DETERMINACIÓN ESTRUCTURAL ORGÁNICA Y FARMACOQUÍMICA
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1 18/19 Year COURSE DETAILS Title (of the course): DETERMINACIÓN ESTRUCTURAL ORGÁNICA Y FARMACOQUÍMICA Code: 147 Degree/Master: GRADO DE QUÍMICA Year: Name of the module to which it belongs: APLICADO Field: QUÍMICA (OPTATIVA 1) Character: OPTATIVA ECTS Credits: 6 Face-to-face classroom percentage: 4% Online platform: Duration: SECOND TERM Classroom hours: 6 Study hours: 9 LECTURER INFORMATION Name: ROMERO REYES, ANTONIO ANGEL (Coordinator) Faculty: Office location: Campus de Rabanales, Edificio Marie Curie (C-) qo1rorea@ucoes URL web: wwwucoes/users/qo1rorea Name: BALU, ALINA MARIANA Faculty: Office location: Campus de Rabanales, Edificio Marie Curie (C-) qobalua@ucoes URL web: Phone: Phone: Name: ESQUIVEL MERINO, MARÍA DOLORES Faculty: Office location: Campus de Rabanales, Edificio Marie Curie (C-) q1esmem@ucoes Phone: Name: MARINAS ARAMENDIA, ALBERTO Faculty: Office location: Campus de Rabanales, Edificio Marie Curie (C-) qomaara@ucoes Phone: Name: MUÑOZ BATISTA, MARIO JESÚS Faculty: Office location: Campus de Rabanales, Edificio Marie Curie (C-) wwwucoes facebookcom/universidadcordoba ucoes/grados PAGE 1/6 18/19 Year
2 18/19 Year Phone: PREREQUISITES AND RECOMMENDATIONS Prerequisites established in the study plan The student can enrol in elective subjects/courses once he/she has passed the 6 credits corresponding to basic training and at least additional compulsory credits Recommendations To have at least a B1 level in English INTENDED LEARNING OUTCOMES CB4 CB6 CB1 CE4 CE1 CE16 CE CE CE4 CE6 CE8 CE CE1 Knowledge of a foreign language Resolution of problems Capacity for independent learning for continued profesional development The principle techniques of structural investigation, including spectroscopy The structure and reactivity of the primary classes of biomolecules and the chemistry of the primary biological processes Study of instrumental techniques and their applications Capacity to apply said knowledge to the resolution of qualitative and quantitative problems according to previously developed models Competency to evaluate, interprete and synthesise data and chemical information Capacity to recognise and eercise good practices in scientific work Skilled in the handling and computer precessing of data and chemical information Ability to carry out standard laboratory procedures implicit in analytical and synthetic tasks, related to organic and inorganic systems Ability to handle standard chemical instrumentation, such as that which is used in structural investigations and separations Interpretation of data arising from observations and measurements in the laboratory in terms of its meaning and the theories which underpin it OBJECTIVES This optional subject has two main goals: On the one hand, to introduce the student to Pharmaceutical Chemistry, laying special emphasis on pharmacokinetics and metabolism (toicology) of drugs Moreover, the different methodologies to stablish structure-performance relationships will be covered Finally, rational design of drugs will be studied, including some case studies for their synthesis On the other hand, this subject will complete the training acquired by students in "Advanced Organic Chemistry"/"Ampliación de Química Orgánica" (compulsory subject, rdcourse in Chemistry Degree) concerning the four main spectroscopic techniques used for structure elucidation of organic compounds (Infrared, UV-Vis, Nuclear Magnetic Resonance and Mass spectrometry spectroscopies) The student will acquire a more in-depth knowledge of these four techniques and will be able to solve some more difficult spectrometric identification problems CONTENT 1 Theory contents Pharmacochemistry Lesson 1 Introduction to Pharmacochemistry Definitions Origin of pharmacology Nomenclature and classification of drugs Current picture of Pharmaceutical industry Commercial/Industrial Aspects of Pharmaceutical Industry Lesson Physicochemical properties of drugs Physicochemistry properties Acid drugs Basic drugs Octanol/water partition coefficient Lesson Pharmacokinetics and Pharmacodynamics Processes occurring during drug activity Pharmaceutical Phase Pharmacokynetics Phase: drug absorption and distribution Bioavailability Pharmacokynetics Phase: drug receptors Pharmaceutical agonism and antagonism Drug wwwucoes facebookcom/universidadcordoba ucoes/grados PAGE /6 18/19 Year
3 18/19 Year classification: structurally specific and non-specific drugs Lesson 4 Structural Characteristics and Pharmacological Action Basic concepts of stereoisomerism Optical isomerism and Pharmacological Action Geometric isomerism and Pharmacological Action Conformational analysis and pharmacological activity Isosteres Bioisosteres Classic and non-classical bioisosteres Lesson Drug metabolism Definitions Basic principles of toicology Historical evolution of toicology Synergistic potentiation and antagonism Dose-response relationship Xenobiotics and endogenous substances Toicological chemistry Drug metabolism Prodrugs Phase I and Phase II reactions in drug metabolism Metabological pathways for common drugs Lesson 6 Rational design of drugs Methods for drug design Pharmacomodulation QSAR methods Hammett and Taft equations Hansch method Free-Wilson method D QSAR methodologies Lesson 7 Green Chemistry in Pharmaceutical industry Origins of Pharmaceutical Industry Some choice criteria for synthetic methods: atom economy Pharmaceutical industry and pollutant residues: E factor Function-oriented synthesis (FOS) Sustainable/Green Chemistry and Pharmaceutical Industry Catalysis in Pharmaceutical Industry Solvents in Pharmaceutical Industry Case studies Structural Determination of Organic Compounds Lesson 8 