rational exploration of the underground

The Mirrored Magic of MDMA

MDMA is one of the most popular illicit drugs in the world, and effects can be described as similar to both classical stimulants and psychedelics.

This appears to be more than a simple qualitative description however, as the very geometry of the MDMA molecule seems to produce two distinct drugs. Unlike other compounds where one stereoisomer is more potent or responsible for the majority of effects, each stereoisomer of MDMA contributes to produce a full and complex experience.

The Halogenated 2Cs

A visual, euphoric, and lighter class of psychedelics.

2C-F (2,5-dimethoxy-4-fluorophenethylamine),
2C-C (2,5-dimethoxy-4-chlorophenethylamine),
2C-B (2,5-dimethoxy-4-bromophenethylamine),
2C-I (2,5-dimethoxy-4-iodophenethylamine),
2C-A (2,5-dimethoxy-4-astatophenethylamine).

The Alkylated 2Cs

A deeper psychedelic experience with a focus on perceptual distortion and introspection.

2C-D(2,5-dimethoxy-4-methylphenethylamine),
2C-E (2,5-dimethoxy-4-ethylphenethylamine),
2C-P (2,5-dimethoxy-4-propylphenethylamine),
2C-iP (2,5-dimethoxy-4-isopropylphenethylamine).

Shulgin’s Sulfur Symphony

The powerfully visual and spiritually mystical substitution of sulfur at the 4-position was explored initially by Alexander Shulgin with a series of twelve compounds outlined here.

2C-T (2C-T-1, 2,5-dimethoxy-4-methylthiophenethylamine),
2C-T-2 (2,5-dimethoxy-4-ethylthiophenethylamine),
2C-T-3 (2,5-dimethoxy-4-(beta-methallyl)thiophenethylamine),
2C-T-4 (2,5-dimethoxy-4-isopropylthiophenethylamine),
2C-T-5 (2,5-dimethoxy-4-cyclohexylthiophenethylamine),
2C-T-6 (2,5-dimethoxy-4-phenylthiophenethylamine),
2C-T-7 (2,5-dimethoxy-4-(n)-propylthiophenethylamine),
2C-T-8 (2,5-dimethoxy-4-cyclopropylmethylthiophenethylamine),
2C-T-9 (2,5-dimethoxy-4-(t)-butylthiophenethylamine),
2C-T-10 (2,5-dimethoxy-4-(2-pyridylthio)phenethylamine),
2C-T-11 (2,5-dimethoxy-4-(4-bromophenylthio)phenethylamine),
2C-T-12 (2,5-dimethoxy-4-(1-morpholinothio)phenethylamine).

Shulgin developed the series up to 2C-T-24, with Daniel Trachsel continuing his work with 2C-T-25 and beyond.

2C-T-13 (2,5-dimethoxy-4-(β-methoxyethylthio)phenethylamine),
2C-T-14 (2,5-dimethoxy-4-(2-methylthioethylthio)phenethylamine),
2C-T-15 (SESQUI, 2,5-dimethoxy-4-cyclopropylthiophenethylamine),
2C-T-16 (2,5-dimethoxy-4-allylthiophenethylamine),
2C-T-17 (NIMITZ, 2,5-dimethoxy-4-sec-butylthiophenethylamine),
2C-T-18 (2,5-dimethoxy-4-cyclobutylphenethylamine),
2C-T-19 (2,5-dimethoxy-4-n-butylthiophenethylamine),
2C-T-20 (2C-T-3, 2,5-dimethoxy-4-(beta-methallyl)thiophenethylamine),
2C-T-21 (2,5-dimethoxy-4-(2-fluoroethylthio)phenethylamine),
2C-T-21.5 (2,5-dimethoxy-4-(2,2-difluouroethylthio)phenethylamine),
2C-T-22 (2,5-dimethoxy-4-(2,2,2-trifluouroethylthio)phenethylamine),
2C-T-23 (2,5-dimethoxy-4-cyclopentylthiophenethylamine),
2C-T-24 (2,5-dimethoxy-4-diethylaminothiophenethylamine),
2C-T-25 (2,5-dimethoxy-4-isobutylthiophenethylamine),
2C-T-27 (2,5-dimethoxy-4-benzylthiophenethylamine),
2C-T-28 (2,5-dimethoxy-4-(3-fluoropropylthio)phenethylamine),
2C-T-30 (2,5-dimethoxy-4-(4-fluorobutylthio)phenethylamine),
2C-T-31 (2,5-dimethoxy-4-(4-trifluoromethylbenzylthio)phenethylamine),
2C-T-32 (2,5-dimethoxy-4-(2,3,4,5,6-pentafluorobenzylthio)phenethylamine),
2C-T-33 (2,5-dimethoxy-4-(3-methoxybenzylthio)phenethylamine).

2C-T-x Substitution Size and Potency

If we sort certain sulfur containing compounds with entries in PiHKAL by molecular mass to obtain a rough measure of substitution size, we can graph the reported dosage ranges to help illustrate the effect on potency.