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
Schedules of controlled substances: temporary placement of alpha-methyltryptamine and 5-methoxy-N,N-diisopropyltryptamine into Schedule I. Final rule.	2003 Apr 4	12678045
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 Nov	15508033
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 Sep	15516287
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 Aug 25	16055053
Foxy methoxy: a new drug of abuse.	2005 Dec	18072099
False positives and false negatives with a cocaine-specific field test and modification of test protocol to reduce false decision.	2005 Dec 20	16226152
A foxy intoxication.	2005 Feb 10	15607587
Rhabdomyolysis after ingestion of "foxy," a hallucinogenic tryptamine derivative.	2006 Apr	16610577
Hallucinogen-like actions of 5-methoxy-N,N-diisopropyltryptamine in mice and rats.	2006 Jan	16460788
Acute confusional state after designer tryptamine abuse.	2007 Apr	17362440
5-Methoxy-N,N-diisopropyltryptamine (Foxy), a selective and high affinity inhibitor of serotonin transporter.	2007 Apr 5	17382495
Alterations in body temperature, corticosterone, and behavior following the administration of 5-methoxy-diisopropyltryptamine ('foxy') to adult rats: a new drug of abuse.	2007 Jun	17047665
The effects of non-medically used psychoactive drugs on monoamine neurotransmission in rat brain.	2007 Mar 22	17223101
Problems in three Japanese drug users with Human Immunodeficiency Virus infection.	2008 Feb	18319560
Oxidation of 5-methoxy-N,N-diisopropyltryptamine in rat liver microsomes and recombinant cytochrome P450 enzymes.	2008 Feb 1	17980859
Comparison of the separation of nine tryptamine standards based on gas chromatography, high performance liquid chromatography and capillary electrophoresis methods.	2008 Feb 15	18177659
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 Jan	18198474
Indolealkylamines: biotransformations and potential drug-drug interactions.	2008 Jun	18454322
Comparison of time-dependent effects of (+)-methamphetamine or forced swim on monoamines, corticosterone, glucose, creatine, and creatinine in rats.	2008 May 30	18513404
Comparison of the developmental effects of 5-methoxy-N,N-diisopropyltryptamine (Foxy) to (+/-)-3,4-methylenedioxymethamphetamine (ecstasy) in rats.	2009 Jun	19198809
Tinnitus psychopharmacology: A comprehensive review of its pathomechanisms and management.	2010 Jun 24	20628627
The hallucinogenic world of tryptamines: an updated review.	2015 Aug	25877327

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