title: An improved synthesis of m-hydroxymexiletine, a potent mexiletine metabolite.
abstract: m-Hydroxymexiletine (MHM), a minor metabolite of the class IB anti-arrhythmic drug mexiletine, is about two fold more potent than the parent compound on human cardiac voltage-gated sodium channels (hNav1.5), and equipotent to mexiletine on human skeletal-muscle voltage-gated sodium channels (hNav1.4). Herein, an alternative and simplified synthesis of this promising compound has been accomplished. This route, as well as being more efficient, has the advantage, over the first, to avoid the use of oxidizing agents, such as the meta-chloroperoxybenzoic acid.
authors: Dipartimento Farmaco- Chimico, Facolta di Farmacia, Universita di Bari "Aldo Moro", via Orabona 4, 70126 Bari, Italy. alessia.catalano@uniba.it
authors: Alessia
authors: A
authors: Catalano
authors: Alessia
authors: A
authors: Carocci
authors: Giovanni
authors: G
authors: Lentini
authors: Ivana
authors: I
authors: Defrenza
authors: Maria Maddalena
authors: MM
authors: Cavalluzzi
authors: Carlo
authors: C
authors: Franchini
mesh_terms: D000889:Anti-Arrhythmia Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D057809:HEK293 Cells; D006801:Humans; D008801:Mexiletine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D062553:NAV1.4 Voltage-Gated Sodium Channel / Q000187:drug effects; D062554:NAV1.5 Voltage-Gated Sodium Channel / Q000187:drug effects; D013237:Stereoisomerism; D061567:Voltage-Gated Sodium Channel Blockers / Q000138:chemical synthesis* / Q000494:pharmacology
chemical_list: D000889:Anti-Arrhythmia Agents; D062553:NAV1.4 Voltage-Gated Sodium Channel; D062554:NAV1.5 Voltage-Gated Sodium Channel; C568320:SCN5A protein, human; D061567:Voltage-Gated Sodium Channel Blockers; C069734:3-hydroxymexiletine; D008801:Mexiletine