Pharmacy | |||||
Bachelor | TR-NQF-HE: Level 6 | QF-EHEA: First Cycle | EQF-LLL: Level 6 |
Course Code: | ECZ057 | ||||
Course Name: | Basics of Writing Reaction Mechanisms in Pharmaceutical Chemistry | ||||
Semester: |
Spring Fall |
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Course Credits: |
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Language of instruction: | Turkish | ||||
Course Condition: | |||||
Does the Course Require Work Experience?: | No | ||||
Type of course: | Departmental Elective | ||||
Course Level: |
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Mode of Delivery: | E-Learning | ||||
Course Coordinator: | Dr. Öğr. Üy. ONUR ŞAHİN | ||||
Course Lecturer(s): | Onur ŞAHİN | ||||
Course Assistants: |
Course Objectives: | It is aimed to give basic knowledge about reaction mechanisms and to obtain point of view about the flow of a reaction in both organic and pharmaceutical chemistry courses. |
Course Content: | In this course, the reactions that can be encountered in the theoretical and practical courses of pharmaceutical chemistry are discussed in terms of mechanism. For this purpose, the basic knowledge that will be needed in the reaction mechanism-reaction process is summarized in terms of general, organic chemistry and a basis is tried to be formed. It is focused on gaining the student's perspective and increasing the ability to interpret in similar or different reactions. |
The students who have succeeded in this course;
1) • Comprehends and applies the basic knowledge that may be important in writing mechanisms in terms of organic-pharmaceutical chemistry, and can make comparisons for different situations. 2) • Knows the concepts of mesomeric, steric and inductive effects and interprets them in terms of reaction kinetics and mechanism. 3) • Knows the definitions of electrophile-nucleophile and can distinguish given particles from this aspect. 4) • Knows the reaction mechanism types and can define it over a given reaction. 5) • Recognizes the arrow types and symbols used in the reactions, can express what they mean in any reaction. 6) • Knows and interprets reaction transformation types 7) • Knows the definitions of carbanion and carbocation and interprets them in terms of energy-stability 8) • Recognizes Aldol and Claisen Reactions and interprets reaction mechanism. • Recognizes Cannizaro Reaction, Benzyl synthesis reactions and interprets reaction mechanism 9) • Recognize Fischer Esterification, Haloform and Benzilic acid synthesis reactions and interpret the reaction mechanism. • Recognizes Witting Reaction and interprets the reaction mechanism, can apply for different situations. • Recognizes malonic ester and Michael Addition reactions and interprets reaction mechanism. 10) • Obtain basic knowledge and discussion skills about the mechanisms of molecules that have pharmaceutical importance in the literature or are used in synthesis. |
Week | Subject | Related Preparation |
1) | Examples of mechanism analysis from the literature and discussion. | 1. The Art of Writing Reasonable Organic Reaction Mechanisms, Robert B. Grossman, Springer Cham, ISNB: 978-3-030-28732-0. 2. Disconnection Approach: Retrosynthetic Principles and Synthetic Applications, Pier Giovanni Baraldi, 2009, 10.13140/RG.2.2.28229.55526. 3. Organic Synthesis: The Disconnection Approach, Stuart Warren, Paul Wyatt, Wiley 2008, ISBN: 978-0-470-71236-8. 4. Organik Reaksiyon Mekanizmaları, Olcay Anaç Naciye Talınlı, Nobel Akademik Yayıncılık, ISBN : 9786053951445. 5. Organik Kimya Reaksiyon Mekanizmaları, Metin Balcı, Türkiye Bilimler Akademisi (TÜBA), ISBN : 9786052249789 6. Farmasötik Kimya Pratikleri, Cilt: 1-2 / 3-4, Komisyon, Ankara Üniversitesi Eczacılık Fakültesi |
