5-METHOXY-N,N-DIISOPROPYLTRYPTAMINE

Investigational

Details

Stereochemistry	ACHIRAL
Molecular Formula	C17H26N2O
Molecular Weight	274.4011
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of 5-METHOXY-N,N-DIISOPROPYLTRYPTAMINE

Structure Search

SMILES

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

InChI

InChIKey=DNBPMBJFRRVTSJ-UHFFFAOYSA-N

InChI=1S/C17H26N2O/c1-12(2)19(13(3)4)9-8-14-11-18-17-7-6-15(20-5)10-16(14)17/h6-7,10-13,18H,8-9H2,1-5H3

HIDE SMILES / InChI

Molecular Formula	C17H26N2O
Molecular Weight	274.4011
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Serotonin 2a (5-HT2a) receptor 237 Target ID: CHEMBL224 Sources: https://www.ncbi.nlm.nih.gov/pubmed/20126400	Agonist 2752
Serotonin 1a (5-HT1a) receptor 177 Target ID: CHEMBL214 Sources: https://www.ncbi.nlm.nih.gov/pubmed/20126400	Binding Agent 1076
Monoamine oxidase 32 Target ID: CHEMBL2095205 Sources: https://www.ncbi.nlm.nih.gov/pubmed/17223101	Inhibitor 8504

PubMed

Title	Date	PubMed
The hallucinogenic world of tryptamines: an updated review.	2015-08	25877327
Tinnitus psychopharmacology: A comprehensive review of its pathomechanisms and management.	2010-06-24	20628627
Comparison of the developmental effects of 5-methoxy-N,N-diisopropyltryptamine (Foxy) to (+/-)-3,4-methylenedioxymethamphetamine (ecstasy) in rats.	2009-06	19198809
Glucose and corticosterone changes in developing and adult rats following exposure to (+/-)-3,4-methylendioxymethamphetamine or 5-methoxydiisopropyltryptamine.	2009-03-27	19737610
Indolealkylamines: biotransformations and potential drug-drug interactions.	2008-06	18454322
Comparison of time-dependent effects of (+)-methamphetamine or forced swim on monoamines, corticosterone, glucose, creatine, and creatinine in rats.	2008-05-30	18513404
The roles of amino acid residues at positions 216 and 219 in the structural stability and metabolic functions of rat cytochrome P450 2D1 and 2D2.	2008-03-10	18191824
Comparison of the separation of nine tryptamine standards based on gas chromatography, high performance liquid chromatography and capillary electrophoresis methods.	2008-02-15	18177659
Oxidation of 5-methoxy-N,N-diisopropyltryptamine in rat liver microsomes and recombinant cytochrome P450 enzymes.	2008-02-01	17980859
Problems in three Japanese drug users with Human Immunodeficiency Virus infection.	2008-02	18319560
A general approach to the screening and confirmation of tryptamines and phenethylamines by mass spectral fragmentation.	2008-01-15	18371669
Neuropsychotoxicity of abused drugs: molecular and neural mechanisms of neuropsychotoxicity induced by methamphetamine, 3,4-methylenedioxymethamphetamine (ecstasy), and 5-methoxy-N,N-diisopropyltryptamine (foxy).	2008-01	18198474
Alterations in body temperature, corticosterone, and behavior following the administration of 5-methoxy-diisopropyltryptamine ('foxy') to adult rats: a new drug of abuse.	2007-06	17047665
5-Methoxy-N,N-diisopropyltryptamine (Foxy), a selective and high affinity inhibitor of serotonin transporter.	2007-04-05	17382495
Acute confusional state after designer tryptamine abuse.	2007-04	17362440
The effects of non-medically used psychoactive drugs on monoamine neurotransmission in rat brain.	2007-03-22	17223101
Analysis of hallucinogenic constituents in Amanita mushrooms circulated in Japan.	2006-12-20	16464551
A fatal poisoning with 5-methoxy-N,N-diisopropyltryptamine, Foxy.	2006-11-10	16406422
Substance use and sexual behaviours of Japanese men who have sex with men: a nationwide internet survey conducted in Japan.	2006-09-26	17002800
[Analysis of the chemical drugs among structural isomer].	2006-09	16946596
Oxidative metabolism of 5-methoxy-N,N-diisopropyltryptamine (Foxy) by human liver microsomes and recombinant cytochrome P450 enzymes.	2006-04-28	16510126
Rhabdomyolysis after ingestion of "foxy," a hallucinogenic tryptamine derivative.	2006-04	16610577
Metabolism of the psychotomimetic tryptamine derivative 5-methoxy-N,N-diisopropyltryptamine in humans: identification and quantification of its urinary metabolites.	2006-02	16280455
Hallucinogen-like actions of 5-methoxy-N,N-diisopropyltryptamine in mice and rats.	2006-01	16460788
False positives and false negatives with a cocaine-specific field test and modification of test protocol to reduce false decision.	2005-12-20	16226152
Foxy methoxy: a new drug of abuse.	2005-12	18072099
Sensitive determination of alpha-methyltryptamine (AMT) and 5-methoxy-N,N-diisopropyltryptamine (5MeO-DIPT) in whole blood and urine using gas chromatography-mass spectrometry.	2005-08-25	16055053
A foxy intoxication.	2005-02-10	15607587
Analytical chemistry of synthetic routes to psychoactive tryptamines. Part I. Characterisation of the Speeter and Anthony synthetic route to 5-methoxy-N,N-diisopropyltryptamine using ESI-MS-MS and ESI-TOF-MS.	2004-11	15508033
Schedules of controlled substances: placement of alpha-methyltryptamine and 5-methoxy-N,N-diisopropyltryptamine into schedule I of the Controlled Substances Act. Final rule.	2004-09-29	15455477
A general screening and confirmation approach to the analysis of designer tryptamines and phenethylamines in blood and urine using GC-EI-MS and HPLC-electrospray-MS.	2004-09	15516287
[Latest cases of acute poisoning in clinical practice--5MeO-DIPT and GHB precursor].	2004-07	15495685
Foxy, a designer tryptamine hallucinogen.	2003-08-12	12908946
Schedules of controlled substances: temporary placement of alpha-methyltryptamine and 5-methoxy-N,N-diisopropyltryptamine into Schedule I. Final rule.	2003-04-04	12678045

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:08:42 GMT 2025` Edited by `admin` on `Mon Mar 31 19:08:42 GMT 2025`
Record UNII	12D06G8W8E
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

5-METHOXY-N,N-DIISOPROPYLTRYPTAMINE

Systematic Name

English

5-MEO-DIPT

Preferred Name

English

3-(2-(DIISOPROPYLAMINO)ETHYL)-5-METHOXYINDOLE

Systematic Name

English

METHOXY FOXY

Common Name

English

5-METHOXY-N,N-DIISOPROPYLTRYPTAMINE [MI]

Common Name

English

FOXY

Common Name

English

5-METHOXY-N,N-BIS(1-METHYLETHYL)-1H-INDOLE-3-ETHANAMINE

Systematic Name

English

Classification Tree Code System Code

DEA NO.

7439