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4,5-MDO-DMT
Names
Preferred IUPAC name
2-(2H ,6H -[1,3]Dioxolo[4,5-e ]indol-8-yl)-N ,N -dimethylethan-1-amine
Other names
4,5-Methylenedioxy-N ,N -dimethyltryptamine
Identifiers
ChEMBL
ChemSpider
UNII
InChI=1S/C13H16N2O2/c1-15(2)6-5-9-7-14-10-3-4-11-13(12(9)10)17-8-16-11/h3-4,7,14H,5-6,8H2,1-2H3
Key: ZMKRWFZFMOKVCP-UHFFFAOYSA-N
CN(C)CCC1=CNC2=C1C(OCO3)=C3C=C2
Properties
C 13 H 16 N 2 O 2
Molar mass
232.283 g·mol−1
Melting point
93–95 °C (199–203 °F; 366–368 K)[ 1]
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
Chemical compound
4,5-MDO-DMT , or 4,5-methylenedioxy-N ,N -dimethyltryptamine , is a lesser-known psychedelic drug . It is the 4,5-methylenedioxy analog of DMT . 4,5-MDO-DMT was first synthesized by Alexander Shulgin , though in his book TiHKAL it was not tested to determine its psychoactive effects. 4,5-MDO-DMT has been the subject of limited subsequent testing; with behavioral disruption studies performed in male rats indicating that its hallucinogenic potency is less than that of 4,5-MDO-DiPT but greater than that of 5,6-MDO-DiPT .[ 1]
^ a b Kline, Toni B.; Benington, Frederick; Morin, Richard D.; Beaton, John M. (August 1982). "Structure-activity relationships in potentially hallucinogenic N,N-dialkyltryptamines substituted in the benzene moiety". Journal of Medicinal Chemistry . 25 (8): 908–913. doi :10.1021/jm00350a005 . PMID 7120280 .
1-Methylpsilocin
2,alpha-DMT
2-Me-DET
2-Methyl-5-HT
2,N,N-TMT
4,5-DHP-DMT
4,5-MDO-DMT
4,5-MDO-DiPT
4-AcO-DALT
4-AcO-DET
4-AcO-DMT
4-AcO-DiPT
4-AcO-EPT
4-AcO-NMT
4-AcO-MALT
4-AcO-MET
4-AcO-DPT
4-AcO-MiPT
4-F-5-MeO-DMT
4-HO-5-MeO-DMT
4-HO-DALT
4-HO-DBT
4-HO-DET
4-HO-DiPT
4-HO-DPT
4-HO-DSBT
4-HO-EPT
4-HO-MALT
4-HO-MET
4-HO-McPT
4-HO-McPeT
4-HO-MiPT
4-HO-MPMI
4-HO-MPT
4-HO-MsBT
4-HO-NMT
4-HO-PiPT
4-HO-pyr-T
4-HO-αMT
4-Me-αET
4-Me-αMT
4-MeO-DiPT
4-MeO-DMT
4-MeO-MiPT
4-PrO-DMT
5,6-MeO-MiPT
5,6-MDO-DiPT
5,6-MDO-DMT
5,6-MDO-MiPT
5,7-Dihydroxytryptamine
5-BT
5-Bromo-DMT
5-CT
5-Chloro-αMT
5-Chloro-DMT
5-Ethoxy-αMT
5-Ethoxy-DMT
5-Ethyl-DMT
5-Fluoro-AET
5-Fluoro-αMT
5-Fluoro-DET
5-Fluoro-DMT
5-Fluoro-EPT
5-Fluoro-MET
5-HO-αMT
5-HO-DiPT
5-HTP
5-iPrO-AMT
5-MeS-DMT
5-Methoxytryptamine
5-MeO-7,N,N-TMT
5-Methyl-αET
5-MeO-2-TMT
5-MeO-αET
5-MeO-αMT
5-MeO-DALT
5-MeO-DBT
5-MeO-DET
5-MeO-DiPT
5-MeO-DMT
5-MeO-DPT
5-MeO-EiPT
5-MeO-EPT
5-MeO-MALT
5-MeO-MET
5-MeO-MiPT
5-MeO-MPMI
5-MeO-NMT
5-MeO-pyr-T
5-MeO-NBpBrT
5-Methyl-DMT
5-(Nonyloxy)tryptamine
6-Fluoro-αMT
6-Fluoro-DMT
6-Hydroxymelatonin
6-MeO-THH
7-Chloro-AMT
7-Methyl-α-ethyltryptamine
7-Methyl-DMT
Acetryptine
Aeruginascin
αET
Alpha,N-DMT
α,N,N-Trimethyltryptamine
Alpha,N,O-TMS
AL-37350A
αMT
Baeocystin
BNC-210
Bufotenidine
Bufotenin (5-HO-DMT)
BW-723C86
Convolutindole A
CP-132,484
DALT
DBT
Desformylflustrabromine
DET
DiPT
DPT
E-6801
E-6837
Ethocybin
EiPT
EMDT
EPT
FGIN-127
FGIN-143
Harmaline
HIOC
Ibogaine
Idalopirdine
Indorenate
Iprocin
Lespedamine
Luzindole
MET
Methylbutyltryptamine
MiPT
MPT
Miprocin
Melatonin
MPMI
MS-245
NAS
N-Ethyltryptamine
N-Feruloylserotonin
NMT
DMT
Norbaeocystin
Normelatonin
N-t-Butyltryptamine
O-4310
Oxypertine
Plakohypaphorine
PiPT
Psilocin (4-HO-DMT)
Psilocybin (4-PO-DMT)
Pyr-T
Rizatriptan
RU-28306
Serotonin
ST-1936
Sumatriptan
Tryptamine
Tryptophan
Yohimbine
Yuremamine
Zolmitriptan