1 Devi Ahilya Vishwavidyalaya, Indore School of Pharmacy Detailed Course Plan A. Subject Specification [1]. Subject title and code: MPC-08 Advanced Medicinal Chemistry [2]. Program(s) in which the Subject is offered: M. Pharm (If general elective available in many programs indicate this rather than list programs) [3]. Name Of Faculty Member Responsible For The Subject : Dr.E.MANIVANNAN Dr.MUKESH C. SHARMA [4]. Level/year at which this Subject is offered : M.Pharm First Year ( Second Semester) B. Objectives MPC-08 Advanced Medicinal Chemistry subject is designed to expose postgraduate pharmacy (M.Pharm) students to the advanced level of theory and practice of Medicinal Chemistry. This subject will emphasize on the advances of medicinal chemistry, drug design and development, structure-activity relationship, biochemical mechanism of action of drugs, and applications of medicinal chemistry. In particular, the biochemical and molecular aspects of inhibitors/receptor agonists/antagonists/drug action (chemical, physical, and biological) will be discussed in detail. Specific learning objectives: 1. The student should be able to understand and relate advanced concepts in a variety of therapeutic (drugs) classes to their biological action. 2. The student should know the biochemical basis for some of the known mechanisms of drug action. 3. The student should understand the role of molecular modification (structure-activity relationship) in the development of new drugs from various case studies given in the syllabus. 4. The student should be able to relate chemical structure to biological availability, biological activity, for some of the more important pharmacological classes of inhibitors, agonists and antagonists. C. Subject Description S.No. UNIT/TOPICS Hours I. RECEPTORS: Receptors and their types, structure, agonist, antagonist, signal transduction mechanism: G-protein coupled receptor, G-protein coupled receptor and cAMP, G-protein coupled receptor and phospholipase C; kinase linked 1TM receptor, Ion channels, ligand gated ion channels, drug- receptor interaction forces and drug receptor theories (occupancy, modified occupancy, rate, induced-fit, macromolecular perturbation, activation aggregation, two state model for receptor activation theories). 08 II. RECEPTOR AGONISTS AND ANTAGONISTS An advanced study of the following types of receptor agonists, antagonists, 08
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Devi Ahilya Vishwavidyalaya, Indore School of Pharmacy
Detailed Course Plan
A. Subject Specification
[1]. Subject title and code: MPC-08 Advanced Medicinal Chemistry [2]. Program(s) in which the Subject is offered: M. Pharm
(If general elective available in many programs indicate this rather than list programs) [3]. Name Of Faculty Member Responsible For The Subject : Dr.E.MANIVANNAN
Dr.MUKESH C. SHARMA [4]. Level/year at which this Subject is offered : M.Pharm First Year ( Second Semester)
B. Objectives
MPC-08 Advanced Medicinal Chemistry subject is designed to expose postgraduate pharmacy (M.Pharm) students to the advanced level of theory and practice of Medicinal Chemistry. This subject will emphasize on the advances of medicinal chemistry, drug design and development, structure-activity relationship, biochemical mechanism of action of drugs, and applications of medicinal chemistry. In particular, the biochemical and molecular aspects of inhibitors/receptor agonists/antagonists/drug action (chemical, physical, and biological) will be discussed in detail. Specific learning objectives: 1. The student should be able to understand and relate advanced concepts in a variety of therapeutic (drugs) classes to their biological action. 2. The student should know the biochemical basis for some of the known mechanisms of drug action. 3. The student should understand the role of molecular modification (structure-activity relationship) in the development of new drugs from various case studies given in the syllabus. 4. The student should be able to relate chemical structure to biological availability, biological activity, for some of the more important pharmacological classes of inhibitors, agonists and antagonists.
C. Subject Description
S.No. UNIT/TOPICS Hours I. RECEPTORS:
Receptors and their types, structure, agonist, antagonist, signal transduction mechanism: G-protein coupled receptor, G-protein coupled receptor and cAMP, G-protein coupled receptor and phospholipase C; kinase linked 1TM receptor, Ion channels, ligand gated ion channels, drug-receptor interaction forces and drug receptor theories (occupancy, modified occupancy, rate, induced-fit, macromolecular perturbation, activation aggregation, two state model for receptor activation theories).
