SML0791

N,N-Dimethyltryptamine

Name: N,N-Dimethyltryptamine
Brand: SIGMA

≥97% (HPLC), Sigma-1 receptor agonist, powder

Synonim(y):

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

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Informacje o tej pozycji

Wzór empiryczny (zapis Hilla):

C₁₂H₁₆N₂

Numer CAS:

61-50-7

Masa cząsteczkowa:

188.27

UNSPSC Code:

12352116

PubChem Substance ID:

329825600

NACRES:

NA.77

MDL number:

MFCD00055989

Assay:

≥97% (HPLC)

Form:

powder

Quality level:

100

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Nazwa produktu

N,N-Dimethyltryptamine, ≥97% (HPLC)

SMILES string

CN(C)CCC1=CNC2=C1C=CC=C2

InChI key

DMULVCHRPCFFGV-UHFFFAOYSA-N

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

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); Pszichotróp anyag / Psychotropic Substance (Hungary), 78/2022. (XII. 28.) BM rendelet, kontrollierte Droge in Deutschland

Quality Level

100

color

white to beige

solubility

DMSO: 15 mg/mL, clear

storage temp.

−20°C

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Bioactive Small Molecule Agonists

Bioactive Small Molecules

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Ta pozycja	SML0151	PZ0121	S9692
Sigma-Aldrich SML0791 N,N-Dimethyltryptamine	Sigma-Aldrich SML0151 CCT036477	Sigma-Aldrich PZ0121 CP-135807	Sigma-Aldrich S9692 SU 6656
assay ≥97% (HPLC)	assay ≥98% (HPLC)	assay ≥98% (HPLC)	assay ≥98% (HPLC)
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 -
Quality Level 100	Quality Level 100	Quality Level 100	Quality Level 100
storage temp. −20°C	storage temp. −20°C	storage temp. room temp	storage temp. −20°C
solubility DMSO: 15 mg/mL, clear	solubility DMSO: ≥20 mg/mL (warm to 60°C)	solubility DMSO: ≥5 mg/mL	solubility DMSO: 12 mg/mL (orange solution)

Biochem/physiol Actions

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.

N,N-Dimethyltryptamine is an endogenous sigma-1 receptor agonist; hallucinogen.

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.

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).

Legal Information

German
Dieses Produkt fällt unter das Betäubungsmittelgesetz (BtMG). Für eine Bestellung dieses Produktes ist eine Erlaubnis nach § 3 BtMG zwingend erforderlich, es sei denn, es greift eine Ausnahme von der Erlaubnispflicht nach § 4 oder § 26 BtMG.

English
This product is subject to the German Narcotics Act. A permit under Section 3 of the German Narcotics Act is mandatory for ordering this product unless an exemption from the permit requirement under Section 4 or Section 26 of the German Narcotics Act applies.

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pictograms

GHS07

signalword

Warning

hcodes

H336

pcodes

P261 - P271 - P304 + P340 + P312 - P403 + P233 - P405 - P501

Hazard Classifications

STOT SE 3

target_organs

Central nervous system

Klasa składowania

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Dokumenty związane z niedawno zakupionymi produktami zostały zamieszczone w Bibliotece dokumentów.

Odwiedź Bibliotekę dokumentów

Psychedelic N,N-dimethyltryptamine and 5-methoxy-N,N-dimethyltryptamine modulate innate and adaptive inflammatory responses through the sigma-1 receptor of human monocyte-derived dendritic cells.

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

Dimethyltryptamine (DMT): subjective effects and patterns of use among Australian recreational users.

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

Dimethyltryptamine and other hallucinogenic tryptamines exhibit substrate behavior at the serotonin uptake transporter and the vesicle monoamine transporter.

Nicholas V Cozzi et al.

Journal of neural transmission (Vienna, Austria : 1996), 116(12), 1591-1599 (2009-09-17)

N,N-dimethyltryptamine (DMT) is a potent plant hallucinogen that has also been found in human tissues. When ingested, DMT and related N,N-dialkyltryptamines produce an intense hallucinogenic state. Behavioral effects are mediated through various neurochemical mechanisms including activity at sigma-1 and serotonin

Autonomic, neuroendocrine, and immunological effects of ayahuasca: a comparative study with d-amphetamine.

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

Determination of N,N-dimethyltryptamine in Mimosa tenuiflora inner barks by matrix solid-phase dispersion procedure and GC-MS.

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

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