Medicinal Chemistry 2
A.Y. 2020/2021
Learning objectives
The most important learning objective of the course is to transmit a rational approach to understanding the activity of drugs and their design.
The participants at the end of the course will be able to understand the relationships that link the chemical structure of a drug to its pharmacological activity through the study of the physico-chemical and stereo-electronic properties, and of the mechanism of action.
The aim of the course is also the study of the main chemical-pharmaceutical strategies useful for the optimization of the pharmacodynamic and pharmacokinetic properties of drugs.
In particular, starting from the knowledge acquired in the course of Medicinal and Toxicological Chemistry 1, the course deals with the study of drugs active on the central and peripheral nervous system, cardiovascular agents, non-steroidal anti-inflammatory drugs, antihistamines, antiulcer and lipid-lowering drugs.
The participants at the end of the course will be able to understand the relationships that link the chemical structure of a drug to its pharmacological activity through the study of the physico-chemical and stereo-electronic properties, and of the mechanism of action.
The aim of the course is also the study of the main chemical-pharmaceutical strategies useful for the optimization of the pharmacodynamic and pharmacokinetic properties of drugs.
In particular, starting from the knowledge acquired in the course of Medicinal and Toxicological Chemistry 1, the course deals with the study of drugs active on the central and peripheral nervous system, cardiovascular agents, non-steroidal anti-inflammatory drugs, antihistamines, antiulcer and lipid-lowering drugs.
Expected learning outcomes
By the end of the course, students will have to know, for the different classes of drugs studied, how the prototype was discovered and the main steps through which the class was developed. Therefore, starting from the structure of a model compound, students should know how the structure can be modified in order to increase its activity and selectivity, optimize the pharmacokinetic properties and decrease toxicity. For each molecule studied, students should also be able to frame it correctly from the point of view of therapeutic application and mechanism of action, identify the essential pharmacophore and its mode of interaction with the target, if known, and they should be able to comment the structure-activity relationships.
Lesson period: Activity scheduled over several sessions (see Course syllabus and organization section for more detailed information).
Assessment methods: Esame
Assessment result: voto verbalizzato in trentesimi
Single course
This course cannot be attended as a single course. Please check our list of single courses to find the ones available for enrolment.
Course syllabus and organization
Linea AL
Responsible
Lesson period
year
Didactic methods
The lessons scheduled for the first semester will be held remotely and synchronously using the Microsoft Teams platform. In the second semester, if allowed by the regulations concerning social distancing, part of the lessons (about 50%) will be held in person. All lessons will be also simultaneously available remotely through the Microsoft Teams Platform. The rules for participation to the lessons on site will be published on the Ariel Platform, as well as all updates related to the evolution of the legislation imposed by Covid-19.
The recording of the lessons will be accessible on MS-Teams within the class team. The pdf files of the slides used during the lessons will be made available through the Ariel Platform.
Program and reference material
The program and reference material will not be modified.
Methods for verification of learning and evaluation criteria.
As in the past, the examination will take place in written form. If allowed by the regulations, the exams will be held in person, in accordance with the security rules. Students unable to reach the University due to reasons related to the Covid-19 emergency, will be allowed to take the exam remotely, possibly in a different day.
Students will have the possibility to see the exam corrections by taking an appointment with the teacher remotely on Microsoft Teams. Supplementary oral exams are not planned.
If the exams on site will not be possible, the exams will be carried out remotely. Remote exams will be carried out using the Microsoft Teams Platform and Exam.net, as illustrated on the University portal (https://www.unimi.it/en/node/121/). Students enrolled in the exam will receive by e-mail all the necessary information.
The characteristics of the test and the evaluation criteria will not be modified.
The lessons scheduled for the first semester will be held remotely and synchronously using the Microsoft Teams platform. In the second semester, if allowed by the regulations concerning social distancing, part of the lessons (about 50%) will be held in person. All lessons will be also simultaneously available remotely through the Microsoft Teams Platform. The rules for participation to the lessons on site will be published on the Ariel Platform, as well as all updates related to the evolution of the legislation imposed by Covid-19.
