aFASC1_15 Drug Stereochemistry

Faculty of Pharmacy
Autumn 2025

The course is not taught in Autumn 2025

Extent and Intensity
2/0/0. 3 credit(s). Type of Completion: zk (examination).
Teacher(s)
PharmDr. Jan Otevřel, Ph.D. (lecturer)
Mgr. David Švestka, Ph.D. (lecturer)
Guaranteed by
PharmDr. Jan Otevřel, Ph.D.
Department of Chemical Drugs – Departments – Faculty of Pharmacy
Prerequisites
Basic knowledge of inorganic and organic chemistry
Course Enrolment Limitations
The course is only offered to the students of the study fields the course is directly associated with.
fields of study / plans the course is directly associated with
Course objectives
The aim of the subject is to deepen students' knowledge of static and dynamic stereochemistry of natural and synthetic substances with pharmaceutical significance. The subject aims to expand the student's knowledge in the area of ​​traditional and modern methods of preparation and isolation of chiral non-racemic compounds, in methods of determining their absolute configuration and optical purity, and in selected stereochemical aspects of the action of chiral drugs in the living organism.
Learning outcomes
Basic orientation in static and dynamic stereochemistry. Fundamental knowledge of methods of synthesis, isolation and analysis of chiral non-racemic compounds.
Syllabus
  • 1. Stereochemical nomenclature and basic concepts of static stereochemistry
  • 2. Relationships between chirality and biological activity of organic compounds
  • 3. Basic concepts and principles of dynamic stereochemistry
  • 4. Classification of isomerization reactions of chiral compounds
  • 5. Principles and methods of resolution of racemic compounds
  • 6. Principles and methods of asymmetric synthesis
  • 7. Analytical methods for determining optical purity and absolute configuration
  • 8. Topological isomerism and chirality
Literature
    required literature
  • L. A. Nguyen, H. He, C. Pham-Huy, Chiral Drugs: An Overview; Int. J. Biomed. Sci. 2006, 2, 85–100.
  • Stereochemistry and stereoselective synthesis : an introduction. Edited by József Nagy - Gábor Hornyánszky - Zoltán Boros - László Poppe -. Weinheim: Wiley-VCH, 2016, xiv, 265. ISBN 9783527339013. info
    recommended literature
  • A. G. Draffan, G. R. Evans, J. A. Henshilwood, 18. kapitola: Chirality and Biological Activity, 1. svazek: Drug Discovery and Development, Burger’s Medicinal Chemistry and Drug Discovery; John Wiley & Sons, 2010.
  • WOLF, Christian. Dynamic stereochemistry of chiral compounds : principles and applications. Cambridge: RSC Publishing, 2008, xix, 512. ISBN 9780854042463. info
Teaching methods
Lectures
Assessment methods
Written final test
Language of instruction
English
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