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SML0791

Sigma-Aldrich

N,N-Dimethyltryptamine

≥97% (HPLC)

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C12H16N2
Número de CAS:
61-50-7
Peso molecular:
188.27
MDL number:
MFCD00055989
UNSPSC Code:
12352116
PubChem Substance ID:
329825600
NACRES:
NA.77

Quality Level

100

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)

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

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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.

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).

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H336

Hazard Classifications

STOT SE 3

target_organs

Central nervous system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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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)
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
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
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