1) | Introduction to the course and discussion of the syllabus. | 1. The Art of Writing Reasonable Organic Reaction Mechanisms, Robert B. Grossman, Springer Cham, ISNB: 978-3-030-28732-0. 2. Disconnection Approach: Retrosynthetic Principles and Synthetic Applications, Pier Giovanni Baraldi, 2009, 10.13140/RG.2.2.28229.55526. 3. Organic Synthesis: The Disconnection Approach, Stuart Warren, Paul Wyatt, Wiley 2008, ISBN: 978-0-470-71236-8. 4. Organik Reaksiyon Mekanizmaları, Olcay Anaç Naciye Talınlı, Nobel Akademik Yayıncılık, ISBN : 9786053951445. 5. Organik Kimya Reaksiyon Mekanizmaları, Metin Balcı, Türkiye Bilimler Akademisi (TÜBA), ISBN : 9786052249789 6. Farmasötik Kimya Pratikleri, Cilt: 1-2 / 3-4, Komisyon, Ankara Üniversitesi Eczacılık Fakültesi |
2) | Lewis Formulas for Organic and Pharmaceutical Chemistry. Resonance structures. Electronegativity. Formal charge. Oxidation step calculation in organic and inorganic structures. Covalent and ionic character in bonds. The concept of dipole moment. Molecule geometry. Hybridization. Aromaticity. | 1. The Art of Writing Reasonable Organic Reaction Mechanisms, Robert B. Grossman, Springer Cham, ISNB: 978-3-030-28732-0. 2. Disconnection Approach: Retrosynthetic Principles and Synthetic Applications, Pier Giovanni Baraldi, 2009, 10.13140/RG.2.2.28229.55526. 3. Organic Synthesis: The Disconnection Approach, Stuart Warren, Paul Wyatt, Wiley 2008, ISBN: 978-0-470-71236-8. 4. Organik Reaksiyon Mekanizmaları, Olcay Anaç Naciye Talınlı, Nobel Akademik Yayıncılık, ISBN : 9786053951445. 5. Organik Kimya Reaksiyon Mekanizmaları, Metin Balcı, Türkiye Bilimler Akademisi (TÜBA), ISBN : 9786052249789 6. Farmasötik Kimya Pratikleri, Cilt: 1-2 / 3-4, Komisyon, Ankara Üniversitesi Eczacılık Fakültesi |
3) | Bronsted Acid-Base concept. Lewis acid-base concept. Tautomerization. Definition and examples of Resonance (Mesomeric), Steric and Inductive effects. The effects of these on acidity and alkalinity in organic molecules. | 1. The Art of Writing Reasonable Organic Reaction Mechanisms, Robert B. Grossman, Springer Cham, ISNB: 978-3-030-28732-0. 2. Disconnection Approach: Retrosynthetic Principles and Synthetic Applications, Pier Giovanni Baraldi, 2009, 10.13140/RG.2.2.28229.55526. 3. Organic Synthesis: The Disconnection Approach, Stuart Warren, Paul Wyatt, Wiley 2008, ISBN: 978-0-470-71236-8. 4. Organik Reaksiyon Mekanizmaları, Olcay Anaç Naciye Talınlı, Nobel Akademik Yayıncılık, ISBN : 9786053951445. 5. Organik Kimya Reaksiyon Mekanizmaları, Metin Balcı, Türkiye Bilimler Akademisi (TÜBA), ISBN : 9786052249789 6. Farmasötik Kimya Pratikleri, Cilt: 1-2 / 3-4, Komisyon, Ankara Üniversitesi Eczacılık Fakültesi |
4) | Mechanism classes. Electrophile, Nucleophile, Leaving Group definitions and examples. Conjugation-Hyperconjugation concepts. | 1. The Art of Writing Reasonable Organic Reaction Mechanisms, Robert B. Grossman, Springer Cham, ISNB: 978-3-030-28732-0. 2. Disconnection Approach: Retrosynthetic Principles and Synthetic Applications, Pier Giovanni Baraldi, 2009, 10.13140/RG.2.2.28229.55526. 3. Organic Synthesis: The Disconnection Approach, Stuart Warren, Paul Wyatt, Wiley 2008, ISBN: 978-0-470-71236-8. 4. Organik Reaksiyon Mekanizmaları, Olcay Anaç Naciye Talınlı, Nobel Akademik Yayıncılık, ISBN : 9786053951445. 5. Organik Kimya Reaksiyon Mekanizmaları, Metin Balcı, Türkiye Bilimler Akademisi (TÜBA), ISBN : 9786052249789 6. Farmasötik Kimya Pratikleri, Cilt: 1-2 / 3-4, Komisyon, Ankara Üniversitesi Eczacılık Fakültesi |
