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Zylofuramine

Chemical compound

Chemical compound

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Zylofuramine is a stimulant drug. It was developed in 1961, and was intended for use as an appetite suppressant and for the treatment of senile dementia in the elderly, but there is little information about it and it does not appear to have ever been marketed.

Its chemical structure has a similarity to other N-ethyl substituted stimulant drugs such as ethylamphetamine and N-ethylhexedrone.

Synthesis

:[[File:Zylofuramine synthesis.svg|class=skin-invert-image|upright=2]] The Grignard reaction of benzylmagnesium bromide (1) and the imine of furfural and ethylamine, N-ethylfuran-2-methaneimine (2), gives the amine derivative (3). Hydrogenation using a Raney nickel catalyst yields zylofuramine.

References

References

  1. "Alpha-Aryl or Aralkyl Tetrahydrofurfurylamines".
  2. (January 1962). "α-Benzyltetrahydrofurfurylamines -- A New Series of Psychomotor Stimulants. I". Journal of Medicinal and Pharmaceutical Chemistry.
  3. (March 1962). "α-Benzyltetrahydrofurfurylamines -- A New Series of Psychomotor Stimulants. II. Resolution of Isomers". Journal of Medicinal and Pharmaceutical Chemistry.
  4. (December 1963). "α-Benzyltetrahydrofurfurylamines -- A New Series of Psychomotor Stimulants. III. The Pharmacology of D-Threo α-Benzyl-N-Ethyltetrahydrofurfurylamine (Zylofuramine)". Archives Internationales de Pharmacodynamie et de Therapie.
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norepinephrine-dopamine-releasing-agents stimulants substituted-amphetamines tetrahydrofurans
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