(R)-sila-venlafaxine: a selective noradrenaline reuptake inhibitor for the treatment of emesis

Graham A Showell; Matthew J Barnes; Jürgen O Daiss; John S Mills; John G Montana; Reinhold Tacke; Julie B H Warneck

doi:10.1016/j.bmcl.2005.12.062

(R)-sila-venlafaxine: a selective noradrenaline reuptake inhibitor for the treatment of emesis

Bioorg Med Chem Lett. 2006 May 1;16(9):2555-8. doi: 10.1016/j.bmcl.2005.12.062. Epub 2006 Mar 2.

Authors

Graham A Showell¹, Matthew J Barnes, Jürgen O Daiss, John S Mills, John G Montana, Reinhold Tacke, Julie B H Warneck

Affiliation

¹ Paradigm Therapeutics Ltd, 162 Cambridge Science Park, Milton Road, Cambridge CB4 0GP, UK. gshowell@paradigm-therapeutics.com

PMID: 16513343
DOI: 10.1016/j.bmcl.2005.12.062

Abstract

Sila-substitution of drugs (the carbon/silicon switch) is a concept that is being successfully used for the development of new chemical entities. The (R)-sila-analogue of the antidepressant venlafaxine is devoid of the serotonin reuptake inhibition observed with the marketed drug, leading to a selective noradrenaline reuptake inhibitor displaying anti-emetic properties.

Publication types

Comparative Study

MeSH terms

Animals
Antiemetics / chemical synthesis
Antiemetics / pharmacology*
Antiemetics / therapeutic use*
Crystallography, X-Ray
Cyclohexanols / chemistry
Cyclohexanols / pharmacology
Cyclohexanols / therapeutic use
Disease Models, Animal
Drug Evaluation, Preclinical
Ferrets
Humans
In Vitro Techniques
Male
Models, Molecular
Molecular Structure
Selective Serotonin Reuptake Inhibitors / chemical synthesis
Selective Serotonin Reuptake Inhibitors / pharmacology*
Selective Serotonin Reuptake Inhibitors / therapeutic use*
Serotonin 5-HT3 Receptor Antagonists
Stereoisomerism
Structure-Activity Relationship
Venlafaxine Hydrochloride
Vomiting / drug therapy*

Substances

Antiemetics
Cyclohexanols
Serotonin 5-HT3 Receptor Antagonists
Serotonin Uptake Inhibitors
Venlafaxine Hydrochloride