Synthesis of Heterocyclic Compounds and Their Application in Therapy

Data

Official data in SubjectManager for the following academic year: 2019-2020

Course director

Number of hours/semester

lectures: 0 hours

practices: 0 hours

seminars: 28 hours

total of: 28 hours

Subject data

  • Code of subject: OPF-HVS-T
  • 2 kredit
  • Pharmacy
  • Optional modul
  • autumn
Prerequisites:

OPA-S1E-T completed

Course headcount limitations

min. 1 – max. 12

Available as Campus course for 3 fő számára. Campus-karok: ÁOK GYTK TTK

Topic

Heterocyclic chemistry is an important subdivision of organic chemistry, as 70% of all medicines are heterocyclic compound or contains a heterocyclic moiety. This course will give an introduction to, and the summary of, the most important principles and ideas of heterocyclic chemistry. This course partially re-calls the knowledge of Organic chemisty 1 and Organic chemistry 2 course, discusses those details which were not reflected on, because of time shortage and supports to evaluate the pharmacological chemistry subject.
-Electronic structure of heterocycles
-Nomenclature of heterocyclic compounds
-Main synthetic routes to heterocyclic compounds, Saturated heterocycles, occurence of heterocycles
-Three and four membered heterocycles (synthesis, reactions, occurence)
-The pyrrole and indole (synthesis, reactions, occurence)
-Furan, thiophene and their benzo derivatives.
-Five membered heterocycles with two or more heteroatoms: imidazole, oxazole, thiazole
-Pyrazole, isoxazole, isothiazole
-I. st test, Six-membered heterocycles with one oxygen heteroatom (piranes, chromones, flavones and coumarins)
-Six membered heterocycles with one nitrogen atom (pyridine, quinoline, isoquinoline)
-Six membered heterocycles with two or more heteroatoms (purine, diazines, triazines etc.)
-Seven membered heterocyclic chemistry
-Heterocycles in supramolecular chemitry
-Heterocyclic compounds in organic snthesis
-II nd test, short presntation on a paper on heterocyclic chemistry
-Evaluation

Lectures

Practices

Seminars

  • 1. Electronic structure of heterocycles, nomenclature of heterocycles
  • 2. Occurence of heterocyclic compounds
  • 3. Synthesis of heterocycles
  • 4. Common reaction types in heterocyclic chemistry
  • 5. Tautomerism in heterocyclic chemistry
  • 6. Saturated heterocycles
  • 7. Three and four membered heterocycles, beta lactams
  • 8. Three and four-membered heterocycles and beta lactams
  • 9. Synthesis of pyrroles and porfirine ring containing compounds
  • 10. Synthesis of indoles, main reactions of indoles.
  • 11. Furans and thiophenes
  • 12. Thiophenes and benzothiophenes
  • 13. 1,2-azoles, their synthesis, reactions and their occurence in drugs
  • 14. 1,3-azoles, their synthesis, reactions, occurence in drugs
  • 15. 1st test (generral feature of heterocyclic compounds (3-, 4-, 5-membered heterocycles)
  • 16. Six membered heterocycles containing oxygen heteroatom
  • 17. Pyridines (synthesis, reactions, occurence in drugs and biomolecules)
  • 18. Quinolines, isoquinolines (synthesis, reactions, occurence in drugs)
  • 19. Synthesis of pyrimidines and their occurence in medicines
  • 20. Synthesis and reactions of 1,2- and 1,4-diazines
  • 21. Synthesis and reactions of triazines and purines
  • 22. Heterocycles of life and death
  • 23. Seven membered heterocycles their occurence, synthesis, applications in therapy
  • 24. IInd test, short presentations on papers on heterocyclic chemistry, evaluation
  • 25. Heterocycles in supramolecular chemistry
  • 26. Heterocycles in organic synthesis
  • 27. 2nd test (6- and 7-membered heterocycles)
  • 28. Short presentations, evaluations

Reading material

Obligatory literature

Li, J. J. Hetrocyclic chemistry in Drug Discovery, Wiley

Literature developed by the Department

Slides will be given to students as a ppt or pdf files.

Notes

Joule, J. J.; Mills, K. Heterocyclic chemistry at a Glance. (Wiley)

Recommended literature

Li, J. J. Top 10 drugs Oxfors University Press

Conditions for acceptance of the semester

Maximum of 25 % absence allowed

Mid-term exams

The students write two tests, at the middle of the semester and at the end of the semester. Every student have a chance to make a presentation based on a heterocyclic chemistry paper for an extra grade.

Making up for missed classes

Personal communication. The english program student might visit the paralell hungarian course to catch up the main reaction equations.

Exam topics/questions

-Electronic structure of heterocycles
-Nomenclature of heterocyclic compounds
-Main synthetic routes to heterocyclic compounds
-Saturated heterocycles
-Three and four membered heterocycles (synthesis, reactions, occurence)
-The pyrrole and indole (synthesis, reactions, occurence)
-Furan, thiophene and their benzo derivatives.
-Five membered heterocycles with two or more heteroatoms
-Six-membered heterocycles with one oxygen heteroatom (piranes, chromones, flavones and coumarins)
-Six membered heterocycles with one nitrogen atom (pyridine, quinoline, isoquinoline)
-Six membered heterocycles with two or more heteroatoms (purine, diazines etc.)
-Seven membered heterocyclic chemistry
- Heterocycles in supramolecular chemitry
-Heterocyclic compounds in organic snthesis

Examiners

Instructor / tutor of practices and seminars

  • Dr. Kálai Tamás