5-MeO-NMT (5-methoxy-N-methyltryptamine) is an organic chemical compound, being the 5-methoxy analog of N-methyltryptamine (NMT). It was first isolated from Phalaris arundinacea (reed canary grass).[1] It has also been synthesized by Alexander Shulgin and reported in his book TiHKAL.[2]

5-MeO-NMT
Names
Preferred IUPAC name
2-(5-Methoxy-1H-indol-3-yl)-N-methylethan-1-amine
Other names
5-Methoxy-N-methyltryptamine
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
UNII
  • InChI=1S/C12H16N2O/c1-13-6-5-9-8-14-12-4-3-10(15-2)7-11(9)12/h3-4,7-8,13-14H,5-6H2,1-2H3 checkY
    Key: NFDDCRIHMZGWBP-UHFFFAOYSA-N checkY
  • InChI=1/C12H16N2O/c1-13-6-5-9-8-14-12-4-3-10(15-2)7-11(9)12/h3-4,7-8,13-14H,5-6H2,1-2H3
    Key: NFDDCRIHMZGWBP-UHFFFAOYAI
  • CNCCC1=CNC2=CC=C(C=C21)OC
Properties
C12H16N2O
Molar mass 204.273 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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In the United States, this substance is a Schedule 1 isomer of Bufotenin.

See also

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References

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  1. ^ Wilkinson, S. (1958). "428. 5-Methoxy-N-methyltryptamine: a new indole alkaloid from Phalaris arundinacea L.". Journal of the Chemical Society (Resumed): 2079. doi:10.1039/jr9580002079.
  2. ^ 5-MeO-NMT Entry in TIHKAL