The recording of the lessons will be accessible on MS-Teams within the class team. The pdf files of the slides used during the lessons will be made available through the Ariel Platform.
Program and reference material
The program and reference material will not be modified.
Methods for verification of learning and evaluation criteria.
As in the past, the examination will take place in written form. If allowed by the regulations, the exams will be held in person, in accordance with the security rules. Students unable to reach the University due to reasons related to the Covid-19 emergency, will be allowed to take the exam remotely, possibly in a different day.
Students will have the possibility to see the exam corrections by taking an appointment with the teacher remotely on Microsoft Teams. Supplementary oral exams are not planned.
If the exams on site will not be possible, the exams will be carried out remotely. Remote exams will be carried out using the Microsoft Teams Platform and Exam.net, as illustrated on the University portal (https://www.unimi.it/en/node/121/). Students enrolled in the exam will receive by e-mail all the necessary information.
The characteristics of the test and the evaluation criteria will not be modified.
Course syllabus
Discovery, design and development, structure-activity relationship and study of the mechanism of action at the molecular level of the following classes of drugs:
-Cholinergic, anticholinergic and anticholinesterase drugs
-Drugs acting at the adrenergic syshtem
-Anxyolitic and hypnotic drugs
-Anticonvulsant drugs
-Antidepressant drugs
-Opioid analgesics
-Antipsychotic drugs
-AntiParkinson drugs
-Antimigraine and antiemetic drugs
-Local anesthetics
-Cardiac stimulants
-Drugs used in the treatment of angina
-Antiarythmics
-Antihypertensive drugs
-Diuretics
-Lipid lowering drugs
-Non-steroidal antiinflammatory drugs (NSAIDs)
-Anti-allergic drugs
-Anti-ulcer drugs
-Cholinergic, anticholinergic and anticholinesterase drugs
-Drugs acting at the adrenergic syshtem
-Anxyolitic and hypnotic drugs
-Anticonvulsant drugs
-Antidepressant drugs
-Opioid analgesics
-Antipsychotic drugs
-AntiParkinson drugs
-Antimigraine and antiemetic drugs
-Local anesthetics
-Cardiac stimulants
-Drugs used in the treatment of angina
-Antiarythmics
-Antihypertensive drugs
-Diuretics
-Lipid lowering drugs
-Non-steroidal antiinflammatory drugs (NSAIDs)
-Anti-allergic drugs
-Anti-ulcer drugs
Prerequisites for admission
Knowledge of the general topics studied in the course "Medicinal and Toxicological Chemistry 1"
Teaching methods
Frontal lessons
Teaching Resources
-Power point presentations of the lessons, in pdf file, available on Ariel
-Suggested text-books:
a) G. L. Patrick: "Chimica Farmaceutica", Edizione integrata a cura di Gabriele Costantino, EdiSES, ultima edizione italiana.
b) Gasco, Gualtieri, Melchiorre: "Chimica Farmaceutica" Casa Editrice Ambrosiana, ultima edizione.
-Suggested text-books:
a) G. L. Patrick: "Chimica Farmaceutica", Edizione integrata a cura di Gabriele Costantino, EdiSES, ultima edizione italiana.
b) Gasco, Gualtieri, Melchiorre: "Chimica Farmaceutica" Casa Editrice Ambrosiana, ultima edizione.
Assessment methods and Criteria
a) The exam is a written test (2 hour time limit) including five questions. At least three of the five questions require the examination of the structure (provided to the student) of a given drug. The student is required to discuss the mode of action, the therapeutic application, the structure-activity relationships and the chemico-physical properties relevant for the biological activity. The remaining questions focus on specific classes of drugs, of which the student must report the general structure, the medicinal chemistry strategies used to develop that class of drugs, the therapeutic use and the main structure-activity relationships. For some molecules, the synthetic approach may be required. In order to pass the written test, the student must sufficiently answer at least four of the five questions. The vote of the written test is in any case the result of an overall evaluation of the paper.