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II. RECEPTOR AGONISTS AND ANTAGONISTS An advanced study of the following types of receptor agonists, antagonists,
III. ENZYMES Enzymes as catalysts, mechanisms of enzyme catalysis, co-enzyme catalysis, enzyme inhibition and inactivation, reversible and irreversible enzyme inhibitors.
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IV. ENZYMES INHIBITORS A detailed study of the following types of enzyme inhibitors, their design, biochemical mechanism and biological evaluation methods: a) Cycloxygenase inhibitors b) Phosphodiesterase (PDE) inhibitors c) Matrix metalloproteinase Inhibitors d) Topoisomerase and Telomerase inhibitors e) Protein tyrosine kinase inhibitors
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V. DRUG METABOLISM AND PRODRUGS Pathways for drug deactivation and elimination: Phase-I and Phase-II transformations, Prodrug design and applications.
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VI. CASE STUDIES ON THE DISCOVERY OF NEW DRUGS a) Proton-pump Inhibitor-Omeprazole as antiulcer agents. b) Antiviral agent- Ritonavir c) H2 Receptor Antagonist- Cimetidine
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General Discussion, revision of topics, and Quiz 05 TOTAL HOURS 45
[1]. Subject Components (total contact hours):
Lecture: 4 hrs. per week Practical: 6 hrs. per week Other: - 05 (General Discussion, revision of topics, and Quiz)
[2]. Development of Learning Outcomes in Domains of Learning
Description of the knowledge to be acquired: The student should be able to relate chemical structure to biological availability, biological activity, for some of the more important pharmacological classes of inhibitors, agonists and antagonists.
i. Teaching strategies to be used to develop that knowledge: Black board teaching, General discussion of drugs, Interactive classes, Learning through internet, Group discussion, Assignments and single drug presentation by students.
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D. Learning Resources
i. Essential References, Required Text(s), Electronic Materials, Web Sites, Other learning material such as computer-based programs/CD, professional standards/regulations: BOOKS RECOMMENDED
1. The organic chemistry of drug design and drug action. Von R. B. Silverman, Academic Press, New York.
2. Graham L.Patrick, An introduction to Medicinal Chemistry, Oxford University Press.
3. Lemke, Foye's Principles of Medicinal Chemistry, Lippincott Williams & Wilkins.
4. Wilson & Gisvold's Textbook Of Organic Medicinal And Pharmaceutical Chemistry by John Block and John M. Beale.
5. Donald J. Abraham (Editor), Burger's Medicinal Chemistry and Drug Discovery, Vol-I-VI, John Wiley & sons, New Jersey.
6. C. Hansch, Comprehensive Medicinal Chemistry – Series – I-VI (Academic Press)
7. P.N. Kourounakis and E.Rekka, Advanced drug design and development: A medicinal Chemistry approach,
8. Ledinicer: Organic Drug synthesis Vol. 1,2,3,4 (John Wiley & Sons N.Y.) 9. G.P.Ellis and G.B.West Progress in medicinal Chemistry series, Elsevier
publishers. 10. James A Bristol, Annual reports in medicinal Chemistry, Vol 25, Academic
Press. 11. Ariens, Drug design-(Medicinal chemistry: A series of monograph). 12. Monographs and relevant review articles appearing in various periodicals and
E. Facilities Required Indicate requirements for the Subject including size of classrooms and laboratories (i.e number of seats in classrooms and laboratories, extent of computer access etc.)
[1]. Accommodation (Lecture rooms, laboratories, etc.): 1 lecture room and 1 laboratory [2]. Computing resources: - Nil [3]. Other resources (specify --eg. If specific laboratory equipment is required, list
requirements or attach list): Basic Pharmaceutical Chemistry Laboratory facilities are needed for practical.
