5-MeO-NMT

5-MeO-NMT
Names
	IUPAC name 2-(5-Methoxy-1H-indol-3-yl)-N-methylethanamine
	Other names 5-Methoxy-N-methyltryptamine
Identifiers
CAS Number	2009-03-2 (freebase) ; 2426-68-8 (hydrochloride) ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:189635 ;
ChEMBL	ChEMBL58579 ;
ChemSpider	15360 ;
PubChem CID	16184;
UNII	YBO217L5YV (freebase) ; 3390M5391J (hydrochloride) ;
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 Key: NFDDCRIHMZGWBP-UHFFFAOYSA-N ; 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).

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] 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.

References

^ 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.
^ 5-MeO-NMT Entry in TIHKAL

[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

[1]

[2]

Names

IUPAC name 2-(5-Methoxy-1H-indol-3-yl)-N-methylethanamine
Other names 5-Methoxy-N-methyltryptamine
Identifiers
CAS Number	2009-03-2 (freebase) 2426-68-8 (hydrochloride)
3D model (JSmol)	Interactive image
ChEBI	CHEBI:189635
ChEMBL	ChEMBL58579
ChemSpider	15360
PubChem CID	16184
UNII	YBO217L5YV (freebase) 3390M5391J (hydrochloride)
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 Key: NFDDCRIHMZGWBP-UHFFFAOYSA-N 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).

5-MeO-NMT

See also

References