5) | Arrow types and recognition in reactions. Reaction Kinetics and Thermodynamics. Types of reaction transformations (Addition, Elimination, Substitution, Rearangement). | 1. The Art of Writing Reasonable Organic Reaction Mechanisms, Robert B. Grossman, Springer Cham, ISNB: 978-3-030-28732-0. 2. Disconnection Approach: Retrosynthetic Principles and Synthetic Applications, Pier Giovanni Baraldi, 2009, 10.13140/RG.2.2.28229.55526. 3. Organic Synthesis: The Disconnection Approach, Stuart Warren, Paul Wyatt, Wiley 2008, ISBN: 978-0-470-71236-8. 4. Organik Reaksiyon Mekanizmaları, Olcay Anaç Naciye Talınlı, Nobel Akademik Yayıncılık, ISBN : 9786053951445. 5. Organik Kimya Reaksiyon Mekanizmaları, Metin Balcı, Türkiye Bilimler Akademisi (TÜBA), ISBN : 9786052249789 6. Farmasötik Kimya Pratikleri, Cilt: 1-2 / 3-4, Komisyon, Ankara Üniversitesi Eczacılık Fakültesi |
6) | Carbanion and Carbocation definition and examples. Increase and decrease in stability, and energy relations. The relationship between energy and bond strength-stability. | 1. The Art of Writing Reasonable Organic Reaction Mechanisms, Robert B. Grossman, Springer Cham, ISNB: 978-3-030-28732-0. 2. Disconnection Approach: Retrosynthetic Principles and Synthetic Applications, Pier Giovanni Baraldi, 2009, 10.13140/RG.2.2.28229.55526. 3. Organic Synthesis: The Disconnection Approach, Stuart Warren, Paul Wyatt, Wiley 2008, ISBN: 978-0-470-71236-8. 4. Organik Reaksiyon Mekanizmaları, Olcay Anaç Naciye Talınlı, Nobel Akademik Yayıncılık, ISBN : 9786053951445. 5. Organik Kimya Reaksiyon Mekanizmaları, Metin Balcı, Türkiye Bilimler Akademisi (TÜBA), ISBN : 9786052249789 6. Farmasötik Kimya Pratikleri, Cilt: 1-2 / 3-4, Komisyon, Ankara Üniversitesi Eczacılık Fakültesi |
7) | Introduction and discussion of the mechanisms of Aldol and Claisen Reactions. | 1. The Art of Writing Reasonable Organic Reaction Mechanisms, Robert B. Grossman, Springer Cham, ISNB: 978-3-030-28732-0. 2. Disconnection Approach: Retrosynthetic Principles and Synthetic Applications, Pier Giovanni Baraldi, 2009, 10.13140/RG.2.2.28229.55526. 3. Organic Synthesis: The Disconnection Approach, Stuart Warren, Paul Wyatt, Wiley 2008, ISBN: 978-0-470-71236-8. 4. Organik Reaksiyon Mekanizmaları, Olcay Anaç Naciye Talınlı, Nobel Akademik Yayıncılık, ISBN : 9786053951445. 5. Organik Kimya Reaksiyon Mekanizmaları, Metin Balcı, Türkiye Bilimler Akademisi (TÜBA), ISBN : 9786052249789 6. Farmasötik Kimya Pratikleri, Cilt: 1-2 / 3-4, Komisyon, Ankara Üniversitesi Eczacılık Fakültesi |
8) | Midterm Exam Week | - |
9) | Introduction and discussion of Cannizaro Reaction, Benzyl reaction mechanisms. | 1. The Art of Writing Reasonable Organic Reaction Mechanisms, Robert B. Grossman, Springer Cham, ISNB: 978-3-030-28732-0. 2. Disconnection Approach: Retrosynthetic Principles and Synthetic Applications, Pier Giovanni Baraldi, 2009, 10.13140/RG.2.2.28229.55526. 3. Organic Synthesis: The Disconnection Approach, Stuart Warren, Paul Wyatt, Wiley 2008, ISBN: 978-0-470-71236-8. 4. Organik Reaksiyon Mekanizmaları, Olcay Anaç Naciye Talınlı, Nobel Akademik Yayıncılık, ISBN : 9786053951445. 5. Organik Kimya Reaksiyon Mekanizmaları, Metin Balcı, Türkiye Bilimler Akademisi (TÜBA), ISBN : 9786052249789 6. Farmasötik Kimya Pratikleri, Cilt: 1-2 / 3-4, Komisyon, Ankara Üniversitesi Eczacılık Fakültesi |
