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About This Item
Empirical Formula (Hill Notation):
C12H16N2
CAS Number:
Molecular Weight:
188.27
UNSPSC Code:
12352116
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Product Name
N,N-Dimethyltryptamine, ≥97% (HPLC)
Quality Level
assay
≥97% (HPLC)
form
powder
drug control
USDEA Schedule I; regulated under CDSA - not available from Sigma-Aldrich Canada; psicótropo (Spain); Decreto Lei 15/93: Tabela IIA (Portugal); Pszichotróp anyag / Psychotropic Substance (Hungary), 78/2022. (XII. 28.) BM rendelet, kontrollierte Droge in Deutschland
color
white to beige
solubility
DMSO: 15 mg/mL, clear
storage temp.
−20°C
SMILES string
CN(C)CCC1=CNC2=C1C=CC=C2
InChI
1S/C12H16N2/c1-14(2)8-7-10-9-13-12-6-4-3-5-11(10)12/h3-6,9,13H,7-8H2,1-2H3
InChI key
DMULVCHRPCFFGV-UHFFFAOYSA-N
Biochem/physiol Actions
N,N-Dimethyltryptamine (DMT) functions as a hallucinogen. Experimental studies states that DMT is an endogenous sigma-1 receptor agonist. DMT interacts with sigma-1 receptors and blocks voltage-gated sodium ion (Na+) channels in both native cardiac myocytes and heterologous cells that contain sigma-1 receptors.
N,N-Dimethyltryptamine (DMT) is a hallucinogen now known to be an endogenous sigma-1 receptor agonist. In keeping with the known sigma-1 receptor modulation of voltage gated Na+ channels, DMT was found to reversibly inhibit Na currents by 62% in vitro. N,N-Dimethyltryptamine also induced hypermotility in WT mice (but not in sigma-1 KO mice), all evidence of its sigma-1 agonist activity.
N,N-Dimethyltryptamine is an endogenous sigma-1 receptor agonist; hallucinogen.
Features and Benefits
This compound is a featured product for Neuroscience research. Click here to discover more featured Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
Other Notes
Product contains 1.2% wt. EtOH (by NMR and EA).
Legal Information
German
Dieses Produkt fällt unter das Betäubungsmittelgesetz (BtMG). Für eine Bestellung dieses Produktes ist eine Erlaubnis nach § 3 BtMG zwingend erforderlich, es sei denn, es greift eine Ausnahme von der Erlaubnispflicht nach § 4 oder § 26 BtMG.
English
This product is subject to the German Narcotics Act. A permit under Section 3 of the German Narcotics Act is mandatory for ordering this product unless an exemption from the permit requirement under Section 4 or Section 26 of the German Narcotics Act applies.
Dieses Produkt fällt unter das Betäubungsmittelgesetz (BtMG). Für eine Bestellung dieses Produktes ist eine Erlaubnis nach § 3 BtMG zwingend erforderlich, es sei denn, es greift eine Ausnahme von der Erlaubnispflicht nach § 4 oder § 26 BtMG.
English
This product is subject to the German Narcotics Act. A permit under Section 3 of the German Narcotics Act is mandatory for ordering this product unless an exemption from the permit requirement under Section 4 or Section 26 of the German Narcotics Act applies.
signalword
Warning
hcodes
Hazard Classifications
STOT SE 3
target_organs
Central nervous system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
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Vince Cakic et al.
Drug and alcohol dependence, 111(1-2), 30-37 (2010-06-24)
Dimethyltryptamine (DMT) is an endogenous hallucinogen with traditional use as a sacrament in the orally active preparation of ayahuasca. Although the religious use of ayahuasca has been examined extensively, very little is known about the recreational use of DMT. In
Attila Szabo et al.
PloS one, 9(8), e106533-e106533 (2014-08-30)
The orphan receptor sigma-1 (sigmar-1) is a transmembrane chaperone protein expressed in both the central nervous system and in immune cells. It has been shown to regulate neuronal differentiation and cell survival, and mediates anti-inflammatory responses and immunosuppression in murine
Alain Gaujac et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 881-882, 107-110 (2012-01-03)
N,N-dimethyltryptamine (DMT) is a potent hallucinogen found in beverages consumed in religion rituals and neo-shamanic practices over the world. Two of these religions, Santo Daime and União do Vegetal (UDV), are represented in countries including Australia, the United States and
Global Trade Item Number
| SKU | GTIN |
|---|---|
| SML0791-25MG | 04061832560182 |
| SML0791-5MG | 04061832560199 |
