Chemistry:5-MeO-2-TMT

Short description: Chemical compound

5-MeO-2-TMT

Legal status
Legal status	DE: NpSG (Industrial and scientific use only) UK: Class A
Identifiers
IUPAC name 2-(5-methoxy-2-methyl-H-indol-3-yl)-N,N-dimethylethanamine
CAS Number	67292-68-6
PubChem CID	49756
ChemSpider	45143 Y
UNII	XZ2CCP18I2
ChEMBL	ChEMBL7143 Y
Chemical and physical data
Formula	C14H20N2O
Molar mass	232.327 g·mol−1
3D model (JSmol)	Interactive image
SMILES CC1=C(C2=C(N1)C=CC(=C2)OC)CCN(C)C
InChI InChI=1S/C14H20N2O/c1-10-12(7-8-16(2)3)13-9-11(17-4)5-6-14(13)15-10/h5-6,9,15H,7-8H2,1-4H3 Y Key:ACEHBQPPDDGCGZ-UHFFFAOYSA-N Y
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5-Methoxy-2,N,N-trimethyltryptamine (5-MeO-2,N,N-TMT, 5-MeO-TMT) is a psychoactive drug of the tryptamine chemical class which acts as a psychedelic. It was first synthesized by Alexander Shulgin and reported in his book TiHKAL ("Tryptamines i Have Known And Loved"). 5-MeO-TMT is claimed to show psychoactive effects at a dosage of 75–150 mg orally, but these are relatively mild compared to those of other similar compounds. This suggests that while the methyl group on the 2-position of the molecule has impaired the binding of metabolic enzymes like monoamine oxidase (MAO), it is also interfering with binding to and/or activation of the serotonin 5-HT_2A receptor, the target responsible for mediating the hallucinogenic effects of such compounds.

See also

• 2,N,N-Trimethyltryptamine (2,N,N-TMT)
• 5-MeO-7-TMT

External links

• 5-MeO-TMT Entry in TIHKAL
• 5-MeO-TMT Entry in TiHKAL • info