Chemistry:Bornaprolol

From HandWiki

Bornaprolol is a beta-adrenergic antagonist.[1]

Synthesis

ChemDrug Synthesis:[2][3] Patent:[4]

The reaction between 2-(Bicyclo[2.2.1]hept-2-yl)phenol [17152-43-1] (1) and epichlorohydrin [106-89-8] (2) in the presence of sodium metal gives (3). Opening of the oxirane by treatment with isopropylamine [75-31-0] (4) completed the synthesis of Bornaprolol (5).

References

  1. Cheymol, G; Jaillon, P; Lecoq, B; Lecoq, V; Cheymol, A; Krumenacker, M (1987). "Cardiovascular beta-adrenergic blocking effects of bornaprolol in humans: Relation to dose and plasma concentration". Journal of Cardiovascular Pharmacology 9 (6): 694–8. doi:10.1097/00005344-198706000-00009. PMID 2442536. 
  2. Michaud, R.; Bornaprolol hydrochloride. Drugs Fut 1982, 7, 2, 91.
  3. Hardy, J.C. et al, Bull. Soc. Chim. Fr., Part 2, 1982, 304.
  4. DE2735570 idem Jean Mardiguian, U.S. Patent 4,157,400 (1985 to Marpha Societe D'etudes Et D'exploitation De Marques S.A., Paris, Fr).