10) | Introduction and discussion of Fischer Esterification, Haloform and Benzilic acid reaction mechanisms. | 1. The Art of Writing Reasonable Organic Reaction Mechanisms, Robert B. Grossman, Springer Cham, ISNB: 978-3-030-28732-0. 2. Disconnection Approach: Retrosynthetic Principles and Synthetic Applications, Pier Giovanni Baraldi, 2009, 10.13140/RG.2.2.28229.55526. 3. Organic Synthesis: The Disconnection Approach, Stuart Warren, Paul Wyatt, Wiley 2008, ISBN: 978-0-470-71236-8. 4. Organik Reaksiyon Mekanizmaları, Olcay Anaç Naciye Talınlı, Nobel Akademik Yayıncılık, ISBN : 9786053951445. 5. Organik Kimya Reaksiyon Mekanizmaları, Metin Balcı, Türkiye Bilimler Akademisi (TÜBA), ISBN : 9786052249789 6. Farmasötik Kimya Pratikleri, Cilt: 1-2 / 3-4, Komisyon, Ankara Üniversitesi Eczacılık Fakültesi |
11) | Mechanism of Witting Reaction and its applications in synthesis. | 1. The Art of Writing Reasonable Organic Reaction Mechanisms, Robert B. Grossman, Springer Cham, ISNB: 978-3-030-28732-0. 2. Disconnection Approach: Retrosynthetic Principles and Synthetic Applications, Pier Giovanni Baraldi, 2009, 10.13140/RG.2.2.28229.55526. 3. Organic Synthesis: The Disconnection Approach, Stuart Warren, Paul Wyatt, Wiley 2008, ISBN: 978-0-470-71236-8. 4. Organik Reaksiyon Mekanizmaları, Olcay Anaç Naciye Talınlı, Nobel Akademik Yayıncılık, ISBN : 9786053951445. 5. Organik Kimya Reaksiyon Mekanizmaları, Metin Balcı, Türkiye Bilimler Akademisi (TÜBA), ISBN : 9786052249789 6. Farmasötik Kimya Pratikleri, Cilt: 1-2 / 3-4, Komisyon, Ankara Üniversitesi Eczacılık Fakültesi |
12) | Malonic ester and Michael Addition Mechanism applications. | 1. The Art of Writing Reasonable Organic Reaction Mechanisms, Robert B. Grossman, Springer Cham, ISNB: 978-3-030-28732-0. 2. Disconnection Approach: Retrosynthetic Principles and Synthetic Applications, Pier Giovanni Baraldi, 2009, 10.13140/RG.2.2.28229.55526. 3. Organic Synthesis: The Disconnection Approach, Stuart Warren, Paul Wyatt, Wiley 2008, ISBN: 978-0-470-71236-8. 4. Organik Reaksiyon Mekanizmaları, Olcay Anaç Naciye Talınlı, Nobel Akademik Yayıncılık, ISBN : 9786053951445. 5. Organik Kimya Reaksiyon Mekanizmaları, Metin Balcı, Türkiye Bilimler Akademisi (TÜBA), ISBN : 9786052249789 6. Farmasötik Kimya Pratikleri, Cilt: 1-2 / 3-4, Komisyon, Ankara Üniversitesi Eczacılık Fakültesi |
13) | Examples of mechanism analysis from the literature and discussion. | 1. The Art of Writing Reasonable Organic Reaction Mechanisms, Robert B. Grossman, Springer Cham, ISNB: 978-3-030-28732-0. 2. Disconnection Approach: Retrosynthetic Principles and Synthetic Applications, Pier Giovanni Baraldi, 2009, 10.13140/RG.2.2.28229.55526. 3. Organic Synthesis: The Disconnection Approach, Stuart Warren, Paul Wyatt, Wiley 2008, ISBN: 978-0-470-71236-8. 4. Organik Reaksiyon Mekanizmaları, Olcay Anaç Naciye Talınlı, Nobel Akademik Yayıncılık, ISBN : 9786053951445. 5. Organik Kimya Reaksiyon Mekanizmaları, Metin Balcı, Türkiye Bilimler Akademisi (TÜBA), ISBN : 9786052249789 6. Farmasötik Kimya Pratikleri, Cilt: 1-2 / 3-4, Komisyon, Ankara Üniversitesi Eczacılık Fakültesi |
15) | Final Exam | - |
Course Notes / Textbooks: | 1. The Art of Writing Reasonable Organic Reaction Mechanisms, Robert B. Grossman, Springer Cham, ISNB: 978-3-030-28732-0. 2. Disconnection Approach: Retrosynthetic Principles and Synthetic Applications, Pier Giovanni Baraldi, 2009, 10.13140/RG.2.2.28229.55526. 3. Organic Synthesis: The Disconnection Approach, Stuart Warren, Paul Wyatt, Wiley 2008, ISBN: 978-0-470-71236-8. 4. Organik Reaksiyon Mekanizmaları, Olcay Anaç Naciye Talınlı, Nobel Akademik Yayıncılık, ISBN : 9786053951445. 5. Organik Kimya Reaksiyon Mekanizmaları, Metin Balcı, Türkiye Bilimler Akademisi (TÜBA), ISBN : 9786052249789 6. Farmasötik Kimya Pratikleri, Cilt: 1-2 / 3-4, Komisyon, Ankara Üniversitesi Eczacılık Fakültesi |
References: | 1. The Art of Writing Reasonable Organic Reaction Mechanisms, Robert B. Grossman, Springer Cham, ISNB: 978-3-030-28732-0. 2. Disconnection Approach: Retrosynthetic Principles and Synthetic Applications, Pier Giovanni Baraldi, 2009, 10.13140/RG.2.2.28229.55526. 3. Organic Synthesis: The Disconnection Approach, Stuart Warren, Paul Wyatt, Wiley 2008, ISBN: 978-0-470-71236-8. 4. Organik Reaksiyon Mekanizmaları, Olcay Anaç Naciye Talınlı, Nobel Akademik Yayıncılık, ISBN : 9786053951445. 5. Organik Kimya Reaksiyon Mekanizmaları, Metin Balcı, Türkiye Bilimler Akademisi (TÜBA), ISBN : 9786052249789 6. Farmasötik Kimya Pratikleri, Cilt: 1-2 / 3-4, Komisyon, Ankara Üniversitesi Eczacılık Fakültesi |
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Program Outcomes | |||||||||||
1) Applies and develops the universal and social dimensional effects of basic, professional and technological knowledge in the field of pharmacy as well as pharmacy practice interdisciplinary by following legal, deontological and ethical rules. | |||||||||||
2) Defines the terminology related to the pharmacy profession; solves problems , accesses scientific information in the field of pharmacy, after monitoring and evaluating the current literature, applies , communicates, shares by using information technologies effectively and efficiently. | 2 | 2 | 2 | 2 | 2 | 2 | 2 | 2 | 2 | 2 | |
3) Uses theoretical and practical knowledge about the anatomical structure of the human body, the physiological working principles of systems, biochemical, immunological events in the organism and microorganisms. | |||||||||||
4) Uses basic and advanced analytical techniques and methods by running qualitative/quantitative analyzes and interprets the findings by using appropriate statistical methods. | 1 | 2 | 2 | 2 | 2 | 2 | 3 | 3 | 3 | 3 | |
5) Defines medicinal plants, herbal drugs and active substances; gains the skills for the development of natural products used for medical purposes. | |||||||||||
6) Applies patient-centered and individualized pharmaceutical care service together with other healthcare personnel within the framework of rational drug use by using the principles of clinical pharmacy, pharmacoeconomics, pharmacotherapy and phytotherapy. | |||||||||||
7) Knows the biological properties, structure-activity relationships, and metabolisms of drugs and gains the skill for the synthesize and development of new drug candidates. | 2 | 2 | 3 | 3 | 3 | 3 | 3 | 3 | 3 | 3 | |
8) He/She is competent at formulations, production, stability, quality assurance, licensing, patent studies, legal regulations of products containing natural origin and / or synthetic active substances, advanced therapy medicinal products, radiopharmaceuticals and cosmetic products. | |||||||||||
9) Interprets the pharmacokinetic and pharmacodynamic properties of drugs, the factors that change their effect, their toxic effects, pharmacolygical activities and their risk assessment method. Reports the drug interactions and adverse drug reactions, monitors and applies the theoretical/practical knowledge for preventing them. | 1 | 1 | 1 | 2 | 2 | 2 | 1 | 1 | 1 | ||
10) As a health professional in his/her profession he/she acts as a caregiver, decision maker, communicator, manager, lifelong learner, instructor, leader and researcher, he/she complies with the principles of evidence-based pharmacy by making teamwork for the benefit of society, national and universal values. | |||||||||||
