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Details

Stereochemistry ACHIRAL
Molecular Formula C17H22N2O
Molecular Weight 270.3694
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of N,N-DIALLYL-5-METHOXYTRYPTAMINE

SMILES

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

InChI

InChIKey=HGRHWEAUHXYNNP-UHFFFAOYSA-N
InChI=1S/C17H22N2O/c1-4-9-19(10-5-2)11-8-14-13-18-17-7-6-15(20-3)12-16(14)17/h4-7,12-13,18H,1-2,8-11H2,3H3

HIDE SMILES / InChI

Description
Curator's Comment: The description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/27453155 | https://www.ncbi.nlm.nih.gov/pubmed/26297461

N,N-Diallyl-5-methoxytryptamine (N-Allyl-N-[2-(5-methoxy-1H-indol-3-yl)ethyl] prop-2-en-1- amine, 5-MeO-DALT) is a psychedelic tryptamine first synthesized by Alexander Shulgin. N,N-Diallyl-5-methoxytryptamine is used as a hallucinogenic drug has been reported only occasionally in online user fora. It is controlled in only a few countries worldwide. There is little scientifically-based literature on the pharmacological, physiological, psychopharmacological, toxicological and epidemiological characteristics of 5-MeO-DALT. Most of the information published on the effects of 5-MeO-DALT is derived from first-hand personal accounts presented in discussion fora. User reports suggest that its effects are felt within 15 min of being taken orally, and its full effects within 30 min. User reports on 5-MeO-DALT state rapid, strong entheogenic effect, euphoric, sensual, energised bodies, visual hallucinations (similar to those experienced with MDMA), loss of control of limbs making walking difficult, and ‘out of body’ type experience Acute mental effects reported include: increased alertness and awareness, increased arousal, and agitation.

Originator

Sources: Huaxue Shiji (2006), 28, (5), 307-308.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
27.54 nM [EC50]
9.4 nM [EC50]
5.5 nM [EC50]
501.2 nM [Ki]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
An analysis of the synthetic tryptamines AMT and 5-MeO-DALT: emerging 'Novel Psychoactive Drugs'.
2013 Jun 1
Patents

Patents

Sample Use Guides

Recommended oral doses from 12 to 25 mg for normal use, although initial doses of up to 50mg have been reported
Route of Administration: Other
[35S]GTPgamma S Binding Assay were used for activity evaluation. The assay buffer consisted of 25mM HEPES, pH 7.6, 7mM MgCl2, 100mM NaCl, 1mM EDTA, 0.2mM DTT and 10mkM DPCPX. To each well was added various concentrations of drugs, DA, 5-HT, NE or assay buffer and the mixture of thawed the brain-membranes (2mkg protein/well for the striatum and 4m g protein/well for the cortex) and 150mkM GDP. This mixture was pre-incubated at 30 °C for 20 min in a shaking incubator. Incubation was started by adding 0.1 nM [35S]GTPg S to a total volume of 100mkl, and continued at 30 °C for 90 min in a shaking incubator. The reaction was stopped by rapid filtration over a GF/C glass fiber filter using a cell harvester (FilterMate, PerkinElmer, MA, U.S.A.). The pellets retained on the filter were washed with ice-cold 20mM HEPES buffer (pH 7.6, 5mM MgCl2, 100mM NaCl). Retained membrane-bound radioactivity on the filter was measured by liquid scintillation counting.
Name Type Language
N,N-DIALLYL-5-METHOXYTRYPTAMINE
Systematic Name English
N,N-DI ALLYL-5-METHOXY TRYPTAMINE
Systematic Name English
5-MEO-DALT
Common Name English
N-ALLYL-N-(2-(5-METHOXY-1H-INDOL-3-YL)ETHYL)PROP-2-EN-1-AMINE
Systematic Name English
5-METHOXY-DALT
Common Name English
5-METHOXY-N,N-DI-2-PROPEN-1-YL-1H-INDOLE-3-ETHANAMINE
Systematic Name English
1H-INDOLE-3-ETHANAMINE, 5-METHOXY-N,N-DI-2-PROPEN-1-YL-
Systematic Name English
5-MEO DALT
Common Name English
Classification Tree Code System Code
WIKIPEDIA Designer-drugs-5-MeO-DALT
Created by admin on Fri Dec 15 18:00:28 GMT 2023 , Edited by admin on Fri Dec 15 18:00:28 GMT 2023
Code System Code Type Description
CAS
928822-98-4
Created by admin on Fri Dec 15 18:00:28 GMT 2023 , Edited by admin on Fri Dec 15 18:00:28 GMT 2023
PRIMARY
SMS_ID
100000175785
Created by admin on Fri Dec 15 18:00:28 GMT 2023 , Edited by admin on Fri Dec 15 18:00:28 GMT 2023
PRIMARY
EPA CompTox
DTXSID30239169
Created by admin on Fri Dec 15 18:00:28 GMT 2023 , Edited by admin on Fri Dec 15 18:00:28 GMT 2023
PRIMARY
FDA UNII
V25VK0QTAA
Created by admin on Fri Dec 15 18:00:28 GMT 2023 , Edited by admin on Fri Dec 15 18:00:28 GMT 2023
PRIMARY
PUBCHEM
50878551
Created by admin on Fri Dec 15 18:00:28 GMT 2023 , Edited by admin on Fri Dec 15 18:00:28 GMT 2023
PRIMARY
WIKIPEDIA
5-MEO-DALT
Created by admin on Fri Dec 15 18:00:28 GMT 2023 , Edited by admin on Fri Dec 15 18:00:28 GMT 2023
PRIMARY 5-MeO-DALT or N,N-di allyl-5-methoxy tryptamine is a psychedelic tryptamine first synthesized by Alexander Shulgin. The full name of the chemical is N-allyl-N-[2-(5-methoxy-1H-indol-3-yl)ethyl] prop-2-en-1- amine. It is related to the compounds 5-MeO-DPT and DALT.