FaF:F1FB2_15 Medicinal Chemistry II - Course Information

F1FB2_15 Medicinal Chemistry II

Extent and Intensity

3/5/0. 11 credit(s). Type of Completion: zk (examination).

Teacher(s)

prof. RNDr. Jozef Csöllei, CSc. (lecturer)
doc. PharmDr. Oldřich Farsa, Ph.D. (lecturer)
doc. Ing. Pavel Bobáľ, CSc. (seminar tutor)
doc. PharmDr. Oldřich Farsa, Ph.D. (seminar tutor)
PharmDr. Tomáš Goněc, Ph.D. (seminar tutor)
Mgr. Petr Mokrý, Ph.D. (seminar tutor)
RNDr. Eva Havránková, Ph.D. (seminar tutor)
Mgr. Veronika Murgašová (seminar tutor)
PharmDr. Jan Otevřel, Ph.D. (seminar tutor)
Mgr. Peter Zubáč (seminar tutor)

Guaranteed by

doc. PharmDr. Oldřich Farsa, Ph.D.
Department of Chemical Drugs – Departments – Faculty of Pharmacy
Supplier department: Department of Chemical Drugs – Departments – Faculty of Pharmacy

Timetable

Wed 8:00–9:30 44-056, Wed 11:30–12:15 44-056

• Timetable of Seminar Groups:

F1FB2_15/01: each even Monday 12:00–19:30 44-246, E. Havránková, P. Mokrý
F1FB2_15/02: each odd Monday 12:00–19:30 44-246, E. Havránková, P. Mokrý
F1FB2_15/03: each even Tuesday 8:00–15:30 44-246, O. Farsa, V. Murgašová, P. Zubáč
F1FB2_15/04: each odd Tuesday 8:00–15:30 44-246, P. Bobáľ
F1FB2_15/05: each even Friday 7:00–14:30 44-246, O. Farsa, P. Zubáč
F1FB2_15/06: each odd Friday 7:30–15:00 44-246, T. Goněc, P. Zubáč

Prerequisites (in Czech)

FAKULTA(FaF) || OBOR(MUSFaF)

Course Enrolment Limitations

The course is only offered to the students of the study fields the course is directly associated with.

The capacity limit for the course is 160 student(s).
Current registration and enrolment status: enrolled: 3/160, only registered: 0/160

fields of study / plans the course is directly associated with

• Pharmacy (programme FaF, M-FARM)
• Multidisciplinary studies at Faculty of Pharmacy (programme CST, KOS)

Course objectives

Medicinal Chemistry (MC) is a discipline dealing mainly with relationships between chemical structure and therapeutic activity of medicines which are mostly organic but also inorganic molecules. That is why it observes the impact of physicochemical properties, space arrangement, and further structure features on the activity of a drug. It concerns in detail with mechanisms of drug interactions with target structures such as receptors´ or enzyme active sites. As a scientific discipline, MC participates importantly in the drug design and development process. As a specific discipline of the pharmaceutical study, MC is one of five stem subjects in which students do the state final exam. Here, MC can be divided into general and special parts. General MC presents general aspects of structure-activity relationships, both qualitative and quantitative, as well as common principles of derivation and proposal of structures of new medicines (analogy, homology, isomerism, isosterism...). Systematic MC deals then with the particular therapeutic groups of drugs respecting the system used in pharmacology. Here, it brings a comprehensive overview of fundamental structural types and tries to grasp the main structure-activity relationships within each group. It also reports the syntheses and metabolic pathways of some representatives of these groups. Simply said, MC builds some type of bridge between fundamental chemical disciplines, represented mainly by organic chemistry, and pharmacology.

Learning outcomes

Every student will, after passing the subject, be capable to characterize the main groups of drugs; their main common structural characteristics if they exist; structure-activity relationships (SAR) inside narrower structural groups; their acido-basic and lipo-hydrophilic properties based on the structure; their general mechanisms of activity; particular examples of drugs in use or development from every structural group together with the exact structure or at least with main structure features in more complex molecules.

