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Gapicomine

Chemical compound

Gapicomine

Chemical compound

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Gapicomine (INN) is a coronary vasodilator. It has been withdrawn from the market in the countries it was used in.

Also, gapicomine is a major component in the drug Bicordin.

History

Gapicomine was discovered in 1970 by Polish chemist Stanisław Biniecki. It was first published about in an article of The Polish Journal of Medicine and Pharmacy describing the derivative drug Bicordin in 1974.

Synthesis

1058356}} (1967 to Starogardzkie Zakl Farma).</ref>

The oxime formation between isonicotinaldehyde [872-85-5] (1) and hydroxylamine gives 4-Pyridinealdoxime [696-54-8] (2). This is then reduced by catalytic hydrogenation over Raney-Nickel into 4-Picolylamine [3731-53-1] (3). Reductive amination of the last with a second equivalent of isonicotinaldehyde affords gapicomine (4).

References

References

  1. "Gapicomine Monograph, The Index Nominum".
  2. "Bicordin, PubChem".
  3. (1974). "Bicordin--a new drug in the treatment of coronary heart disease.". Mater Med Pol..
  4. Anon., {{Cite patent. GB. 1058356 (1967 to Starogardzkie Zakl Farma).
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4-pyridyl-compounds vasodilators
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