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F. Subject Evaluation and Improvement Processes [2]. Strategies for Obtaining Student Feedback on Effectiveness of Teaching: Student Feedbacks of teachers obtained from the students twice in a semester and analysed graphically. [3]. Other Strategies for Evaluation of Teaching The university system of evaluation through two sessional examinations and a semester for evaluation of teaching.
G. List of Assignments:
List of selected category of enzyme inhibitors, agonists and antagonists, their chemistry and mechanism of action.
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School of Pharmacy Devi Ahilya Vishwavidyalaya, Indore
DETAILED COURSE PLAN
A. Subject Specification [1]. Subject title and code: DRUG DESIGN (MPC09) [2]. Program(s) in which the Subject is offered: M. Pharm
(If general elective available in many programs indicate this rather than list programs) [3]. Name of faculty member responsible for the Subject : Dr. Love Kumar Soni [4]. Level/year at which this Subject is offered : Second Semester
B. Objectives
[1]. Objective of the Subject:
The objectives of this course are to provide students the basic understanding and knowledge of the process of drug design.
To learn the skills and knowledge of the different approaches for Drug Design..
C. Subject Description [1]. Subject Detail
S. No. Topic
No. of Classes
01 Drug Discovery and Development: Introduction, an overview of drug discovery, traditional drug discovery, modern discovery, Genome based drug discovery, principles and practices of clinical drug development.
03 Analog based drug design: Introduction, Bio-isosteric replacement, rigid analogue, Alteration of chain branching, changes in ring size, ring position isomers, alteration of stereochemistry and design of stereoisomer and geometric isomers, fragmentation of a lead molecule. Methodologies in analog drug design: Topliss Tree approach, Craig Plot.
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04 Ligand based drug design: Background and historical perspective of QSAR. Methodologies and applications of QSAR (Traditional : Hansch, Free-Wilson, Fujita Ban, Tolpolgical : Kier-Hall method, Modern methods: 3D-QSAR, Pharmacophore Mapping, Molecular Shape analysis, Receptor surface analysis, CoMFA, CoMSIA, HASL, H-QSAR. Statistical methods for development of QSAR Models and validation. Interpretation of QSAR models. Physicochemical descriptors in QSAR (Lipophilicity; clogP, polorizabilty; MR, Es, verloop sterimol parameter, electronic +,-, ionization constant, HOMO, LUMO, and topological descriptors). Introduction to 4D and 5D QSAR.
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05 Structure based drug design: Introduction, methods to derive the three dimensional structure in drug design; crystallography and nuclear magnetic resonance. Docking; rigid, flexible and induced fit. Virtual screening.
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06 Pharmacokinetics in drug design: pharmacophore, metabolism induced toxicity, structure related toxicity, insilico toxicity prediction, Toxicogenomics, high through put ADME studies and Physiologically-Based Pharmacokinetic (PBPK) Modelling.
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Total No. of Classes 42
[2]. Subject Components (total contact hours):
Lecture: 4 hrs. per week Practical: --- Other: -
[3]. Development of Learning Outcomes in Domains of Learning i. Description of the knowledge to be acquired:
Study different types of drug design techniques. Acquire detailed knowledge in applied drug design field. Advance skills in drug design. Concept of Pharmacokinetics in drug design. Acquire the ability to conduct the application of drug design techniques in drug discovery
and development.
ii. Teaching strategies to be used to develop that knowledge: Black board teaching, Power point presentation, Group discussion, Assignments.
D. Learning Resources
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i. Essential References, Required Text(s), Electronic Materials, Web Sites, Other learning material such as computer-based programs/CD, professional standards/regulations:
Computer Aided Drug Design Edited by Thomas J Perun, Marcel Dekker: New York, NY.
Carbohydrates in Drug Design Edited by Z. J. Witczak and K. A. Nieforth, Marcel Dekker: New York, NY.
Nucleic Acid Targeted Drug Design. C. L. Propst and Thomas J. Perun, Editors. Marcel Dekker: New York, NY.
