Article · Wikipedia archive · Last revised Jun 6, 2026

TOMSO

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.

Last revised
Jun 6, 2026
Read time
≈ 1 min
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Citations
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Source
Wikipedia ↗
TOMSO
Clinical data
Other names5-TOMSO; 5-TOM-sulfoxide; 2-Methoxy-4-methyl-5-methylsulfinylamphetamine
Routes of
administration		Oral1
Drug classSerotonergic psychedelic; Hallucinogen
ATC code
  • None
Pharmacokinetic data
Duration of action10–16 hours1
Identifiers
  • 1-[5-(methanesulfinyl)-2-methoxy-4-methylphenyl]propan-2-amine
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC12H19NO2S
Molar mass241.35 g·mol−1
3D model (JSmol)
  • COC1=C(C=C(C(=C1)C)S(=O)C)CC(C)N
  • InChI=1S/C12H19NO2S/c1-8-5-11(15-3)10(6-9(2)13)7-12(8)16(4)14/h5,7,9H,6,13H2,1-4H3 checkY
  • Key:LMQLBXOYCGXTOM-UHFFFAOYSA-N checkY
  (verify)

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.12 It is the analogue of DOM in which the methoxy group at the 5 position has been replaced with a sulfur-containing methylsulfinyl group.12

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.1 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.1 These effects included facial distortion and remarkable time dilation, among others.1 When combined with alcohol, "plus-two" and "plus-three" experiences occurred on the Shulgin Rating Scale.1

The chemical synthesis of TOMSO has been described.1

TOMSO was first described in the scientific literature by Alexander Shulgin and Peyton Jacob III in 1983.2 Subsequently, it was described in greater detail by Shulgin in PiHKAL in 1991.1

See also

See also

References

References

  1. Shulgin, Alexander; Shulgin, Ann (September 1991). PiHKAL: A Chemical Love Story. Berkeley, California: Transform Press. ISBN 0-9630096-0-5. OCLC 25627628. TOMSO entry
  2. Jacob P, Shulgin AT (May 1983). "Sulfur analogues of psychotomimetic agents. 2. Analogues of (2,5-dimethoxy-4-methylphenyl)-and (2,5-dimethoxy-4-ethylphenyl)isopropylamine". J Med Chem. 26 (5): 746–752. doi:10.1021/jm00359a021. PMID 6842515.
External links