Aleph (also known as DOT or 2,5-dimethoxy-4-methylthioamphetamine) is a psychedelic

hallucinogenic drug Hallucinogens are a large, diverse class of psychoactive drugs that can produce altered states of consciousness characterized by major alterations in thought, mood, and perception as well as other changes. Most hallucinogens can be categorized ...

and a substituted amphetamine of the phenethylamine class of compounds, which can be used as an

entheogen Entheogens are psychoactive substances that induce alterations in perception, mood, consciousness, cognition, or behavior for the purposes of engendering spiritual development or otherwiseRätsch, Christian, ''The Encyclopedia of Psychoac ...

. It was first synthesized by Alexander Shulgin, who named it after the first letter of the

Hebrew alphabet The Hebrew alphabet ( he, אָלֶף־בֵּית עִבְרִי, ), known variously by scholars as the Ktav Ashuri, Jewish script, square script and block script, is an abjad script used in the writing of the Hebrew language and other Jewi ...

. In his book '' PiHKAL'', Shulgin lists the dosage range as 5–10 mg, with effects typically lasting for 6 to 8 hours. Like many other psychedelics, aleph is a

partial agonist In pharmacology, partial agonists are drugs that bind to and activate a given receptor, but have only partial efficacy at the receptor relative to a full agonist. They may also be considered ligands which display both agonistic and antagonis ...

at the 5-HT_2A receptor ( EC₅₀ = 10 nM). It has weak MAO-A inhibitory activity with an IC₅₀ of 5.2 μM. For reference, amphetamine has an IC₅₀ of 11 μM and

4-methylthioamphetamine 4-Methylthioamphetamine (4-MTA) is a designer drug of the substituted amphetamine class developed in the 1990s by a team led by David E. Nichols, an American pharmacologist and medical chemist, at Purdue University. It acts as a non-neurotoxic ...

has a value of 0.2 μM. A lower number indicates stronger inhibition.

Homologues

Aleph-2

''Dosage'': 7–12 mg ''Duration'': 8–16 hours ''Effects'': Strong visuals '' 2C analog'': 2C-T-2 CAS number: 185562-00-9 SMILES: C1(=C(C=C(C(=C1)SCC)OC)CC(C)N)OC

Aleph-4

''Dosage'': 7–12 mg ''Duration'': 12–20 hours ''Effects'': "''profound and deep learning experiences''" - Alexander Shulgin '' 2C analog'':

2C-T-4 2C-T-4 (2,5-dimethoxy-4-isopropylthiophenethylamine) is a psychedelic phenethylamine of the 2C family. It was first synthesized by Alexander Shulgin and is used as entheogenic recreational drug. Chemistry 2C-T-4 is the 2-carbon homolog of ...

CAS number: 123643-26-5 SMILES: C1(=C(C=C(C(=C1)SC(C)C)OC)CC(C)N)OC

Aleph-6

''Dosage'': 40 mg or more ''Duration'': very long, unspecified ''Effects'': enhances other psychoactive drugs, similar to

2C-D 2C-D (2,5-dimethoxy-4-methylphenethylamine or 2C-M) is a psychedelic drug of the 2C family that is sometimes used as an entheogen. It was first synthesized in 1970 by a team from the Texas Research Institute of Mental Sciences, and its activity w ...

'' 2C analog'': 2C-T-6 (has never been synthesized) CAS number: 952006-44-9 SMILES: C1(=C(C=C(C(=C1)SC2=CC=CC=C2)OC)CC(C)N)OC

Aleph-7

''Dosage'': 4–7 mg ''Duration'': 15–30 hours '' 2C analog'':

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 ef ...

CAS number: 207740-16-7 SMILES: C1(=C(C=C(C(=C1)SCCC)OC)CC(C)N)OC

Legality

In the United States Aleph is a Schedule 1 controlled substance as a positional isomer of

and

References

External links

Aleph Entry in PiHKAL

Aleph-2 Entry in PiHKAL

Aleph-4 Entry in PiHKAL

Aleph-6 Entry in PiHKAL

Aleph-7 Entry in PiHKAL
{{Phenethylamines Thioethers Substituted amphetamines Designer drugs 2,5-Dimethoxyphenethylamines