Pharmacokinetics and Metabolism in Drug Design, Edited by D. A. Smith, H. van de Waterbeemd, D. K. Walker, R. Mannhold, H. Kubinyi, H.Timmerman, 2001 Wiley-VCH Verlag GmbH, Weinheim.
Structure based Drug Design Pandi Veerapandian, Taylor and Francis Smith and Williams Introduction to Principles of Drug Design and Action Edited by H.
John Smith, Taylor and Francis Textbook of Drug Design and Discovery Edited by Povl Krogsgard-Larson, Taylor and
Francis Molecular Modeling: Principles and Applications, Andrew R. Leach, Addison Wesley
Longman Limited, 1996. Ariens, Drug design, Academic Press, New York, 1971 Burger’s Medicinal Chemistry and Drug Discovery, Sixth Edition ed., D. Abraham
Ed.; John Wiley & Sons, Inc: New York, 2003 Hansch Comprehensive Medicinal Chemistry, Pergamon Press, Oxford, 1990
E. Facilities Required
Indicate requirements for the Subject including size of classrooms and laboratories (i.e number of seats in classrooms and laboratories, extent of computer access etc.)
[1]. Accommodation (Lecture rooms, laboratories, etc.): 1 Lecture room [2]. Computing resources: -- [3]. Other resources (specify --eg. If specific laboratory equipment is required, list
requirements or attach list):.
F. Subject Evaluation and Improvement Processes [1]. Strategies for Obtaining Student Feedback on Effectiveness of Teaching: Feedbacks from the students are taken. [2]. Other Strategies for Evaluation of Teaching The system exists for class test followed by 2 Sessional examinations per semester for evaluation of teaching.
G. List of Assignments: [1]. Selected topics in drug design.
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School of Pharmacy Devi Ahilya Vishwavidyalaya, Indore
DETAILED COURSE PLAN
A. Subject Specification [1]. Subject title and code: Advanced Organic Chemistry (MPC-10) [2]. Program(s) in which the Subject is offered: M. Pharm. (Pharmaceutical Chemistry)
(If general elective available in many programs indicate this rather than list programs) [3]. Name of faculty member responsible for the Subject : Ms. Tamanna Narsinghani [4]. Level/year at which this Subject is offered : II Sem.
B. Objectives
[1]. Objective of the Subject: The objective is to understand mechanism of synthetically important reactions, their
applications, synthesis planning, mechanism and stereochemistry of substitution, elimination and free-radical substitution reactions, concepts of aromaticity, synthesis and reactions of enols and enolates, stability and reactivity of reaction intermediates, details of stereochemistry.
At the end of the course, the student will be able to understand the basic mechanisms and stereochemistry of reactions employed in synthesis, plan any organic synthesis and study the factors affecting it.
C. Subject Description [1]. Subject Detail S.No. Topic No. of
Classes 1.
Basic Concepts of aromaticity involving ring systems, hydrogen bonding and other weaker bondings, EDA complexes, crown ethers and inclusion compounds, Study of stability and reactivity of reaction intermediates: carbocations, carbonions, carbenes, nitrenes, and free redicals.
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Carbanion Chemistry: Generation of carbanions by deprotonation and other means of generating enolates. Alkylation of enolates, oxygen versus carbon as the site of alkylation, alkylation of aldehydes, ester, amides,& nitrile. The nitrogen analogs of enols & enolate enamines and imine anions.
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Substitution and Elimination reactions: Free radical substitution, Nucleophilic Aliphatic (SN1, SN2, SN1 vs SN2, SNi, Neighboring group effect), Nucleophilic Acyl substitution, Nucleophilic Aromatic Substitution. 1, 2 Elimination reactions: E1, E2, E1cb, E1 vs E2, Elimination vs Substitution.
