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=CC=C2NC=C(CCN(C(C)C)C(C)C)C2=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 231 Target ID: CHEMBL224 Sources: https://www.ncbi.nlm.nih.gov/pubmed/20126400	Agonist 2678
Serotonin 1a (5-HT1a) receptor 172 Target ID: CHEMBL214 Sources: https://www.ncbi.nlm.nih.gov/pubmed/20126400	Binding Agent 1064
Monoamine oxidase 32 Target ID: CHEMBL2095205 Sources: https://www.ncbi.nlm.nih.gov/pubmed/17223101	Inhibitor 8297

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
Foxy, a designer tryptamine hallucinogen.	2003 Jul-Aug	12908946
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
Oxidative metabolism of 5-methoxy-N,N-diisopropyltryptamine (Foxy) by human liver microsomes and recombinant cytochrome P450 enzymes.	2006 Apr 28	16510126
Analysis of hallucinogenic constituents in Amanita mushrooms circulated in Japan.	2006 Dec 20	16464551
Metabolism of the psychotomimetic tryptamine derivative 5-methoxy-N,N-diisopropyltryptamine in humans: identification and quantification of its urinary metabolites.	2006 Feb	16280455
Hallucinogen-like actions of 5-methoxy-N,N-diisopropyltryptamine in mice and rats.	2006 Jan	16460788
A fatal poisoning with 5-methoxy-N,N-diisopropyltryptamine, Foxy.	2006 Nov 10	16406422
[Analysis of the chemical drugs among structural isomer].	2006 Sep	16946596
Substance use and sexual behaviours of Japanese men who have sex with men: a nationwide internet survey conducted in Japan.	2006 Sep 26	17002800
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
A general approach to the screening and confirmation of tryptamines and phenethylamines by mass spectral fragmentation.	2008 Jan 15	18371669
Indolealkylamines: biotransformations and potential drug-drug interactions.	2008 Jun	18454322
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 Mar 10	18191824
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
Glucose and corticosterone changes in developing and adult rats following exposure to (+/-)-3,4-methylendioxymethamphetamine or 5-methoxydiisopropyltryptamine.	2010 Mar-Apr	19737610
The hallucinogenic world of tryptamines: an updated review.	2015 Aug	25877327

Substance Class	Chemical Created by `admin` on `Fri Dec 15 18:14:38 UTC 2023` Edited by `admin` on `Fri Dec 15 18:14:38 UTC 2023`
Record UNII	12D06G8W8E
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

5-METHOXY-N,N-DIISOPROPYLTRYPTAMINE

Systematic Name

English

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

Systematic Name

English

5-MEO-DIPT

Common 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