Α,N,O-TMS

α,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]

α,N,O-TMS

Identifiers
IUPAC name [1-(5-methoxy-1H-indol-3-yl)propan-2-yl](methyl)amine
CAS Number	4822-13-3 Y
PubChem CID	20961
ChemSpider	19718 Y
UNII	PJ8WT93MNQ
Chemical and physical data
Formula	C13H18N2O
Molar mass	218.300 g·mol−1
3D model (JSmol)	Interactive image
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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A derivative of α,N,O-TMS, α,N,N,O-tetramethylserotonin (α,N,N,O-TMS), also known as 5-methoxy-α-methyl-N,N-dimethyltryptamine (5-MeO-α-Me-DMT), has also been described.^[1][2]

References

1. Shulgin A, Shulgin A (September 1997). TiHKAL: The Continuation. Berkeley, California: Transform Press. p. 425. ISBN 0-9630096-9-9. OCLC 38503252.
2. "5-MeO-α-methyl-DMT". Isomer Design. 11 November 2024. Retrieved 26 November 2024.

External links

• α,N,O-TMS Entry in TIHKAL
• α,N,O-TMS Entry in TiHKAL • info