Topics in Organic Chemistry: Modern Medicinal Chemistry (CHEM 515)
Fall 2001
Prof. W. P. Malachowski
Office: 270 Park
Phone: Ext. 5016
e-mail: wmalacho@brynmawr.edu
web page: http://www.brynmawr.edu/chemistry/malachowski
course web page: http://www.brynmawr.edu/chemistry/malachowski/MedChem/MedChem.html

Class meetings:
Tues. and Thurs. 11:40-1:00 PM.  All class meetings will be held in PSB 278 unless otherwise noted.

Office Hours: Mon. 9:30-10:30 AM, Th. 3-4:30 PM and by appointment

Suggested Reference Books:
General Medicinal Chemistry Topics:
The Organic Chemistry of Drug Design and Drug Action, 1992, by Richard B. Silverman
An Introduction to Medicinal Chemistry: How Drugs Act and Why, 1997, Alex Gringauz
Rational Drug Design:
The Organic Chemistry of Enzyme-catalyzed Reactions, 2000, by Richard B. Silverman
Design of Enzyme Inhibitors as Drugs, 1989, edited by Merton Sandler and H. John Smith
Solid-Phase and Combinatorial Chemistry Topics:
Solid-PhaseSynthesis and Combinatorial Technologies, 2000, by Pierfausto Seneci
A Practical Guide to Combinatorial Chemistry, 1997, edited by Anthony W. Czarnik and Sheila H. DeWitt

Tentative Schedule
Date (Lecture No.) Topic
Sept. 4 (1) Introduction/Drug Discovery
Sept. 6 (2) Drug Development
Sept. 11 (3) Drug Development
Sept. 13 (4) Drug Metabolism
Sept. 18 (5) Rational Drug Design withProteaseInhibitors:Introduction
Sept. 20 (6) Angiotensin Converting Enzyme Inhibitors
Sept. 25 (7) Matrix Metalloprotease Inhibitors 
Sept. 27 (8) Renin Inhibitors
Oct. 2 (9) HIV Protease Inhibitors
Oct. 4 (10) Human Leukocyte Elastase and Thrombin Inhibitors
*Select literature article for paper on rational drug design by today
Oct. 9 (11) Cysteine Protease Inhibitors
Oct. 11 Exam 1
Oct. 15-19 Fall Break
Oct. 23 (12) Rational Drug Design with Other Enzymes: Cyclooxygenase-2 and HMG-CoA Reductase Inhibitors
Oct. 25 (13) Open
Oct. 30 (14) Open
*Papers due today
Nov. 1 (15) Solid-Phase Organic Synthesis: Introduction
Nov. 6 (16) Resins and Linkers
Nov. 8 (17) Reactions
Nov. 13 (18) Protection Strategies
Nov. 15 (19) Reaction Analysis
Nov. 20  Exam 2
Nov. 27 (20) Synthesis of Oligomeric Structures
Nov. 29 (21) Synthesis of Small Organic Molecules
Dec. 4 (22) Combinatorial Chemistry: Introduction
Dec. 6 (23) Combinatorial Library Synthesis
Dec. 11 (24) Student Presentations
Dec. 13 (25) Student Presentations

Exams:  Two in-class semester exams will be given on the dates noted in the schedule.

Papers:  Students will select an article involving rational drug design from the scientific literature by Oct. 4 and write a summary (3-5 pages) of the article by Oct. 30.

Presentations:  Students will select an article involving solid-phase organic synthesis or combinatorial chemistry and deliver a 20 minute presentation on the article to the class.

Final Exam: There will be a two-hour self-scheduled final exam without lecture notes, textbook or any other associated course materials.

Course Grading:

    Exams:          100 pts. (x 2)=200 pts.
    Paper:                                  100 pts.
    Presentation:                       100 pts.
    Final Exam: 150 pts. (x 1)=150 pts.

                   Total Points:     550 pts.

    Approximate Grading Scheme:     95-100%     4.0     73-76%     2.0
                                                           90-94%      3.7     70-72%      1.7
                                                           87-89%      3.3     67-69%      1.3
                                                           83-86%      3.0     63-66%      1.0
                                                           80-82%      2.7     <63%         0.0
                                                           77-79%      2.3
I reserve the right to make modifications to this scheme when I consider it necessary.

Students with Disabilities: Any student eligible for and needing academic adjustments or accommodations because of a disability is requested to speak with me within the first two weeks of class.