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4-MeO-MiPT
Names
Preferred IUPAC name
N -[2-(4-Methoxy-1H -indol-3-yl)ethyl]-N -methylpropan-2-amine
Other names
3-[2-(Isopropylmethylamino)ethyl]-4-methoxyindole
Identifiers
ChEMBL
ChemSpider
UNII
InChI=1S/C15H22N2O/c1-11(2)17(3)9-8-12-10-16-13-6-5-7-14(18-4)15(12)13/h5-7,10-11,16H,8-9H2,1-4H3
Y Key: BJIWLHLNPTWSGD-UHFFFAOYSA-N
Y InChI=1/C15H22N2O/c1-11(2)17(3)9-8-12-10-16-13-6-5-7-14(18-4)15(12)13/h5-7,10-11,16H,8-9H2,1-4H3
Key: BJIWLHLNPTWSGD-UHFFFAOYAK
CC(N(CCC1=CNC2=C1C(OC)=CC=C2)C)C
Properties
C 15 H 22 N 2 O
Molar mass
246.35 g/mol
Melting point
80–81 °C (176–178 °F; 353–354 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-MeO-MiPT , or 4-methoxy -N -methyl -N -isopropyl tryptamine , is a lesser-known psychedelic drug . It is the 4-methoxy analog of MiPT . 4-MeO-MiPT was first synthesized by Alexander Shulgin and is mentioned in his book TiHKAL (Tryptamines i Have Known And Loved ). Subsequent testing by Shulgin on human test subjects showed the effective dose as 20-30 mg (or 0.4 mg per Kg body weight of subject); the onset time between ingestion and the first noticeable effects was 45-60 min, with sensations lasting between 2-2.5 hours.[ 1] The sensation were significantly milder than those of 4-HO-MiPT , with 4-MeO-MiPT producing erotic -enhancing effects, and few of the visuals common with tryptamines . Very little data exists about the pharmacological properties, metabolism, and toxicity of 4-MeO-MiPT.
^ a b Repke, David B.; Grotjahn, Douglas B.; Shulgin, Alexander T. (July 1985). "Psychotomimetic N-methyl-N-isopropyltryptamines. Effects of variation of aromatic oxygen substituents". Journal of Medicinal Chemistry . 28 (7): 892–896. doi :10.1021/jm00145a007 . PMID 4009612 .
Tryptamines
1-Methylpsilocin
2-HO-NMT
2-Me-DET
2-Methyl-5-HT
2,N ,N -TMT
4,5-DHP-DMT
4-AcO-DALT
4-AcO-DET
4-AcO-DiPT
4-AcO-DPT
4-AcO-EPT
4-AcO-MALT
4-AcO-MET
4-AcO-MiPT
4-AcO-NMT
4-AcO-TMT
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-MPT
4-HO-MsBT
4-HO-NALT
4-HO-NMT
4-HO-PiPT
4-HO-pyr-T
4-HO-TMT
4-HT
4-MeO-DiPT
4-MeO-DMT
4-MeO-MiPT
4-PrO-DMT
4,5-MDO-DMT
4,5-MDO-DiPT
5-BT
5-Bromo-DMT
5-CT
5-Chloro-DMT
5-Ethoxy-DMT
5-Ethyl-DMT
5-Fluoro-DET
5-Fluoro-DMT
5-Fluoro-EPT
5-Fluoro-MET
5-HO-DiPT
5-HTP (oxitriptan)
5-MeO-2-TMT
5-MeO-34MPEMT
5-MeO-7,N ,N -TMT
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-NMT
5-MeO-pyr-T
5-MeO-NBpBrT
5-MeO-T-NBOMe
5-MeS-DMT
5-Methoxytryptamine (5-MT; mexamine)
5-Methyl-DMT
5-Methyltryptamine
5-MT-NB3OMe
5-(Nonyloxy)tryptamine
5,6-MeO-MiPT
5,6-MDO-DiPT
5,6-MDO-DMT
5,6-MDO-MiPT
5,6-DHT
5,7-DHT
6-Fluoro-DMT
6-MeO-DMT
7-Methyl-DMT
Acetryptine (5-AT)
Aeruginascin (4-PO-TMT)
AGH-107
AGH-192
AH-494
ALiPT
Alpertine
Baeocystin (4-PO-NMT)
Benzotript (4-chlorobenzoyl-L -tryptophan)
Bufotenidine (5-HTQ)
Bufotenin (5-HO-DMT)
Convolutindole A
CP-132,484
DALT
DBT
Desformylflustrabromine
DET
DiPT
DMT
DPT
E-6801
E-6837
EiPT
EMDT
EPT
Ethocybin (4-PO-DET)
FGIN-127
FGIN-143
FT-104
HIOC
Idalopirdine
Indolylethylfentanyl
Indorenate
Iprocin (4-HO-DiPT)
Lespedamine
MET
Methylbutyltryptamine
Miprocin (4-HO-MiPT)
MiPT
MPT
Milipertine
MS-245
MSBT
N -Feruloylserotonin (moschamine)
NET
NMT
Norbaeocystin (4-PO-T)
NTBT
O-4310
O -Pivalylbufotenine
Oxypertine
PiPT
Psilacetin (O -acetylpsilocin; 4-AcO-DMT)
Psilocin (4-HO-DMT)
Psilocybin (4-PO-DMT)
Pyr-T
RS134-49
Serotonin (5-HT)
Solypertine
ST-1936
Tryptamine
Tryptophan
Yuremamine
Z2876442907
N -Acetyltryptaminesα-Alkyltryptamines Triptans Cyclized tryptamines
Bay R 1531
Ciclindole
Cyclic 3-OHM
Ergolines and lysergamides (e.g., LSD )
Flucindole
Harmala alkaloids and β-carbolines (e.g., 6-MeO-THH , 9-Me-BC , β-carboline (norharman) , harmaline , harmalol , harmane , harmine , pinoline , tetrahydroharmine , tryptoline )
Iboga alkaloids and related (e.g., DM-506 (ibogaminalog) , ibogaine , ibogamine , noribogaine , tabernanthalog , tabernanthine )
Metralindole
NDTDI
PHA-57378
PNU-22394
PNU-181731
RU-28306
Yohimbans (e.g., yohimbine , rauwolscine , spegatrine , corynanthine , ajmalicine , reserpine , deserpidine , rescinnamine )
Related compounds