in molecular size and mass...
of Aleph-17
Aleph (psychedelic)
Aleph, or 2,5-dimethoxy-4-methylthioamphetamine, is a psychedelic hallucinogenic drug and a substituted amphetamine of the phenethylamine class of compounds, which can be used as an entheogen. It was first synthesized by Alexander Shulgin. In his book PiHKAL , Shulgin lists the dosage range as...
, which has never been synthesized. The full chemical name is 2-[4-(2-isobutyl thio
Thio
The prefix thio-, when applied to a chemical, such as an ion, means that an oxygen atom in the compound has been replaced by a sulfur atom. This meaning is especially valid in organic chemistry. For example, the word ether refers to an oxygen-containing compound having the general chemical...
)-2,5-dimethoxy
Methoxy
In chemistry , methoxy refers to the functional group consisting of a methyl group bound to oxygen. This alkoxy group has the formula O–CH3.The word is used in organic nomenclature usually to describe an ether...
phenyl]ethanamine. The drug has structural
Structure
Structure is a fundamental, tangible or intangible notion referring to the recognition, observation, nature, and permanence of patterns and relationships of entities. This notion may itself be an object, such as a built structure, or an attribute, such as the structure of society...
properties similar to drugs in the 2C-T series, with the most closely related compounds being 2C-T-7
2C-T-7
2C-T-7 is a psychedelic phenethylamine of the 2C family. In his book PiHKAL: A Chemical Love Story, Alexander Shulgin lists the dosage range as 10 to 30 mg. 2C-T-7 is generally taken orally, and produces psychedelic and entactogenic effects that last 8 to 15 hours...
and 2C-T-8
2C-T-8
2C-T-8 is a psychedelic phenethylamine of the 2C family. It was first synthesized by Alexander Shulgin, sometimes used as an entheogen.-Chemistry:The full name of the chemical is 2,5-dimethoxy-4-cyclopropylmethylthiophenethylamine...
.
General information
The dosage range of 2C-T-17 is typically 60-100 mg and its duration is approximately 10–15 hours according to ShulginAlexander Shulgin
Alexander "Sasha" Theodore Shulgin is an American pharmacologist, chemist, artist, and drug developer.Shulgin is credited with the popularization of MDMA, commonly known as ecstasy, in the late 1970s and early 1980s, especially for psychopharmaceutical use and the treatment of depression and...
. 2C-T-17 has highly psychedelic
Psychedelic
The term psychedelic is derived from the Greek words ψυχή and δηλοῦν , translating to "soul-manifesting". A psychedelic experience is characterized by the striking perception of aspects of one's mind previously unknown, or by the creative exuberance of the mind liberated from its ostensibly...
effects on thinking, but produces few to no visuals.
Pharmacology
The mechanism that produces 2C-T-17's hallucinogenic and entheogenic effects has not been specifically established, however it is most likely to result from action as a 5-HT2A5-HT2A receptor
The mammalian 5-HT2A receptor is a subtype of the 5-HT2 receptor that belongs to the serotonin receptor family and is a G protein-coupled receptor . This is the main excitatory receptor subtype among the GPCRs for serotonin , although 5-HT2A may also have an inhibitory effect on certain areas such...
serotonin receptor
5-HT receptor
The serotonin receptors, also known as 5-hydroxytryptamine receptors or 5-HT receptors, are a group of G protein-coupled receptors and ligand-gated ion channels found in the central and peripheral nervous systems. They mediate both excitatory and inhibitory neurotransmission...
agonist
Agonist
An agonist is a chemical that binds to a receptor of a cell and triggers a response by that cell. Agonists often mimic the action of a naturally occurring substance...
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-17 is not well documented. 2C-T-17 is much less potent than 2C-T-7, but it may be expected that at very high doses it would display similar toxicity to that of other phenethylamines of the 2C-T family. Other phenethylamine derivatives substituted with an alkylthioThio
The prefix thio-, when applied to a chemical, such as an ion, means that an oxygen atom in the compound has been replaced by a sulfur atom. This meaning is especially valid in organic chemistry. For example, the word ether refers to an oxygen-containing compound having the general chemical...
group at the 4 position such as 2C-T-7
2C-T-7
2C-T-7 is a psychedelic phenethylamine of the 2C family. In his book PiHKAL: A Chemical Love Story, Alexander Shulgin lists the dosage range as 10 to 30 mg. 2C-T-7 is generally taken orally, and produces psychedelic and entactogenic effects that last 8 to 15 hours...
and 4-MTA
4-MTA
4-Methylthioamphetamine is an illicit drug and research chemical developed in the 1990s by a team led by David E. Nichols at Purdue University. It acts as a non-neurotoxic highly selective serotonin releasing agent in animals...
are known to act as selective monoamine oxidase
Monoamine oxidase
L-Monoamine oxidases are a family of enzymes that catalyze the oxidation of monoamines. They are found bound to the outer membrane of mitochondria in most cell types in the body. The enzyme was originally discovered by Mary Bernheim in the liver and was named tyramine oxidase...
A inhibitors, a side effect which can lead to lethal serotonin syndrome
Serotonin syndrome
Serotonin syndrome is a potentially life-threatening adverse drug reaction that may occur following therapeutic drug use, inadvertent interactions between drugs, overdose of particular drugs, or the recreational use of certain drugs...
when they are combined with stimulant
Stimulant
Stimulants are psychoactive drugs which induce temporary improvements in either mental or physical function or both. Examples of these kinds of effects may include enhanced alertness, wakefulness, and locomotion, among others...
drugs. Most confirmed fatalities involving 2C-T drugs involve their combination with other drugs such as alcohol, ecstasy or cocaine.
Legality
2C-T-17 is not illegal, but possession and sales of 2C-T-17 could be prosecuted under the Federal Analog ActFederal Analog Act
The Federal Analog Act, , is a controversial section of the United States Controlled Substances Act which allowed any chemical "substantially similar" to a controlled substance listed in Schedule I or II to be treated as if it were also listed in those schedules, but only if intended for human...
because of its structural similarities to 2C-T-7
2C-T-7
2C-T-7 is a psychedelic phenethylamine of the 2C family. In his book PiHKAL: A Chemical Love Story, Alexander Shulgin lists the dosage range as 10 to 30 mg. 2C-T-7 is generally taken orally, and produces psychedelic and entactogenic effects that last 8 to 15 hours...
.