Epanolol Explained

Epanolol is a beta blocker.^[1] developed by Imperial Chemical Industries.^[2]

Synthesis

The ester methyl 4-benzyloxyphenylacetate (1) is treated with ethylenediamine to give the amide (3). Separately, 2-cyanophenol (4) is reacted with epichlorohydrin and sodium hydroxide to produce the benzonitrile derivative (5). Combination of (3) and (5) by heating in propanol gives (6). Lastly, catalytic hydrogenation removes the benzyl protecting group and yields epanolol.^{[2] [3]}

See also

• Bunitrolol
• Bucindolol

Notes and References

1. Hosie . J. . Scott . A. K. . Petrie . J. C. . Cockshott . I. D. . Pharmacokinetics of epanolol after acute and chronic oral dosing in elderly patients with stable angina pectoris . British Journal of Clinical Pharmacology . 29 . 3 . 333–337 . 1990 . 1968755 . 1380134 . 10.1111/j.1365-2125.1990.tb03644.x .
2. 10.1021/jm00353a004 . .beta.-Adrenergic blocking agents. 22. 1-Phenoxy-3-[[(substituted-amido)alkyl]amino]-2-propanols . 1982 . Large . M. S. . Smith . L. H. . Journal of Medicinal Chemistry . 25 . 11 . 1286–1292 . 6128420 .
3. Web site: Epanolol . Thieme . 2024-06-30.