Protonation of trimipramine salts of maleate, mesylate and hydrochloride observed by 1H, 13C and 15N NMR spectroscopy

Copyright 2004 John Wiley & Sons, Ltd.

Bibliographische Detailangaben
Veröffentlicht in:Magnetic resonance in chemistry : MRC. - 1985. - 43(2005), 2 vom: 01. Feb., Seite 166-70
1. Verfasser: Somashekar, B S (VerfasserIn)
Weitere Verfasser: Nagana Gowda, G A, Ramesha, A R, Khetrapal, C L
Format: Aufsatz
Sprache:English
Veröffentlicht: 2005
Zugriff auf das übergeordnete Werk:Magnetic resonance in chemistry : MRC
Schlagworte:Journal Article Research Support, Non-U.S. Gov't Antidepressive Agents, Tricyclic Carbon Isotopes Nitrogen Isotopes Salts Trimipramine 6S082C9NDT Hydrogen 7YNJ3PO35Z
Beschreibung
Zusammenfassung:Copyright 2004 John Wiley & Sons, Ltd.
Protonation of the tricyclic antidepressant drug trimipramine with maleic acid, methanesulfonic acid and hydrochloric acid was studied using 1H, 13C and 15N NMR spectroscopy at natural abundance. The effect of counter ions on the protonation was compared under identical conditions of solvent, concentration and temperature using homonuclear and heteronuclear one- and two-dimensional experiments. Differential protonation of the terminal tertiary amine nitrogen is determined from the indirect spin-spin couplings, chemical shifts, 13C relaxation data and variable-temperature experiments. In the maleate salt, only one of the acidic protons is involved in protonation, the other being associated with the anion moiety. 15N chemical shifts of the protonated nitrogens are nearly linearly related to the pK(a) of the constituent acid
Beschreibung:Date Completed 30.03.2005
Date Revised 21.11.2013
published: Print
Citation Status MEDLINE
ISSN:1097-458X