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C2-Modified Sparteine Derivatives Are a New Class of Potentially Long-Acting Sodium Channel Blockers

C2-Modified Sparteine Derivatives Are a New Class of Potentially Long-Acting Sodium Channel Blockers

Vaibhavkumar S Gawali, Svilen Simeonov, Martina Drescher, Thomas Knott, Olaf Scheel, John Kudolo, Hanspeter Kählig, Ulla Hochenegg, Alexander Roller, Hannes Todt, Nuno Maulide

ChemMedChem. 2017 Nov 22;12(22):1819-1822.

PMID: 29045055

Abstract:

The lupin alkaloid sparteine is a well-known chiral diamine with a range of applications in asymmetric synthesis, as well as a blocker of voltage-gated sodium channels (VGSCs). However, there is only scarce information on the VGSC-blocking activity of sparteine derivatives where the structure of the parent alkaloid is retained. Building on the recent renewed availability of sparteine and derivatives we report herein how modification of sparteine at position 2 produces irreversible blockers of VGSCs. These compounds could be clinically envisaged as long-lasting local anesthetics.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP90391	(−)-Sparteine		90-39-1	Price

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