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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:
61-50-7
Peso molecular:
188.27
Número MDL:
MFCD00055989
Código UNSPSC:
12352116
ID de substância PubChem:
329825600
NACRES:
NA.77

Nível de qualidade

100

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
GHS07

Palavra indicadora

Warning

Frases de perigo

H336

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)

Busque Certificados de análise (COA) digitando o Número do Lote do produto. Os números de lote e remessa podem ser encontrados no rótulo de um produto após a palavra “Lot” ou “Batch”.

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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
Rafael G Dos Santos et al.
Psychopharmacology, 219(4), 1039-1053 (2011-08-16)
Ayahuasca is an Amazonian tea containing the natural psychedelic 5-HT(2A/2C/1A) agonist N,N-dimethyltryptamine (DMT). It is used in ceremonial contexts for its visionary properties. The human pharmacology of ayahuasca has been well characterized following its administration in single doses. To evaluate
The Hallucinogen N,N-Dimethyltryptamine (DMT) Is an Endogenous Sigma-1 Receptor Regulator.
Dominique F, et al.
Science, 323(5916), 934-937 (2009)
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
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
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