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SML0791

Sigma-Aldrich

N,N-Dimethyltryptamine

≥97% (HPLC)

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Synonym(s):
DMT, Dimethyltryptamine, N,N-Dimethyl-1H-indole-3-ethanamine
Empirical Formula (Hill Notation):
C12H16N2
CAS Number:
61-50-7
Molecular Weight:
188.27
MDL number:
MFCD00055989
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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This Item
SML0151PZ0121SML2165
N,N-Dimethyltryptamine ≥97% (HPLC)

Sigma-Aldrich

SML0791

N,N-Dimethyltryptamine

CCT036477 ≥98% (HPLC)

Sigma-Aldrich

SML0151

CCT036477

CP-135807 ≥98% (HPLC)

Sigma-Aldrich

PZ0121

CP-135807

(S)-(+)-Dimethindene maleate ≥98% (HPLC)

Sigma-Aldrich

SML2165

(S)-(+)-Dimethindene maleate

form

powder

form

powder

form

powder

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)

drug control

-

drug control

-

drug control

-

color

white to beige

color

white to tan

color

brown-red

color

white to beige

solubility

DMSO: 15 mg/mL, clear

solubility

DMSO: ≥20 mg/mL (warm to 60°C)

solubility

DMSO: ≥5 mg/mL

solubility

H2O: 2 mg/mL, clear

storage temp.

−20°C

storage temp.

−20°C

storage temp.

room temp

storage temp.

2-8°C

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

Signal Word

Warning

Hazard Statements

H336

Hazard Classifications

STOT SE 3

Target Organs

Central nervous system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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
Gabriela de Oliveira Silveira et al.
Molecules (Basel, Switzerland), 25(9) (2020-05-06)
Ayahuasca tea is a hallucinogenic beverage used for religious purposes in Brazil and many other countries that has therapeutic potential in the treatment of some mental health disorders. In the context of psychedelic research, quantification of the tea's main alkaloids
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