5-MeO-DMT

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5-MeO-DMT.svg

Psychedelic tryptamine compound


5-MeO-DMT
IUPAC Name: 2-(5-Methoxy-1H-indol-3-yl)-N,N-dimethylethanamine
Other Names: 5-MeO-DMT
Identifiers
CAS Number
PubChem 1832
ChemSpider 1766
SMILES CN(C)CCc1c[nH]c2ccc(OC)cc12
InChI 1S/C13H18N2O/c1-15(2)7-6-10-9-14-13-5-4-11(16-3)8-12(10)13/h4-5,8-9,14H,6-7H2,1-3H3
InChIKey YUMBBRWOQTVWBB-UHFFFAOYSA-N
StdInChI 1S/C13H18N2O/c1-15(2)7-6-10-9-14-13-5-4-11(16-3)8-12(10)13/h4-5,8-9,14H,6-7H2,1-3H3
StdInChIKey YUMBBRWOQTVWBB-UHFFFAOYSA-N
Properties
Chemical formula C13H18N2O1
Appearance White to off-white crystalline solid
Density
Melting Point 69 to 70
Boiling Point 160
Solubility Soluble in ethanol, methanol, and chloroform
Hazards
Main Hazards
Flash Point
Autoignition Temperature


5-MeO-DMT (5-Methoxy-N,N-dimethyltryptamine) is a naturally occurring psychedelic of the tryptamine class. It is found in a variety of plant species and in the venom of the Colorado River toad (Incilius alvarius). It is structurally related to DMT (N,N-dimethyltryptamine) and bufotenin (5-HO-DMT).

Chemistry[edit | edit source]

5-MeO-DMT is a tryptamine derivative, featuring a methoxy group at the fifth position of the indole ring. Its chemical formula is C13H18N2O, and it has a molecular weight of 218.30 g/mol. The compound is typically a white to off-white crystalline solid.

Pharmacology[edit | edit source]

5-MeO-DMT acts as a serotonin receptor agonist, primarily at the 5-HT2A receptor. It is known for its rapid onset and short duration of action, typically lasting between 30 to 45 minutes when smoked or vaporized. The effects are often described as intense and can include hallucinations, euphoria, and mystical experiences.

Usage[edit | edit source]

5-MeO-DMT has been used in shamanic practices and modern psychedelic therapy. It is often vaporized or smoked, but it can also be insufflated or taken orally with a monoamine oxidase inhibitor (MAOI).

Legal Status[edit | edit source]

The legal status of 5-MeO-DMT varies by country. In the United States, it is classified as a Schedule I controlled substance under the Controlled Substances Act. In other countries, it may be regulated differently or remain unscheduled.

Safety and Risks[edit | edit source]

The use of 5-MeO-DMT carries potential risks, including psychological distress, tachycardia, and hypertension. It is advised to use the substance in a controlled setting with proper harm reduction practices.

See also[edit | edit source]

References[edit | edit source]


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