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| Trade names | Benfuran, Bentos, Betaclar, Glauconex |
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| Formula | C16H21NO4 |
| Molar mass | 291.347 g·mol−1 |
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Befunolol (INN) is abeta blocker withintrinsic sympathomimetic activity used in the management ofopen-angle glaucoma.[1] It also acts as aβ adrenoreceptorpartial agonist.[2][3] Befunolol was introduced in Japan in 1983 by Kakenyaku Kako Co. under the trade name Bentos.[4]
The first reported synthesis of befunolol in 1974 used a benzofuran derivative (4) withepichlorohydrin and thenisopropylamine to add the sidechain which was known to produce beta blockers, by analogy with drugs discovered byImperial Chemical Industries, such aspropanolol.[5] The requisite intermediate was synthesized fromortho-vanillin (1) by acondensation reaction withchloroacetone (2) in the presence ofpotassium hydroxide, giving 2-acetyl-7-methoxybenzofuran (3), which wasdemethylated usinghydrobromic acid.[6][7][8]
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