Synthesis of stable isotopically labelled versions of lamotrigine and its methylated metabolite

Abstract

SummaryLamotrigine is a sodium channel antagonist used for the treatment of epilepsy. Synthesis of stable isotopically labelled (SIL) [M+7] versions of Lamotrigine(1) and its N-methylated metabolite (2) are described.

Human Metabolite Lamotrigine-N2-glucuronide Is the Principal Source of Lamotrigine-Derived Compounds in Wastewater Treatment Plants and Surface Water

“…LMG-N2-G (85%) was purchased from Santa Cruz Biotechnology. N 2 -Methyllamotrigine (N2-Me-LMG) and an abiotic TP of LMG-N2-G (TP433-Amd) were chemically synthesized as previously reported 16 and explained by Zonja et al 17 All solvents used (methanol, acetonitrile, and water) were purchased from Fisher Scientific (Geel, Belgium), except ethyl acetate, which was from Merck. Formic acid (98%−100%) was ACS grade and purchased from Sigma-Aldrich (Schnelldorf, Germany).…”

Synthesis of carbon‐14 labelled l,5 diaryl‐[5‐14C]‐l,2,3‐triazolines

“…In this paper we report the synthesis of two 1,5-diaryl- [5-14 C]-1,2,3-triazolines (la,b). The desired product 1, was synthesized as part of a 5-stage sequence [8][9][10][11][12] (Scheme 1).…”

Targeted Degradation of the Aryl Hydrocarbon Receptor by the PROTAC Approach: A Useful Chemical Genetic Tool

“…Oligosaccharides do not contain a reactive primary amine group, so the O‐methylisourea reagent used to derivatize peptides cannot be used. We synthesized aminoguanidine, which has a hydrazide functionality, to react with the aldehyde group at the reducing terminus of sugars 22. For comparison, we performed another derivatization using Girard's T reagent as reported by Naven and Harvey 12.…”