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Publication Detail
Regioselective and enantiospecific synthesis of the HSP co-inducer arimoclomol from chiral glycidyl derivatives.
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Publication Type:Journal article
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Publication Sub Type:Article
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Authors:Atkinson BN, Woodward HL, Sipthorp J, Fish PV
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Publication date:21/11/2017
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Journal:Organic & biomolecular chemistry
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Medium:Print-Electronic
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Status:Published
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Print ISSN:1477-0520
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Language:eng
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Addresses:Alzheimer's Research UK UCL Drug Discovery Institute, The Cruciform Building, University College London, Gower Street, London, WC1E 6BT, UK. p.fish@ucl.ac.uk.
Abstract
A new efficient chiral synthesis of enantiopure arimoclomol (2) is reported from (R)-(-)-glycidyl nosylate (11) with complete retention of chiral integrity. Off-target pharmacology of arimoclomol (2) was evaluated against a representative set of drug targets and showed modest binding to a few kinases. Pharmacokinetic data was generated in vivo in mouse and showed a low brain : plasma ratio. These studies will be helpful towards a better understanding of the PK-PD relationship of 2 in disease models.
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