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A study of reaction mechanism of following Synthetically Important reactions:
a) Arndt-Eistert Synthesis
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b) Baylis-Hillman Reaction c) Favorskii rearrangement d) Lawesson's Reagent e) Ring Closing Metathesis f) Ring Opening Metathesis (Polymerization) g) Suzuki Coupling reaction
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Synthetic strategies Disconnection approach, Protection & deprotection of various functional groups, Synthans for carbon- carbon bond formation, difunctional compounds, selective functional group interconvertion (FGI) , retrosynthetic analysis (The disconnection approach, Consecutive versus convergent synthesis), Degradation techniques as a tool for Retro-synthesis, synthetic approaches for attaching heterocyclic ring system in drug molecules having five, six membered hetero aromatic rings, fused ring systems and bio-conjugates synthesis.
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Stereochemistry Stereoisomerism, enantiomers, elements of symmetry, chirality, racemic modification, resolution, configuration, specification of configuration, sequence rule, conformational isomers, reactions involving stereoisomers, asymmetric synthesis. optical isomerism in compounds containing no chiral atom: biphenyls, allenes, compounds with exocyclic double bonds, spirans, chirality due to helical shape, chirality caused by restricted rotation of other types, “cis” “trans” isomerism resulting from double bonds, mono cyclic compounds, fused ring systems.
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Total No. of Classes 40
[1]. Subject Components (total contact hours): Lecture: 4 hrs. per week Practical: 6 hrs. per week Other: -
[2]. Development of Learning Outcomes in Domains of Learning i. Description of the knowledge to be acquired:
mechanism of synthetically important reactions and their applications synthesis planning mechanism and stereochemistry of substitution, elimination and free-radical
substitution reactions concepts of aromaticity synthesis and reactions of enols and enolates stability and reactivity of reaction intermediates details of stereochemistry
ii. Teaching strategies to be used to develop that knowledge: Black board teaching, Power point presentation, Overhead projector, Group discussion, Assignments.
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D. Learning Resources i. Essential References, Required Text(s), Electronic Materials, Web Sites, Other
learning material such as computer-based programs/CD, professional standards/regulations: Books:
J. March, Advanced organic chemistry, reactions mechanism and structures, John Wiley and sons, New York latest edition.
Reinhard Bruckner, Advanced organic chemistry reaction mechanism, Academic Press. Francis, A.C and Richard J.S, Advanced organic chemistry, 3rd edition, Reaction&
Sythesis, plenum press, New york. Laszlo Kurti and Barbara Czako, Strategic Applications of Named Reactions in Organic
Synthesis, Elsevier Academic Press publications. Iyer R.P., Ghone S.A, Degani M.S., Mohanraj k. and Jain N., Synthesis of drug, vol I
sevak publications p.Ltd, Mumbai, 2008. Stuart Warren: Organic Synthesis – The Disconnection Approach (John Wiley &
Sons) Protecting Groups Third Edition by Philip J. Kocieński, Themie Publications. Theodara W.Greene, Greene’s protective groups in organic synthesis, A Wily and Sons,
Inc. Eliel,I. Erenest and Sammel H, Stereochemistry of organic compounds, John wiley &
sons New york. Web resources: http://chemwiki.ucdavis.edu/Organic_Chemistry/ http://www.organic-chemistry.org http://www.organicworldwide.net http://dst.gov.in/green-chem.pdf
E. Facilities Required
Indicate requirements for the Subject including size of classrooms and laboratories (i.e number of seats in classrooms and laboratories, extent of computer access etc.)
[1]. Accommodation (Lecture rooms, laboratories, etc.): 1 lecture room and 1 laboratory [2]. Computing resources: -- [3]. Other resources (specify --eg. If specific laboratory equipment is required, list
requirements or attach list): M.P. Apparatus, Rotavapour, Distillation assembly, Oil bath, Water bath, TLC chamber, Vacuum pump etc.
F. Subject Evaluation and Improvement Processes [1]. Strategies for Obtaining Student Feedback on Effectiveness of Teaching: Feedbacks from the students are taken twice in a semester. [2]. Other Strategies for Evaluation of Teaching The system exists for class test followed by 2 sessional examinations per semester for evaluation of teaching.
