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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

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.
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

Analysenzertifikate (COA)

Suchen Sie nach Analysenzertifikate (COA), indem Sie die Lot-/Chargennummer des Produkts eingeben. Lot- und Chargennummern sind auf dem Produktetikett hinter den Wörtern ‘Lot’ oder ‘Batch’ (Lot oder Charge) zu finden.

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Arturo A Vitale et al.
Journal of nuclear medicine : official publication, Society of Nuclear Medicine, 52(6), 970-977 (2011-05-31)
N,N-dimethyltryptamine (DMT), a strong psychodysleptic drug, has been found in higher plants, shamanic hallucinogenic beverages, and the urine of schizophrenic patients. The aim of this work was to gain better knowledge on the relationship between this drug and hallucinogenic processes
Tsung-Ping Su et al.
Science signaling, 2(61), pe12-pe12 (2009-03-13)
N,N-dimethyltryptamine (DMT) is a hallucinogen found endogenously in human brain that is commonly recognized to target the 5-hydroxytryptamine 2A receptor or the trace amine-associated receptor to exert its psychedelic effect. DMT has been recently shown to bind sigma-1 receptors, which
Ethan H McIlhenny et al.
Biomedical chromatography : BMC, 25(9), 970-984 (2010-11-09)
Ayahuasca, also known as caapi or yage among various South American groups, holds a highly esteemed and millennia-old position in these cultures' medical and religious pharmacopeia. There is now an increasing interest in the potential for modern medical applications of
The Hallucinogen N,N-Dimethyltryptamine (DMT) Is an Endogenous Sigma-1 Receptor Regulator.
Dominique F, et al.
Science, 323(5916), 934-937 (2009)
Paulo Cesar Ribeiro Barbosa et al.
Drug testing and analysis, 4(7-8), 601-609 (2012-07-05)
Ayahuasca is a psychedelic brew originally used for magico-religious purposes by Amerindian populations of the western Amazon Basin. Throughout the last four decades, the use of ayahuasca spread towards major cities in all regions of Brazil and abroad. This trend
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