Abstract
Naratriptan 1 is a selective serotonin 5-hydroxytryptamine 5-HT1 receptor subtype agonist used for the treatment of acute attacks of migraine headaches and for cluster headaches. Since its discovery in 1998 by GlaxoSmithKline, a number of synthetic methods have been reported up till now. This review aims to focus soberly the various synthetic key routes used for the synthesis of naratriptan 1 in high yields. An effort has been carried out to provide an overview of practical, safe and scalable methods for the preparation of naratriptan, describing various Pd-catalyzed Heck reactions, Matsuda– Heck coupling, Fischer indolizations, Sonogashira coupling, Japp-Klingemann reaction and TiCl4- mediated indolization. Moreover, the precursors utilized in the synthesis have been described briefly.
Keywords: Naratriptan, migraine, synthesis, indole, Heck reaction, Sonogashira, Fischer indolization.
Mini-Reviews in Organic Chemistry
Title:Recent Advances in the Synthesis of Naratriptan: An Anti-Migraine Drug
Volume: 15 Issue: 2
Author(s): Tanzeela Abdul Fattah and Aamer Saeed*
Affiliation:
- Department of Chemistry, Quaid-i-Azam University-45320, Islamabad,Pakistan
Keywords: Naratriptan, migraine, synthesis, indole, Heck reaction, Sonogashira, Fischer indolization.
Abstract: Naratriptan 1 is a selective serotonin 5-hydroxytryptamine 5-HT1 receptor subtype agonist used for the treatment of acute attacks of migraine headaches and for cluster headaches. Since its discovery in 1998 by GlaxoSmithKline, a number of synthetic methods have been reported up till now. This review aims to focus soberly the various synthetic key routes used for the synthesis of naratriptan 1 in high yields. An effort has been carried out to provide an overview of practical, safe and scalable methods for the preparation of naratriptan, describing various Pd-catalyzed Heck reactions, Matsuda– Heck coupling, Fischer indolizations, Sonogashira coupling, Japp-Klingemann reaction and TiCl4- mediated indolization. Moreover, the precursors utilized in the synthesis have been described briefly.
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Fattah Abdul Tanzeela and Saeed Aamer *, Recent Advances in the Synthesis of Naratriptan: An Anti-Migraine Drug, Mini-Reviews in Organic Chemistry 2018; 15 (2) . https://dx.doi.org/10.2174/1570193X14666170721145507
DOI https://dx.doi.org/10.2174/1570193X14666170721145507 |
Print ISSN 1570-193X |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-6298 |
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