G. List of Assignments: [1]. Synthetic applications (from recent literature) of reactions specified in syllabus [2]. Retrosynthetic analysis of some organic compounds
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School of Pharmacy Devi Ahilya Vishwavidyalaya, Indore
A. Subject Specification [1]. Subject title and code: Advances in Pharmaceutical Chemistry MPC-11 [2]. Program(s) in which the Subject is offered:M. Pharm. [3]. Name of faculty member responsible for the Subject :Dr. Mrs. Anupama A. Parate [4]. Level/year at which this Subject is offered : First Year
B. Objectives
[1]. Objective of the Subject: To provide advanced knowledge in various facets of Pharmaceutical Chemistry viz. extraction and isolation with specific reference to herbal products, click chemistry, combinatorial chemistry and bioinformatics in drug design.
C. Subject Description
S. No. Topic Number
of lectures allotted
1.
Theory and application of techniques involved in extraction and isolation with Specific reference to herbal products i Supercritical fluid extraction ii Solid phase micro extraction iii Microwave extraction
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2.
Combinatorial Chemistry: Introduction, Method of Synthesis and application High throughput organic synthesis: solid phase organic synthesis: solution phase organic synthesis, Library construction strategy, parallel synthesis, pooled synthesis, compound design within combinatorial library, library diversity, controlling molecular property, High Throughput Screening.
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3.
Green Chemistry: principal concept of green chemistry, application of green chemistry in catalysis, production of pharmaceuticals, polymer supported reactions, bio-catalysis and application of microwave in environmentally benign organic chemistry, ultrasonic based synthesis and ionic liquids.
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4. Click Chemistry: Introduction, features, process chemistry and types of reactions, applications. 08
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Bioinformatics in Drug Design: Introduction to Bioinformatics and Molecular biology. Information flow, sequence acquisition and analysis, archives and information retrieval: Genome and protein data base. Alignment: Pair wise, sequence and multiple. Protein structure prediction and homology modeling and In-silico screening methods.
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[1]. Subject Components (total contact hours):
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Lecture: 4 hrs. per week Practical: ____hrs./ week Other: -
[2]. Development of Learning Outcomes in Domains of Learning i. Description of the knowledge to be acquired: Theory and principles involved in extraction and isolation with specific reference to
herbal products Principles of combinatorial chemistry Principle concept of green chemistry Introduction and applications- click chemistry Theory and applications of bioinformatics in drug design
ii. Teaching strategies to be used to develop that knowledge: Black board teaching, Powerpoint Prjector, Overhead projector, Group discussion, Assignments.
D. Learning Resources i. Essential References, Required Text(s), Electronic Materials, Web Sites,
Other learning material such as computer-based programs/CD, professional standards/regulations:
K. C. Nicolaou, R. Hanko, W. Hartwig, Handbook of Combinatorial Chemistry Anastas PT, J.C Warner, Green Chemistry Theory and Practice, Oxford University
Press. Anastas, P. T. and T. C. Williamson (1998). Green chemistry: frontiers in benign
chemical syntheses and processes. New York, Oxford University Press.
E. Facilities Required
Indicate requirements for the Subject including size of classrooms and laboratories (i.e number of seats in classrooms and laboratories, extent of computer access etc.)
[1]. Accommodation (Lecture rooms, laboratories, etc.): 1 lecture room [2]. Computing resources: -- [3]. Other resources (specify --eg. If specific laboratory equipment is required, list
requirements or attach list): -
F. Subject Evaluation and Improvement Processes [1]. Strategies for Obtaining Student Feedback on Effectiveness of Teaching: Feedbacks from the students are taken twice in a semester. [2]. Other Strategies for Evaluation of Teaching The system exists for class test followed by 2 sessional examinations per semester for evaluation of teaching.
G. List of Assignments: [1]. Applications of Bioinformatics in drug design. [2]. Assignments related to combinatorial chemistry.