11) He/She works in various fields such as community pharmacy, hospitals, pharmaceutical medical devices, herbal products and cosmetics sectors, health institutions and agencies, clinical research organizations , universities and R&D centers. |
No Effect | 1 Lowest | 2 Average | 3 Highest |
Program Outcomes | Level of Contribution | |
1) | Applies and develops the universal and social dimensional effects of basic, professional and technological knowledge in the field of pharmacy as well as pharmacy practice interdisciplinary by following legal, deontological and ethical rules. | |
2) | Defines the terminology related to the pharmacy profession; solves problems , accesses scientific information in the field of pharmacy, after monitoring and evaluating the current literature, applies , communicates, shares by using information technologies effectively and efficiently. | 2 |
3) | Uses theoretical and practical knowledge about the anatomical structure of the human body, the physiological working principles of systems, biochemical, immunological events in the organism and microorganisms. | |
4) | Uses basic and advanced analytical techniques and methods by running qualitative/quantitative analyzes and interprets the findings by using appropriate statistical methods. | 3 |
5) | Defines medicinal plants, herbal drugs and active substances; gains the skills for the development of natural products used for medical purposes. | |
6) | Applies patient-centered and individualized pharmaceutical care service together with other healthcare personnel within the framework of rational drug use by using the principles of clinical pharmacy, pharmacoeconomics, pharmacotherapy and phytotherapy. | |
7) | Knows the biological properties, structure-activity relationships, and metabolisms of drugs and gains the skill for the synthesize and development of new drug candidates. | 3 |
8) | He/She is competent at formulations, production, stability, quality assurance, licensing, patent studies, legal regulations of products containing natural origin and / or synthetic active substances, advanced therapy medicinal products, radiopharmaceuticals and cosmetic products. | |
9) | Interprets the pharmacokinetic and pharmacodynamic properties of drugs, the factors that change their effect, their toxic effects, pharmacolygical activities and their risk assessment method. Reports the drug interactions and adverse drug reactions, monitors and applies the theoretical/practical knowledge for preventing them. | 1 |
10) | As a health professional in his/her profession he/she acts as a caregiver, decision maker, communicator, manager, lifelong learner, instructor, leader and researcher, he/she complies with the principles of evidence-based pharmacy by making teamwork for the benefit of society, national and universal values. | |
11) | He/She works in various fields such as community pharmacy, hospitals, pharmaceutical medical devices, herbal products and cosmetics sectors, health institutions and agencies, clinical research organizations , universities and R&D centers. |
Semester Requirements | Number of Activities | Level of Contribution |
Midterms | 1 | % 30 |
Final | 1 | % 70 |
total | % 100 | |
PERCENTAGE OF SEMESTER WORK | % 30 | |
PERCENTAGE OF FINAL WORK | % 70 | |
total | % 100 |
Activities | Number of Activities | Workload |
Course Hours | 13 | 39 |
Midterms | 1 | 3 |
Final | 1 | 3 |
Total Workload | 45 |