Syllabus

• Syllabi identical with topics of particular lectures:
• Lecture No. Topic Name of the lecturer)
  1.Antibacterial chemotherapeutics: sulphonamides, quinolones, nitrofurans, tetracyclines. (Farsa)
  2.Antibacterial chemotherapeutics continued: beta-lactam antibiotics: penicillins and cephalosporins, (poly)peptide antibiotics, aminoglycoside antibiotics, macrolide antibiotics, antibiotics of various other structures. (Farsa)
  3.Tuberculostatics, leprostatics. (Farsa)
  4.Antiviral agents, liver protectants. (Farsa)
  5.Disinfectants, antiseptics, antiparasitics: antiprotozoal and vermicide agents, insecticides. (Farsa)
  6.Diuretics, cholagogues, cholelitholytics, laxatives, antidiarrheals. (Farsa)
  7.Drugs that control blood clotting. Antihyperlipidemics. (Csöllei)
  8.Cardiotonics, coronary vascular dilators. Drugs improving heart perfusion. (Csöllei)
  9.Anti-arrhytmics, antihypertensive agents, drugs for the treatment of erectile dysfunction. (Csöllei).
  10.Drugs affecting respiratory tract: acids, antacids, anti ulcerative agents: antisecretory agents, histamine H2-receptors antagonists, H+/K+-ATPase inhibitors, gastric cytoprotectants, drugs fighting Helicobacter pylori. (Csöllei)
  11.Antineoplastics. (Farsa)
  12.Insulin and its analogs, synthetic antidiabetics. Hormones derived from one amino acid, thyreostatics, peptide hormones, steroid hormones, anabolic agents.
  13.Biologic therapeutic agents (biologics: therapeutic monoclonal antibodies, therapeutic enzymes, antisense oligonucleotides, etc.) (Farsa)
  Syllabi of practical courses
  1.A short recommendation of principles of work safety and fire prevention. Calcium dobesilate: synthesis, identity, and purity confirmation by UV-VIS spectrophotometry.
  2.Lidocaine: synthesis, identity and purity confirmation by melting point, IR spectroscopy and TLC.
  3.Parabens (methyl-, ethyl-, propyl-, isopropyl- or isobutylparaben): synthesis, identity and purity confirmation by melting point and 1H-NMR spectroscopy.
  4.Acetylsalicylic acid: synthesis, identity, and purity confirmation by melting point and TLC, purity by HPLC.
  5.Phenytoin: synthesis, identity, and purity confirmation by melting point and/or NMR spectroscopy. Alternative: Methylthiouracil: synthesis, TLC.
  6.Determination of the acid dissociation constant of nitrofurantoin or phenytoin by means of UV-VIS spectrophotometry. Final test.
  7.An eventual substitute course and/or a repeated final test.
  Continuous checking of study: attendance, observing of protocols, entering tests are possible.
  Credit requirements: 100% attendance, handing-over of reports, and prepared compounds including their characterization data (melting points, chromatograms, spectra excerpts), at least 60% success in tests.
  
  

Literature

required literature
• Hartl, J., Palát, K. Farmaceutická chemie I. Karolinum, Praha, 1998. ISBN 80-7184-619-8. info
• Wolff, M. Burger's Medicinal Chemistry and Drug Discovery. V. vydání
  díl 1., Wiley Intersci N. York, Ch, 1994. info

recommended literature
• Beneš L. Biofarmaceutika (Bioléčiva) Chem. listy 101, 18 - 24 (2007). URL info
• Borovanský A., Csöllei J. Farmaceutická chemie (Farmakochemie). IV. Léčiva s účinkem na kardiovaskulární systém, VFU Brno 2001. info
• Hartl J. a kol. Farmaceutická chemie IV (dezinf., antisept., antimykotika, antiprotozoika, chemoterapeutika antibakteriální, antivirotika, chemoterapeutika nádorového bujení). info
• Borovanský A., Csöllei J. Farmaceutická chemie.(Farmakochemie) V. Léčiva s účinkem na respirační, gastrointestinální a vylučovací trakt. info
• Melichar B. a kol. Chemická léčiva, 3. přepracované vydání, Avicenum Praha. info
• Beneš, L., Farsa, O. Farmaceutická chemie. (Farmakochemie). Úvod do studia chemických léčiv. VFU Brno, 2005. ISBN 80-7305-516-3. info

Teaching methods

Lectures, practical lessons.

Assessment methods

Successfull passing of practical lessons based on full attandance, giving of products, reports and a success in final test; oral exam from the topics of lectures.

Language of instruction

Czech

Further Comments

Study Materials
The course can also be completed outside the examination period.

• Enrolment Statistics (Autumn 2020, recent)
  
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