After 7-15 days the student will discuss the results of its written examination with the teacher and some additional questions may be asked to the student in order to clarify any doubts about the written test and confirm or eventually increase the final score.
b) Alternatively, the students can take two partial tests, one in February and one in June. Each test will consist of a written test (90 minutes time limit) comprising four questions. In order to pass the same student must receive a sufficient assessment in both tests. The result obtained in the first test will be notified before the second test is held. The final score is given by the mathematical average of the grades assigned in the two tests.
In order to be admitted to the exam it is necessary to have passed the exam of Medicinal and Toxicological Chemistry 1.
After 7-15 days the student will discuss the results of its written examination with the teacher and some additional questions may be asked to the student in order to clarify any doubts about the written test and confirm or eventually increase the final score.
b) Alternatively, the students can take two partial tests, one in February and one in June. Each test will consist of a written test (90 minutes time limit) comprising four questions. In order to pass the same student must receive a sufficient assessment in both tests. The result obtained in the first test will be notified before the second test is held. The final score is given by the mathematical average of the grades assigned in the two tests.
In order to be admitted to the exam it is necessary to have passed the exam of Medicinal and Toxicological Chemistry 1.
CHIM/08 - PHARMACEUTICAL CHEMISTRY - University credits: 10
Lessons: 80 hours
Professor:
Conti Paola
Linea MZ
Responsible
Lesson period
year
Didactic methods
The lessons will be held on the Microsoft Teams platform and can be followed both synchronously based on the first quarter schedule and asynchronously because they will be recorded and left available to students on the Ariel platform.
Program and reference material
The program and reference material will not be affected.
Methods for verifying learning and evaluation criteria
Ongoing tests:
The ongoing tests will take place remotely, in written form through the Exam.net (SEB) platform with surveillance through Teams. The content of the ongoing tests will not undergo any changes and will take place with the same timing and methods as the "non-emergency" ongoing tests.
Total examination:
The total exam always consists of two tests, one written and one oral, both will be held at a distance. The written through the Exam.net (SEB) platform with surveillance through Teams, the oral through the Teams platform.
The verification methods are the same as the "non-emergency" verification methods
The lessons will be held on the Microsoft Teams platform and can be followed both synchronously based on the first quarter schedule and asynchronously because they will be recorded and left available to students on the Ariel platform.
Program and reference material
The program and reference material will not be affected.
Methods for verifying learning and evaluation criteria
Ongoing tests:
The ongoing tests will take place remotely, in written form through the Exam.net (SEB) platform with surveillance through Teams. The content of the ongoing tests will not undergo any changes and will take place with the same timing and methods as the "non-emergency" ongoing tests.
Total examination:
The total exam always consists of two tests, one written and one oral, both will be held at a distance. The written through the Exam.net (SEB) platform with surveillance through Teams, the oral through the Teams platform.
The verification methods are the same as the "non-emergency" verification methods
Course syllabus
The program is focused on the study of drugs that act the following levels:
a) Parasympathetic neurotransmission: nicotinic and muscarinic agonists and antagonists, acetylcholinesterase inhibitors.
b) Sympathetic neurotransmission: adrenergic receptors agonists and antagonists, MAO and COMT inhibitors.
c) Cardio-circulatory system: cardiac glycosides, antianginal, antiarrhythmic, calcium channel blockers, potassium channel activators, ACE inhibitors, angiotensin antagonists, renin inhibitors, diuretics, lipid-lowering agents, antiplatelet agents and anticoagulants.
d) Respiratory, ocular and gastric systems: anti-allergy, anti-ulcer, anti-glaucoma, anti-asthma.
e) Inflammation: Nonsteroidal anti-inflammatory drugs (NSAIDs)
f) Central nervous system: anesthetic, anxiolytic and hypnotic-sedative, anticonvulsant, antiparkinson, opioid analgesics, antipsychotics, antidepressants, stimulants and related substances of abuse.
