Structural Formula Vector Image
Title: N,N-Dimethyltryptamine
CAS Registry Number: 61-50-7
CAS Name: N,N-Dimethyl-1H-indole-3-ethanamine
Additional Names: 3-[2-(dimethylamino)ethyl]indole; DMT
Molecular Formula: C12H16N2
Molecular Weight: 188.27
Percent Composition: C 76.55%, H 8.57%, N 14.88%
Literature References: Occurs naturally in plants with hallucinogenic properties. Isoln from the leaves of Prestonia amazonica (Benth.) Macbride (Haemadictyon amazonicum Spruce & Benth.), Apocynaceae: Hockstein, Paradies, J. Am. Chem. Soc. 79, 5735 (1957). Metabolism: St. Szára, Experientia 12, 441 (1956); B. R. Sitaram et al., Biochem. Pharmacol. 36, 1509 (1987). Relationship between hallucinogenic activity and electronic configuration: Snyder, Merril, Proc. Natl. Acad. Sci. USA 54, 258 (1965). Synthesis: I. Fleming, M. Woolias, J. Chem. Soc. Perkin Trans. 1 1979, 829. Differential interaction with serotonin receptor subtypes: A. V. Deliganis et al., Biochem. Pharmacol. 41, 1739 (1991). Fluorometric detection: O. Jules et al., Anal. Chim. Acta 169, 355 (1985). Review of biosynthesis, metabolism and bioactivity: S. A. Barker et al., Int. Rev. Neurobiol. 22, 83-110 (1981).
Properties: Crystals, mp 44.6-46.8°; also reported as plates from ethanol and light petroleum, mp 46° (Fleming, Woolias). bp 60-80°. pKa 8.68 (ethanol-water). Freely sol in dil acetic and dil mineral acids.
Melting point: mp 44.6-46.8°; mp 46° (Fleming, Woolias)
Boiling point: bp 60-80°
pKa: pKa 8.68 (ethanol-water)
Derivative Type: Methiodide
Properties: mp 216-217°.
Melting point: mp 216-217°
NOTE: This is a controlled substance (hallucinogen): 21 CFR, 1308.11.

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