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SML0791

Sigma-Aldrich

N,N-Dimethyltryptamine

≥97% (HPLC)

Synonym(e):

DMT, Dimethyltryptamine, N,N-Dimethyl-1H-indole-3-ethanamine

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About This Item

Empirische Formel (Hill-System):
C12H16N2
CAS-Nummer:
61-50-7
Molekulargewicht:
188.27
MDL-Nummer:
MFCD00055989
UNSPSC-Code:
12352116
PubChem Substanz-ID:
329825600
NACRES:
NA.77
Preise und Verfügbarkeit sind derzeit nicht verfügbar.

Qualitätsniveau

100

Assay

≥97% (HPLC)

Form

powder

Arzneimittelkontrolle

USDEA Schedule I; regulated under CDSA - not available from Sigma-Aldrich Canada; psicótropo (Spain); Decreto Lei 15/93: Tabela IIA (Portugal)

Farbe

white to beige

Löslichkeit

DMSO: 15 mg/mL, clear

Lagertemp.

−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

InChIKey

DMULVCHRPCFFGV-UHFFFAOYSA-N

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Biochem./physiol. Wirkung

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.[1]
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.

Leistungsmerkmale und Vorteile

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.

Sonstige Hinweise

Product contains 1.2% wt. EtOH (by NMR and EA).

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

H-Sätze

H336

Gefahreneinstufungen

STOT SE 3

Zielorgane

Central nervous system

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (COA)

Lot/Batch Number
0000160005
105M4610V
083M4613V

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Die Dokumentenbibliothek aufrufen

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
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
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
Rafael G Dos Santos et al.
Journal of clinical psychopharmacology, 31(6), 717-726 (2011-10-19)
Ayahuasca is an Amazonian psychotropic plant tea combining the 5-HT2A agonist N,N-dimethyltryptamine (DMT) and monoamine oxidase-inhibiting β-carboline alkaloids that render DMT orally active. The tea, obtained from Banisteriopsis caapi and Psychotria viridis, has traditionally been used for religious, ritual, and
Nicholas V Cozzi et al.
Journal of neural transmission (Vienna, Austria : 1996), 116(12), 1591-1599 (2009-09-17)
N,N-dimethyltryptamine (DMT) is a potent plant hallucinogen that has also been found in human tissues. When ingested, DMT and related N,N-dialkyltryptamines produce an intense hallucinogenic state. Behavioral effects are mediated through various neurochemical mechanisms including activity at sigma-1 and serotonin
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