U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C12H16N2.ClH
Molecular Weight 224.73
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DIMETHYLTRYPTAMINE HYDROCHLORIDE

SMILES

Cl.CN(C)CCC1=CNC2=CC=CC=C12

InChI

InChIKey=FXCHKLOHTIIVJW-UHFFFAOYSA-N
InChI=1S/C12H16N2.ClH/c1-14(2)8-7-10-9-13-12-6-4-3-5-11(10)12;/h3-6,9,13H,7-8H2,1-2H3;1H

HIDE SMILES / InChI

Molecular Formula C12H16N2
Molecular Weight 188.2688
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
A proposed mechanism for the visions of dream sleep.
1988 Jun
Dose-response study of N,N-dimethyltryptamine in humans. I. Neuroendocrine, autonomic, and cardiovascular effects.
1994 Feb
[Antimycobacterial indole derivatives].
1994 Feb
Alniditan, a new 5-hydroxytryptamine1D agonist and migraine-abortive agent: ligand-binding properties of human 5-hydroxytryptamine1D alpha, human 5-hydroxytryptamine1D beta, and calf 5-hydroxytryptamine1D receptors investigated with [3H]5-hydroxytryptamine and [3H]alniditan.
1996 Dec
5-HT2A receptor-stimulated phosphoinositide hydrolysis in the stimulus effects of hallucinogens.
2002 May
Clinical investigations of the therapeutic potential of ayahuasca: rationale and regulatory challenges.
2004 May
Various alkaloid profiles in decoctions of Banisteriopsis caapi.
2005 Jun
Phytochemical analyses of Banisteriopsis caapi and Psychotria viridis.
2005 Jun
Increased frontal and paralimbic activation following ayahuasca, the pan-Amazonian inebriant.
2006 May
NMR spectral assignments of a new chlorotryptamine alkaloid and its analogues from Acacia confusa.
2007 Apr
DMT at fifty.
2007 Dec
Further studies on the binding of N1-substituted tryptamines at h5-HT6 receptors.
2007 Mar 15
The globalization of ayahuasca: harm reduction or benefit maximization?
2008 Aug
Secondary metabolites from three Florida sponges with antidepressant activity.
2008 Feb
A general approach to the screening and confirmation of tryptamines and phenethylamines by mass spectral fragmentation.
2008 Jan 15
Mismatch negativity generation in the human 5HT2A agonist and NMDA antagonist model of psychosis.
2008 Jul
Halogenated solvent interactions with N,N-dimethyltryptamine: formation of quaternary ammonium salts and their artificially induced rearrangements during analysis.
2008 Jul 4
The "vine of the soul" vs. the Controlled Substances Act: implications of the hoasca case.
2008 Jun
[Inhibition of return in schizophrenia: a review].
2008 Jun
[Hallucinogen-induced psychological disorders].
2008 Jun
Indolealkylamines: biotransformations and potential drug-drug interactions.
2008 Jun
Ayahuasca versus violence--a case report.
2008 May
Pharmacological modulation of the neural basis underlying inhibition of return (IOR) in the human 5-HT2A agonist and NMDA antagonist model of psychosis.
2008 Nov
Modification of the effects of 5-methoxy-N,N-dimethyltryptamine on exploratory behavior in rats by monoamine oxidase inhibitors.
2008 Nov
Identification of N,N-dimethyltryptamine and beta-carbolines in psychotropic ayahuasca beverage.
2008 Oct
Serotonin 5-HT(2A) Receptor Function as a Contributing Factor to Both Neuropsychiatric and Cardiovascular Diseases.
2009
Bioanalytical and clinical evaluation of 103 suspected cases of intoxications with psychoactive plant materials.
2009 Jul
Analysis of toxic alkaloids in body samples.
2009 Mar 10
Predicting new molecular targets for known drugs.
2009 Nov 12
Psychometric evaluation of the altered states of consciousness rating scale (OAV).
2010 Aug 31
Characterization of the synthesis of N,N-dimethyltryptamine by reductive amination using gas chromatography ion trap mass spectrometry.
2010 Jul
Alkaloids from Fissistigma latifolium (Dunal) Merr.
2010 Jun 24
Tinnitus psychopharmacology: A comprehensive review of its pathomechanisms and management.
2010 Jun 24
The hallucinogenic world of tryptamines: an updated review.
2015 Aug
Patents

Patents

Substance Class Chemical
Created
by admin
on Fri Dec 15 15:21:24 GMT 2023
Edited
by admin
on Fri Dec 15 15:21:24 GMT 2023
Record UNII
PRC2H3HFU4
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DIMETHYLTRYPTAMINE HYDROCHLORIDE
Systematic Name English
DMT HYDROCHLORIDE [INCB GREEN LIST]
Common Name English
1H-INDOLE-3-ETHANAMINE, N,N-DIMETHYL-, HYDROCHLORIDE (1:1)
Systematic Name English
1H-INDOLE-3-ETHANAMINE, N,N-DIMETHYL-, MONOHYDROCHLORIDE
Systematic Name English
N,N-DIMETHYLTRYPTAMINE HYDROCHLORIDE
Systematic Name English
INDOLE, 3-(2-(DIMETHYLAMINO)ETHYL)-, MONOHYDROCHLORIDE
Systematic Name English
Code System Code Type Description
FDA UNII
PRC2H3HFU4
Created by admin on Fri Dec 15 15:21:24 GMT 2023 , Edited by admin on Fri Dec 15 15:21:24 GMT 2023
PRIMARY
CAS
2826-93-9
Created by admin on Fri Dec 15 15:21:24 GMT 2023 , Edited by admin on Fri Dec 15 15:21:24 GMT 2023
PRIMARY
INCB IDS CODE
PD 004
Created by admin on Fri Dec 15 15:21:24 GMT 2023 , Edited by admin on Fri Dec 15 15:21:24 GMT 2023
PRIMARY
PUBCHEM
25944
Created by admin on Fri Dec 15 15:21:24 GMT 2023 , Edited by admin on Fri Dec 15 15:21:24 GMT 2023
PRIMARY
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PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY