Deracemization of mexiletine biocatalyzed by ω-transaminases

D Koszelewski, D Pressnitz, D Clay, W Kroutil - Organic letters, 2009 - ACS Publications
(S)-as well as (R)-mexiletine [1-(2, 6-dimethylphenoxy)-2-propanamine], a chiral orally
effective antiarrhythmic agent, was prepared by deracemization starting from the …

Blockers of Skeletal Muscle Nav1.4 Channels: From Therapy of Myotonic Syndrome to Molecular Determinants of Pharmacological Action and Back

M De Bellis, B Boccanegra, AG Cerchiara… - International Journal of …, 2023 - mdpi.com
The voltage-gated sodium channels represent an important target for drug discovery since a
large number of physiological processes are regulated by these channels. In several …

Syntheses of chiral β-and γ-amino ethers, morpholines, and their homologues via nucleophilic ring-opening of chiral activated aziridines and azetidines

MK Ghorai, D Shukla… - The Journal of Organic …, 2012 - ACS Publications
Lewis acid catalyzed quaternary ammonium salt mediated highly regioselective ring-
opening of chiral activated aziridines and azetidines with alcohols to nonracemic β-and γ …

Optically Active Mexiletine Analogues as Stereoselective Blockers of Voltage-Gated Na+ Channels

C Franchini, A Carocci, A Catalano… - Journal of medicinal …, 2003 - ACS Publications
Optically active mexiletine analogues were synthesized and evaluated in vitro as use-
dependent blockers of skeletal muscle sodium channels. The mexiletine analogues were …

Mexiletine metabolites: a review

A Catalano, A Carocci… - Current Medicinal …, 2015 - ingentaconnect.com
Mexiletine belongs to class IB antiarrhythmic drugs and it is still considered a drug of choice
for treating myotonias. However some patients do not respond to mexiletine or have …

Stereospecific synthesis of mexiletine and related compounds: Mitsunobu versus Williamson reaction

A Carocci, A Catalano, F Corbo, A Duranti… - Tetrahedron …, 2000 - Elsevier
Mexiletine [1-(2, 6-dimethylphenoxy)-2-propanamine], a chiral, orally effective antiarrhythmic
agent, and several analogues substituted on either the stereogenic centre or the xylyloxy …

A practical and efficient route for the highly enantioselective synthesis of mexiletine analogues and novel β-thiophenoxy and pyridyl ethers

K Huang, M Ortiz-Marciales… - The Journal of …, 2008 - ACS Publications
A practical and efficient procedure for the enantioselective synthesis of mexiletine
analogues with use of 10% of spiroborate ester 6 as chirality transfer agent is presented. A …

Combined modifications of mexiletine pharmacophores for new lead blockers of Nav1. 4 channels

M De Bellis, A De Luca, JF Desaphy, R Carbonara… - Biophysical journal, 2013 - cell.com
Previously identified potent and/or use-dependent mexiletine (Mex) analogs were used as
template for the rational design of new Na v-channel blockers. The effects of the novel …

Evaluation of the pharmacological activity of the major mexiletine metabolites on skeletal muscle sodium currents

M De Bellis, A De Luca, F Rana… - British journal of …, 2006 - Wiley Online Library
Background and purpose: Mexiletine (Mex), an orally effective antiarrhythmic agent used to
treat ventricular arrhythmias, has also been found to be effective for myotonia and …

Synthesis of (R)-,(S)-, and (RS)-hydroxymethylmexiletine, one of the major metabolites of mexiletine

MM Cavalluzzi, A Catalano, C Bruno, A Lovece… - Tetrahedron …, 2007 - Elsevier
Hydroxymethylmexiletine (HMM), one of the main metabolites of mexiletine, has been
synthesized in both racemic and optically active forms following two alternative routes. The …