Infrared Spectroscopy (IR) Diffuse Reflectance Infrared Fourier Transform (DRIFT) and Attenuated Total Reflectance (ATR) Applications of IR spectroscopy in Organic Chemistry Lesson 9 Advanced Nuclear magnetic Resonance Techniques applied to the study of organic compounds DEPT eperiment Introduction to D spectroscopic methods COSY and HETCOR techniques Solid-state NMR Introduction to NMR techniques for the study of molecules adsorbed on solids Lesson 1 Tandem Mass spectrometry Application of ion monitoring techniques to the analysis of families of organic compounds Lesson 11 Interpretation of Mass spectra of organic compounds Practical contents Problems Seminars Structure elucidation of some organic compounds will be carried out from the corresponding IR, 1H and 1C NMR (mono and bidimensional) and Mass Spectra Laboratory Practice Biginelli reaction Synthesis of nifedipine, (long-term treatment of hypertension) Synthesis of phenacetin (analgesic effect) METHODOLOGY Methodological adaptations for part-time students and students with disabilities and special educational needs Once students have proved their status as part-time students, methodological adaptations will be decided though meetings with their teachers Face-to-face activities Activity Assessment activities Lab practice Lectures Seminar Total hours: Large group Total wwwucoes facebookcom/universidadcordoba Medium group ucoes/grados PAGE /6 18/19 Year
4 18/19 Year Off-site activities Activity Activities Information search Reference search Self-study Total hours: Total WORK MATERIALS FOR STUDENTS Placement booklet Dossier Eercises and activities Coursebook Clarifications: Students will have at their disposal at moodle virtual platform all the material required to follow theoretical eplanations, as well as eercises, problems and laboratory practice manuals EVALUATION Tools Assignments and projects Attendance sheets Placement reports Problem solving Seminars Short answer tests Intended learnig outcomes CB1 CB4 CB6 CE1 CE16 CE CE CE4 CE6 CE8 CE CE1 CE4 Total (1%) Minimum grade(*) 1% 1% 1% % % 1% (*) Minimum grade necessary to pass the course General clarifications on instruments for evaluation: wwwucoes facebookcom/universidadcordoba ucoes/grados PAGE 4/6 18/19 Year
5 18/19 Year Attendance and active participation to the rest of classroom activities (lectures, seminars ) will be evaluated (1% of final mark) Laboratory Practices are compulsory Therefore, in order to pass the subject, both attendance and presentation of the final report are imperative Their evaluation will represent 1% of final mark Once approved, student will not have to repeat lab practices in subsequent courses Pharmacochemistry part means % of the final mark (1% short answer tests + 1% assignments on drug description) The part of organic structural determination constitutes % of the final mark (% problem solving + % tests of spectroscopic determination) Clarifications on the methodology for part-time students and students with disabilities and special educational needs: Adaptation for part-time students will be carried out according to the Faculty of Science Rules and considering the individual cases Qualifying criteria for obtaining honors: Qualifying criteria for obtaining honors: Se aplicará el Articulo del Regimen Académico para estudios de Grado y Master de la Universidad de Córdoba BIBLIOGRAPHY 1 Basic Bibliography: 1- TL Lemke, D A Williams, Foye s principles of medicinal chemistry, 7th Edition, Wolters Kluwer and Lippincott Williams & Wilkins Philadelphia USA 1 - D Cairns, Essentials of Pharmaceutical Chemistry, rd Ed, Pharmaceutical Press, London, 8 - JB Taylor and PD Kennewell, Modern Medicinal Chemistry, Ellis Horwood Ltd, Chichester, M Hesse, H Meier, B Zeeh Spectroscopic methods in organic chemistry, Thieme nd Edition 7 - L D Field, S Sternhell y J R Kalman, Organic Structures from Spectra, Wiley, 6- W Kemp, Organic Spectroscopy, McMillan Education Limited, London, (199) th ed 7- R M Silverstein, GC Bassler and T C Morrill, Spectrometric Identification of Organic Compounds, J Wiley,New York (1991) th Ed 8-CG Herbert and RA W Johnstone, Mass Spectrometry Basics, CRC Press, Washinton DC, 9- S A Richard y J C Hollerton, Essential Practical NMR for Organic Chemistry, John Wiley & Sons, Ltd,11 1- M Balci, Basic 1H- and 1C-NMR Spectroscopy, Elsevier Science B V, 11- N E Jacobsen NMR Spectroscopy Eplained Simplified Theory, Applications and Eamples for Organic Chemistry and Structural Biology, John Wiley and Sons, New Jersey, 7 1- E Breitmaier, Structure Elucidation by NMR in Organic Chemistry A Practical Guide, John Wiley and Sons, Ltd, Chischester, Further reading: None COORDINATION CRITERIA - Tasks performance Clarifications: Lectures on Pharmacology will be all given at the beginning so that by the moment the student has to deal with the structure determination of more comple organic molecules, he/she will already know the fundamentals of spectroscopic techniques (taught on the compulsory subject "Advanced Organic Chemistry"/"Ampliación de Química Orgánica", second semester, rd Course, degree in Chemistry) wwwucoes facebookcom/universidadcordoba ucoes/grados PAGE /6 18/19 Year
6 18/19 Year SCHEDULE Activity Assessment activities Lab practice Lectures Seminar 6 1 Period 1# Week # Week # Week 4# Week # Week 6# Week 7# Week 8# Week 9# Week 1# Week 11# Week 1# Week 1# Week 14# Week Total hours: The methodological strategies and the evaluation system contemplated in this Course Description will be adapted according to the needs presented by students with disabilities and special educational needs in the cases that are required wwwucoes facebookcom/universidadcordoba ucoes/grados PAGE 6/6 18/19 Year
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