Chemistry:Mepindolol
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Mepindolol (Betagon) is a non-selective beta blocker. It is used to treat glaucoma.[1]
Synthesis
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The first reported synthesis of mepindolol in 1971 used 4-hydroxy-2-methylindole {9) 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.[2] The requisite intermediate was synthesized in a multi-step procedure from 4-benzyloxyindole-2-carboxylic acid (1) which was converted into (9) by conventional chemistry.[3][4]
See also
References
- ↑ "Comparative study of the chiral resolution of β-blockers on cellulose tris (3,5-dimethyl-phenylcarbamate) phases in normal and reversed phase modes". Journal of Liquid Chromatography & Related Technologies 24 (16): 2493–2504. September 2001. doi:10.1081/JLC-100105955.
- ↑ Strategies for Organic Drug Synthesis and Design. Canada: John Wiley & Sons. 1998. pp. 37–41. ISBN 0-471-19657-6.
- ↑ "Beiträge zur Chemie der 4-Hydroxyindol-Verbindungen 10. Mitteilung über synthetische indolverbindungen" (in DE). Helvetica Chimica Acta 54 (8): 2411–2419. 1971. doi:10.1002/hlca.19710540805.
- ↑ "Mepindolol". Pharmaceutical Substances. Georg Thieme Verlag KG. https://pharmaceutical-substances.thieme.com/ps/search-results?docUri=KD-13-0054.
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