Alpha,N,O-TMS

Alpha,N,O-TMS, or α,N-dimethyl-5-methoxytryptamine, is a lesser-known psychedelic drug. Its abbreviated nomenclature is derived from its structure, as it is α,N,O-trimethyl serotonin. α,N,O-TMS was first synthesized by Alexander Shulgin. In his book TiHKAL (Tryptamines I Have Known and Loved), Shulgin lists the dosage as 10-20 mg when taken orally, and the duration as 6–8 hours.[1]

Alpha,N,O-TMS
Identifiers
IUPAC name
  • [1-(5-methoxy-1H-indol-3-yl)propan-2-yl](methyl)amine
CAS Number
PubChem CID
ChemSpider
UNII
Chemical and physical data
FormulaC13H18N2O
Molar mass218.300 g·mol−1
3D model (JSmol)
SMILES
  • O(c1cc2c(cc1)[nH]cc2CC(NC)C)C
InChI
  • InChI=1S/C13H18N2O/c1-9(14-2)6-10-8-15-13-5-4-11(16-3)7-12(10)13/h4-5,7-9,14-15H,6H2,1-3H3 Y
  • Key:IYEMYZOLBLHKFE-UHFFFAOYSA-N Y
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References
  1. Shulgin A, Shulgin A (September 1997). TiHKAL: The Continuation. Berkeley, California: Transform Press. p. 425. ISBN 0-9630096-9-9. OCLC 38503252.


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