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      Merck Index 11th Ed.    Ref RS51.M4  1989
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3251. N,N-Dimethyltryptamine.
      N,N-Dimethyl-1H-indole-3-ethanamine.
      3-[2-(dimethylamino)ethyl]indole.
      DMT.

      C12H16N2  -   mol wt 188.26; C 76.55%, H 8.57%, N 14.88%

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).
Synthesis: Szara, Experimentia 12,441(1956)
using the method of Specter, Anthony J. J.Am.Chem.Soc. 76,6209(1954).
Relationship between hallucinogenic activity and electronic configuration:
Snyder, Merril, Proc.Nat.Acad.Sci. USA 54,258(1965).

                              H
                         /\   N
                        // \ / \
                       |   ||  ||
                       |   ||__||
                        \\ /     \ 
                         \/       CH2CH2N(CH3)2
                             
Crystals, mp 44.6°-46.8°. pKa 8.68 (ethanol-water).
Freely sol in dil acetic and dil mineral acids.

Picrate, mp 169.5°-170°
Methiodide, mp 216°-217°

Caution: This is a controlled substance (hallucinogen) listed in the
         U.S. Code of Federal Regulations, Title 21 Part 1308.11 (1985).