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Serotonergic psychedelic · Hallucinogen

TOMSO

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Overview

TOMSO, or 5-TOMSO, also known as 2-methoxy-4-methyl-5-methylsulfinylamphetamine, is a psychedelic drug of the phenethylamine and amphetamine families related to the DOx series. It is the analogue of DOM in which the methoxy group at the 5 position has been replaced with a sulfur-containing methylsulfinyl group.[1][2] WP

In his book PiHKAL (Phenethylamines I Have Known and Loved), Alexander Shulgin lists TOMSO's dose as >150 mg orally alone or 100 to 150 mg orally in combination with alcohol and its duration as 10 to 16 hours. TOMSO was reported to produce no or only threshold effects by itself at the assessed doses, but when alcohol was concomitantly ingested, clear hallucinogenic effects occurred. These effects included facial distortion and remarkable time dilation, among others. When combined with alcohol, "plus-two" and "plus-three" experiences occurred on the Shulgin Rating Scale.[1] WP

The chemical synthesis of TOMSO has been described.[1] WP

TOMSO was first described in the scientific literature by Alexander Shulgin and Peyton Jacob III in 1983. Subsequently, it was described in greater detail by Shulgin in PiHKAL in 1991.[1][2] WP

Drug class

Serotonergic psychedelic Hallucinogen WP

From the Wikipedia article's infobox.

Chemistry

Formula
C12H20ClNO2S PC
Formula (Wikipedia infobox)
C12H19NO2S WP⚠ Wikipedia and PubChem give different formulas. Both are shown as each source has it.
CAS number
84910-95-2 PC
Molar mass (g/mol)
277.81 PC
IUPAC name (computed by PubChem)
1-(2-methoxy-4-methyl-5-methylsulfinylphenyl)propan-2-amine;hydrochloride PC
SMILES
CC1=CC(=C(C=C1S(=O)C)CC(C)N)OC.Cl PC
InChIKey
OHMQKEDSJIEWHW-UHFFFAOYSA-N PC
PubChem CID
15915373

Harm reduction information

No harm reduction data is on file for this compound yet. That means no dose, timing or combination data from PsychonautWiki or TripSit. Please don't guess a dose from similar compounds. If you have taken it and feel unwell, contact emergency services or a poison control center.

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Shulgin notes

These figures come from the Shulgins' own small trials, published decades ago. They are history, not a dosing guide: they were never checked the way a harm reduction dose table is, and batches, purity and people differ.

Book
PiHKAL (1991), entry #173
Dose listed
≥100–150 mg orally WP
Duration listed
10–16 hours WP

TOMSO dose is >150 mg alone or 100–150 mg with alcohol. WP

Read entry #173 in Erowid's online library

From PiHKAL and TiHKAL by Alexander and Ann Shulgin, as tabulated in Wikipedia's articles on the books (CC BY-SA 4.0). The books' text belongs to the Shulgins, so only the listed figures and a link are given here. Synthesis details are never shown on this site.

User reports

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Pop culture

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Sources

  1. Harm reduction site TOMSO entry CitePiHKAL
  2. Journal / agency Jacob P, Shulgin AT. Sulfur analogues of psychotomimetic agents. 2. Analogues of (2,5-dimethoxy-4-methylphenyl)-and (2,5-dimethoxy-4-ethylphenyl)isopropylamine. J Med Chem. May 1983. doi:10.1021/jm00359a021 · PMID 6842515

Text and values on this page are quoted from Wikipedia (CC BY-SA 4.0), PubChem (public domain). Each value links to the exact revision it came from.