This course systematically describes practical knowledge and theory of organic chemistry necessary for the access to biologically active compounds and pharmaceuticals. Thus, the contents of this course are individual organic reactions, synthetic methods, and utility of such products, including the handling of heterocyclic compounds and optically active compounds, both of which frequently appear as biologically active compounds and pharmaceuticals. In addition, the structural diversity of naturally occurring products, their artificial synthesis and modification based on organic chemistry, and derived medicines in this way are important subjects in this course. As a whole, this course gives lectures on not only practical organic reactions and syntheses but also the industrial production of medicines, obtained via the study of structure-activity relationship and molecular recognition taking advantage of organic chemistry.
While this course, if necessary, allows students to review the subjects on nature, reactivity, analysis, and synthesis of organic compounds mastered during Organic Chemistry I (alkanes and haloalkanes)~IV (carbonyl compounds and amines), it provides them with more practical knowledge and theory of a higher level, by discussing concrete examples of the access to biologically active compounds or pharmaceuticals. Furthermore, the students learn the utility of naturally occurring products and the importance of organic chemistry to perform the structure-activity relationship and the matching study of drugs to their receptors in the design of artificial pharmaceutical drugs starting with the former. Thus, this course has students acquire the practical ability to manage organic chemistry in the preparation of bioactive molecules and understand the broad area covered by organic chemistry including the extension to industrial production.
By the end of this course, students will be able to:
1. Understand and explain that organic chemistry plays a critical role not only in the reaction and synthesis but also in the treatment of lead compounds and the structure-activity relationship in the development of pharmaceutical drugs.
2. Understand and explain the nature, reactions, and synthesis of heterocyclic compounds frequently found in pharmaceutical drugs.
3. Understand and explain the nature, reactions, and synthesis of optically active compounds.
4. Understand and explain the diversity of structures of naturally occurring products or biomolecules and their corresponding synthetic methods.
5. Understand and explain the process of molecular modification from naturally occurring products or biomolecules to pharmaceutical drugs.
6. Understand and explain the way to industrial production of pharmaceutical drugs.
naming of medicines, lead compounds, molecular modification, structure-activity relationship, random screening, receptor, drug metabolism, heterocycles, biomolecules, natural organic compounds, pharmacokinetics, optically active compounds, molecular recognition
|✔ Specialist skills||Intercultural skills||Communication skills||Critical thinking skills||Practical and/or problem-solving skills|
All classes and the exam are planned to be given face to face. However, the styles can be changed depending on the situation of COVID-19. Handout will be shared for each class, but the textbook shown below will also be used. Students are given concise exercise for the last 10 minutes of each class, and their solutions and remarks will be explained at the beginning of the next class.
Note: The 3rd test for understanding will be held on the 15th class on Aug 1st, though it will be during the period of final exam and supplementary class.
|Course schedule||Required learning|
|Class 1||Heterocyclic compounds and pharmaceuticals||Understand and explain the nature of heterocyclic compounds in pharmaceuticals and their synthesis.|
|Class 2||Aliphatic heterocyclic compounds and pharmaceuticals||Understand and explain the nature of aliphatic heterocyclic compounds in pharmaceuticals andtheir synthesis.|
|Class 3||Aromatic heterocyclic compound and pharmaceuticals||Understand and explain the nature of aromaticheterocyclic compounds in pharmaceuticals andtheir synthesis.|
|Class 4||Heterocyclic compounds and biological activity||Understand and explain the biological activities of heterocyclic compounds in nature.|
|Class 5||The 1st test for understanding|
|Class 6||History, current status, and flow of drug discovery and development||Understand and explain the history and current status and the flow of drug discovery and development.|
|Class 7||Recent research for drug discovery||Understand and explain recent trends in drug discovery research, including genomic drug discovery and biopharmaceuticals.|
|Class 8||Target biomolecules of drugs||Understand and explain the functions of target biomolecules of drugs, their interactions with drugs, and their mode of action.|
|Class 9||Typical pharmaceuticals I||Understand and explain the mechanism of action of typical drugs.|
|Class 10||The 2nd test for understanding|
|Class 11||Basics of drug development||Understand and explain the definition of drug, intellectual property, generics, drug hazards, norms, biostatistics, and R&D process for drug development.|
|Class 12||Structure of pharmaceuticals||Understand and explain the structure, bioisosterism, and chemical parameters that allow a drug to exhibit pharmacological action.|
|Class 13||Pharmacokinetics and drug delivery systems||Understand and explain the design of drug molecules and drug delivery systems considering pharmacokinetics that is important in drug development.|
|Class 14||Typical pharmaceuticals II||Understand and explain the mechanism of action of typical drugs.|
To enhance effective learning, students are encouraged to spend approximately 100 minutes preparing for class and another 100 minutes reviewing class content afterwards (including assignments) for each class.
They should do so by referring to textbooks and other course material.
The 1~5th classes: The Japanese translation of K. Peter C. Vollhardt, Neil E. Schore, Organic Chemistry, 8th Edition (Last volume), Chapter 25, Kagakudojin (Japanese).
The 6~15th classes:Drug Discovery Science/Medicinal Chemistry, 2nd Edition, Kagakudojin (Japanese).
If necessary, references are shown in class.
Students will be assessed on the concise exercise problems in each class (30%) and a final exam (70%).
M. Kamiya: kamiya.m.ad[at]m.titech.ac.jp、045-924-5786; T. Hata: thata[at]bio.titech.ac.jp, 045-924-5838; T. Fujie: t_fujie[at]bio.titech.ac.jp, 045-924-5712
Appointment by e-mail is recommended. M. Kamiya: B1 Bldg. 9F Room＃ 901; T. Hata: B2 Bldg. 11F Room# 1127; T. Fujie: B2 Bldg. 10F Room# 1022