Chemistry:Etifelmine

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Etifelmine (INN; also known as gilutensin) is a stimulant drug. It was used for the treatment of hypotension (low blood pressure).[1]

Synthesis

The base-catalyzed reaction between benzophenone (1) and butyronitrile (2) gives 2-[hydroxy(diphenyl)methyl]butanenitrile (3).[2][3] Catalytic hydrogenation reduces the nitrile group to a primary amine giving 1,1-diphenyl-2-ethyl-3-aminopropanol (4). The tertiary hydroxyl group is dehydrated by treatment with anhydrous hydrogen chloride gas, completing the synthesis of etifelmine (5).

Synthesis of etifelmine

See also

References

  1. ↑ "The treatment of hypotensive circulatory disorders with gilutensin." (in German). Therapie der Gegenwart 103: 1007–12. August 1964. PMID 14254672. 
  2. ↑ Etifelmine, Thieme
  3. ↑ Dr Werner Heinrich & Dr Walter Heigel, DE patent 1122514 (1962 to Giulini Gmbh Geb).