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5-MeO-NMT

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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

CAS Number

2009-03-2 (freebase)^Y

2426-68-8 (hydrochloride)^Y

3D model (JSmol)

Interactive image

ChEBI

CHEBI:189635^Y

ChEMBL

ChEMBL58579^Y

ChemSpider

15360^Y

PubChem CID

16184

UNII

YBO217L5YV (freebase)^Y

3390M5391J (hydrochloride)^Y

CompTox Dashboard (EPA)

DTXSID40173909

InChI

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^Y

Key: NFDDCRIHMZGWBP-UHFFFAOYSA-N^Y

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

SMILES

CNCCC1=CNC2=CC=C(C=C21)OC

Properties

Chemical formula

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).

N verify (what is ^YN ?)

Infobox references

5-MeO-NMT (5-methoxy-N-methyltryptamine) is an organic chemical compound, being the 5-methoxy analogofN-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] Like other members of the N-methyltryptamine family of compounds, 5-MeO-NMT is believed to produce few or no psychedelic effects, although very little data exists about its pharmacological properties or toxicity.

Legal Status[edit]

In the U.S. this substance is a schedule 1 isomer of Bufotenin.

References[edit]

^ 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.