PH2S47 - Heterocyclic Chemistry and an Introduction to Drug Design 01 Sep 2020 - 31 Aug 2023 | Version 6

Associated Module Information

Module Code: PH2S47
Module Title: Heterocyclic Chemistry and an Introduction to Drug Design
Faculty: Faculty of Computing, Engineering and Science
Faculty Group: Chemical and Environmental Sciences
Faculty Sub Group: Chemical and Environmental Sciences
Module Leader: Rehana Karim
Module Team: Andrew Graham, Natasha Galea, Gareth Owen, Suzanna Kean
First Intended Intake: MAR 2015 Final Year of Intake: 2013
Date Closed:
Credit Value: 20 Credit Level: 5
Language: English
Percentage of Module Taught in Welsh: 0
Equivalent Module:
HECOS codes: 100423 - pharmaceutical chemistry
HECOS Code Weighting: 100

Document Version Information

Version 6
Valid From 01 Sep 2020
Valid To 31 Aug 2023

Module Aims

1. To provide a comprehensive introduction to heterocycles together with an appreciation of their reactivity and pharmaceutical importance.

2. Apply the principles of chemistry for an understanding of drug action, design and synthesis.

3. Understand and apply various analytical techniques to chemical and pharmaceutical analysis.

Content Summary


a) Introduction to Heterocyclic Chemistry

Introduction - General nature of heterocyclic compounds and their importance as pharmaceuticals, agrochemicals, dyestuffs and pigments. Heterocyclic structures in natural compounds. Reminder of benzene - structure and reactivity.

Reactivity of pi  -Excessive Heteroaromatics - Electronic structure and effect on reactivity. Electrophilic (and nucleophilic) substitution reactions of pyrroles, indoles, furans, thiophenes, and azoles. Reactivity of selected functionalised derivatives.

Reactivity of pi -Deficient Heteroaromatics - Electronic structure and effect on reactivity. Electrophilic and nucleophilic substitution. Reactions of pyridines, and their benzo- fused analogues. Reactions at the heteroatoms. Reactivity of N-oxides and some functionalised derivatives.

b) Introduction to Drug Design

An introduction to fundamental aspects of medicinal and pharmaceutical chemistry. Development of pharmaceutical chemistry and future directions. Basic structural requirements for pharmaceutical activity (Lipinski rule of 5) including physicochemical, stereoisomeric and electronic properties of drug molecules and intermolecular forces. Drug targets including drug receptors, enzymes and non-specific interactions. Fundamentals of pharmacokinetics and pharmacodynamics including partitioning of drugs and drug transport and routes of administration. Basic drug design, development and lead compound identification. Fundamentals of structure-activity relationships and quantitative structure-activity relationships including case studies on the design and development of salbutamol, propranolol and cimetidine. Inflammatory and analgesic drugs; antifungal and antibiotic drugs.

 

Learning and Teaching Methods

Activity Type Hours
Lecture 18
Tutorial 18
Practical classes and workshops 12
Directed Study 76
Independent Study 76
Total Hours Selected 200

Learning Outcomes

# Learning Outcome
LO1 Critically evaluate strategies for the synthesis of a wide range of heterocyclic compounds
LO2 Demonstrate knowledge of the techniques used and an ability to work safely and effectively with a range of organic reagents.
LO3 Apply diagnostic and creative skills to review fundamental aspects of medicinal and pharmaceutical chemistry and demonstrate knowledge of basic drug design, development and lead compound identification.

Module Requisites

N/A

Assessment Criteria

Assessment Category Assessment Type Description Duration Word Count Weight (%) Best of? Pass Mark
Synchronous Onsite Assessment (Exam) Onsite Closed Book Examination 1 Final end of year exam 150 N/A 65 No 40
Practical Assessment (CW) Practical Coursework 1 Written reports describing laboratory experiments - Students are expected to spend 1 hour on their assessment for every 1 hour spent in the laboratory. 0 N/A 35 No 40

Assessment Matrix

Assessment Type Learning Outcomes
LO1 LO2 LO3
Onsite Closed Book Examination 1
Practical Coursework 1

Reading List

G. L. Patrick, An Introduction to Medicinal Chemistry, OUP (2005) ISBN-10: 0199275009, ISBN-13: 978-0199275007.J. A. Joule and K. Mills, Heterocyclic Chemistry, 4th edition, Blackwell (2000) ISBN-10: 0632054530, ISBN-13: 978-0632054534T. L. Gilchrist, Heterocyclic Chemistry, 3rd edition, Prentice Hall (1997) ISBN-10: 0582278430, ISBN-13: 978-0582278431R. B. Silverman, The Organic Chemistry of Drug Design and Drug Action, 2nd Edition, Academic Press (paperback) (2009) ISBN-10: 7030182235, ISBN-13: 978-7030182234