Befunolol
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Befunolol (INN) is a beta blocker with intrinsic sympathomimetic activity used in the management of open-angle glaucoma.[1] It also acts as a β adrenoreceptor partial agonist.[2][3] Befunolol was introduced in Japan in 1983 by Kakenyaku Kako Co. under the trade name Bentos.[4]
Synthesis
The first reported synthesis of befunolol in 1974 used a benzofuran derivative (4) with epichlorohydrin and then isopropylamine to add the sidechain which was known to produce beta blockers, by analogy with drugs discovered by Imperial Chemical Industries, such as propanolol.[5] The requisite intermediate was synthesized from ortho-vanillin (1) by a condensation reaction with chloroacetone (2) in the presence of potassium hydroxide, giving 2-acetyl-7-methoxybenzofuran (3), which was demethylated using hydrobromic acid.[6][7][8]
References
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- ↑ <templatestyles src="Citation/styles.css"/>Template:Citation/make link, Ito K, Ikemoto M, Kimura K, Nakanishi T, "2-Substituted-(2-hydroxy-3-lower alkaminopropoxy)-benzofurans", issued Script error: No such module "auto date formatter"., assigned to Kakenyaku Kako KKScript error: No such module "Check for unknown parameters".
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