Facile entry to (?)-(R)- and (+)-(S)-mexiletine

Carocci, Alessia; Franchini, Carlo; Lentini, Giovanni; Loiodice, Fulvio; Tortorella, Vincenzo

doi:10.1002/(sici)1520-636x(2000)12:3<103::aid-chir1>3.0.co;2-x

Cited by 30 publications

(15 citation statements)

References 18 publications

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“…It starts from commercially available 2-[({[(tert-butoxycarbonyl)amino]oxy}carbonyl)oxy]-2-methylpropane 14, which was submitted to a Mitsunobu 37 reaction with 1-(2,6-dimethylphenoxy)propan-2-ol 15, prepared as previously described. 38 Deprotection of 16 gave (RS)-7. Table 3.…”

Section: Synthesis Of N-hydroxymexiletinementioning

confidence: 99%

One-step synthesis of homochiral O-aryl and O-heteroaryl mandelic acids and their use as efficient 1H NMR chiral solvating agents

Cavalluzzi¹,

Bruno²,

Lentini³

et al. 2009

Tetrahedron: Asymmetry

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Section: Synthesis Of N-hydroxymexiletinementioning

confidence: 99%

One-step synthesis of homochiral O-aryl and O-heteroaryl mandelic acids and their use as efficient 1H NMR chiral solvating agents

Cavalluzzi¹,

Bruno²,

Lentini³

et al. 2009

Tetrahedron: Asymmetry

Self Cite

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“…Sul poema cfr. Carocci (1992); ne ricostruisce la storia redazionale Gaspari, 1990. Il biasimo riceve tuttavia una parziale attenuazione (preannunciata dal dubitativo forse) in considerazione della accertata utilità degli scambi coloniali, superiore a ogni possibile danno arrecato; da essi «Leggi, industria, commercio, arti, e costumi» hanno di fatto derivato quella «viva impression motrice, / Che nella social macchina immensa / Rapida circolando, anche ai tacenti / Filosofici regni si diffuse, / E nelle pensatrici Anime eccelse / Un creator novello foco accese» 34 . Del resto, già nel settimo dei Dialoghi dei morti (compiuti nel 1765, anche se per quell'anno la censura ne impedì la stampa), mettendo in scena l'inconsueta coppia Montezuma e Cristoforo Colombo, Colpani aveva trattato il tema del colonialismo spagnolo nell'America latina.…”

Section: Il Prezzo Della Conquistaunclassified

Un’idea di Messico: sondaggi tra Sette e Ottocento

Necchi¹

2011

Italian Studies in Southern Africa/Studi D’Italianistica Nell’Africa Australe

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The essay investigates some images of Mexico present in the Italian literature of eighteenth and nineteenth centuries. America's colonization is recalled by Parini and by other eighteenth century poets and intellectuals as a cruel exploitation of men and resources. In the operatic and narrative tradition the South American location gives rise to romantic plots as well as to a critical analysis of pre-Columbian religions (as in Casti's and Poggi's poems). But more common is the celebration of generous yet unhappy Aztec monarchs deposed by Spanish conquistadores, from Montezuma to Guatimozino. The latter is remembered by Carducci in the poem Imperiali martirîTruppe francesi appoggiate da Spagna e Inghilterra attaccano Veracruz nel gennaio 1863 e, pochi mesi dopo, entrano vittoriose a Città del Messico; un plebiscito decreta la fine della repubblica e la nascita della monarchia. L'aggressione suggerisce a Giosuè Carducci un'appassionata requisitoria contro l'Europa («albergo di tiranni», «prigion fella / Di plebi oppresse lacerate e smorte»), disposta a conculcare la libertà della giovane nazione centroamericana a vantaggio di un «affamato règolo», bramoso «d'anime e terre» (così nel sonetto Per la spedizione del Messico)

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“…R-(2)-MEX is a more potent blocker of sodium currents in adult frog skeletal muscle fibers, while S-(1)-MEX is more effective as an inhibitor of clorgyline-resistant amine oxidase and in the treatment of allodynia. 3 In man, MEX undergoes extensive liver metabolism to several pharmacologically inactive metabolites and <10% of an administered oral dose is recovered unchanged in urine. The major metabolic routes are aliphatic and aromatic hydroxylation, the former leading to hydroxymethylmexiletine (HMM) and the latter producing m-or p-hydroxymexiletine (PHM) 2 ; Figure 1.…”

Section: Mexiletinementioning

confidence: 99%

Enantioselective determination of mexiletine and its metabolites p‐hydroxymexiletine and hydroxymethylmexiletine in rat plasma by normal‐phase liquid chromatography‐tandem mass spectrometry: Application to pharmacokinetics

et al. 2008

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Mexiletine (MEX), hydroxymethylmexiletine (HMM) and p-hydroxymexiletine (PHM) were analyzed in rat plasma by LC-MS/MS. The plasma samples were prepared by liquid-liquid extraction using methyl-tert-butyl ether as extracting solvent. MEX, HMM, and PHM enantiomers were resolved on a Chiralpak(R) AD column. Validation of the method showed a relative standard deviation (precision) and relative errors (accuracy) of less than 15% for all analytes studied. Quantification limits were 0.5 ng ml(-1) for the MEX and 0.2 ng ml(-1) for the HMM and PHM enantiomers. The validated method was successfully applied to quantify the enantiomers of MEX and its metabolites in plasma samples of rats (n = 6) treated with a single oral dose of racemic MEX.

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Facile entry to (?)-(R)- and (+)-(S)-mexiletine

Cited by 30 publications

References 18 publications

One-step synthesis of homochiral O-aryl and O-heteroaryl mandelic acids and their use as efficient 1H NMR chiral solvating agents

One-step synthesis of homochiral O-aryl and O-heteroaryl mandelic acids and their use as efficient 1H NMR chiral solvating agents

Un’idea di Messico: sondaggi tra Sette e Ottocento

Enantioselective determination of mexiletine and its metabolites p‐hydroxymexiletine and hydroxymethylmexiletine in rat plasma by normal‐phase liquid chromatography‐tandem mass spectrometry: Application to pharmacokinetics

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