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Key Documents

SML0791

Sigma-Aldrich

N,N-Dimethyltryptamine

≥97% (HPLC)

Sinônimo(s):

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

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About This Item

Fórmula empírica (Notação de Hill):
C12H16N2
Número CAS:
Peso molecular:
188.27
Número MDL:
Código UNSPSC:
12352116
ID de substância PubChem:
NACRES:
NA.77

Nível de qualidade

Ensaio

≥97% (HPLC)

forma

powder

controle de medicamentos

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

cor

white to beige

solubilidade

DMSO: 15 mg/mL, clear

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

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

chave InChI

DMULVCHRPCFFGV-UHFFFAOYSA-N

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Ações bioquímicas/fisiológicas

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.

Características e benefícios

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.

Outras notas

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

Pictogramas

Exclamation mark

Palavra indicadora

Warning

Frases de perigo

Classificações de perigo

STOT SE 3

Órgãos-alvo

Central nervous system

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable


Certificados de análise (COA)

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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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