U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C14H20N2O
Molecular Weight 232.3214
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 5-METHOXY-2,N,N-TRIMETHYLTRYPTAMINE

SMILES

COC1=CC2=C(NC(C)=C2CCN(C)C)C=C1

InChI

InChIKey=ACEHBQPPDDGCGZ-UHFFFAOYSA-N
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

HIDE SMILES / InChI

Approval Year

Name Type Language
5-METHOXY-2,N,N-TRIMETHYLTRYPTAMINE
Systematic Name English
2-(5-METHOXY-2-METHYL-H-INDOL-3-YL)-N,N-DIMETHYLETHANAMINE
Common Name English
1H-INDOLE-3-ETHANAMINE, 5-METHOXY-N,N,2-TRIMETHYL-
Systematic Name English
5-MEO-2,N,N-TMT
Common Name English
INDAPEX
Common Name English
5-MEO-TMT
Common Name English
N,N-DIMETHYL-2-(5-METHOXY-2-METHYL-1H-INDOL-3-YL)ETHYLAMINE
Systematic Name English
Classification Tree Code System Code
WIKIPEDIA TiHKAL
Created by admin on Sat Dec 16 10:15:17 GMT 2023 , Edited by admin on Sat Dec 16 10:15:17 GMT 2023
WIKIPEDIA Designer-drugs-5-MeO-TMT
Created by admin on Sat Dec 16 10:15:17 GMT 2023 , Edited by admin on Sat Dec 16 10:15:17 GMT 2023
Code System Code Type Description
WIKIPEDIA
5-MeO-2-TMT
Created by admin on Sat Dec 16 10:15:17 GMT 2023 , Edited by admin on Sat Dec 16 10:15:17 GMT 2023
PRIMARY 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").[1] 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-HT2A receptor, the target responsible for mediating the hallucinogenic effects of such compounds.
FDA UNII
XZ2CCP18I2
Created by admin on Sat Dec 16 10:15:17 GMT 2023 , Edited by admin on Sat Dec 16 10:15:17 GMT 2023
PRIMARY
PUBCHEM
49756
Created by admin on Sat Dec 16 10:15:17 GMT 2023 , Edited by admin on Sat Dec 16 10:15:17 GMT 2023
PRIMARY
EPA CompTox
DTXSID10217627
Created by admin on Sat Dec 16 10:15:17 GMT 2023 , Edited by admin on Sat Dec 16 10:15:17 GMT 2023
PRIMARY
CAS
67292-68-6
Created by admin on Sat Dec 16 10:15:17 GMT 2023 , Edited by admin on Sat Dec 16 10:15:17 GMT 2023
PRIMARY