Particular emphasis will be given to the study of:
a) Mechanisms of action of drugs: study of biomolecular processes involving neurotransmitters, neuromodulators, second messengers; study of structural characteristics (stereo-electronic requirements, topology, topography, conformational equilibria) of drugs (ligands) for the interaction with the main molecular targets (receptors, enzymes, ion channels).
b) Discovery and development of drugs: structural modifications of biologically active natural compounds; effect of the variation of molecular portions of lead compounds on affinity-activity-selectivity-bioavailability profiles.
a) Parasympathetic neurotransmission: nicotinic and muscarinic agonists and antagonists, acetylcholinesterase inhibitors.
b) Sympathetic neurotransmission: adrenergic receptors agonists and antagonists, MAO and COMT inhibitors.
c) Cardio-circulatory system: cardiac glycosides, antianginal, antiarrhythmic, calcium channel blockers, potassium channel activators, ACE inhibitors, angiotensin antagonists, renin inhibitors, diuretics, lipid-lowering agents, antiplatelet agents and anticoagulants.
d) Respiratory, ocular and gastric systems: anti-allergy, anti-ulcer, anti-glaucoma, anti-asthma.
e) Inflammation: Nonsteroidal anti-inflammatory drugs (NSAIDs)
f) Central nervous system: anesthetic, anxiolytic and hypnotic-sedative, anticonvulsant, antiparkinson, opioid analgesics, antipsychotics, antidepressants, stimulants and related substances of abuse.
Particular emphasis will be given to the study of:
a) Mechanisms of action of drugs: study of biomolecular processes involving neurotransmitters, neuromodulators, second messengers; study of structural characteristics (stereo-electronic requirements, topology, topography, conformational equilibria) of drugs (ligands) for the interaction with the main molecular targets (receptors, enzymes, ion channels).
b) Discovery and development of drugs: structural modifications of biologically active natural compounds; effect of the variation of molecular portions of lead compounds on affinity-activity-selectivity-bioavailability profiles.
Prerequisites for admission
The course of Medicinal and toxicological chemistry 2 is the context in which the knowledge previously acquired in the courses of general and inorganic chemistry and, above all, of organic chemistry, biochemistry and medicinal and toxicological chemistry 1 are applied to the study of the drugs' mechanism of action and development.
Teaching methods
Frontal lessons with diapo projection
Teaching Resources
a) Gasco, Gualtieri, Melchiorre: "Chimica Farmaceutica" Casa Editrice Ambrosiana, Last Edition.
b) T. L. Lemke, D. A. Williams: "Foye's Principi di Chimica Farmaceutica", Piccin Ed., last edition.
c) G. L. Patrick: "Introduzione alla Chimica Farmaceutica", EdiSES, last edition.
d) "Goodman & Gilman's The Pharmacological Basis of Therapeutics", McGraw-Hill Medical Publishing Division, last edition
e) Slides available from: http://sromeocft2mz.ariel.ctu.unimi.it/
b) T. L. Lemke, D. A. Williams: "Foye's Principi di Chimica Farmaceutica", Piccin Ed., last edition.
c) G. L. Patrick: "Introduzione alla Chimica Farmaceutica", EdiSES, last edition.
d) "Goodman & Gilman's The Pharmacological Basis of Therapeutics", McGraw-Hill Medical Publishing Division, last edition
e) Slides available from: http://sromeocft2mz.ariel.ctu.unimi.it/
Assessment methods and Criteria
Students who attend the course for the entire duration have the opportunity to take two written tests of 120 minutes each (in itinere tests), respectively in February and July. Each written test includes 4 general questions.
Passing both tests corresponds to passing the overall exam.
The overall exam includes a written test that must be judged sufficient, in this case, the student takes an oral test.
The written test, lasting 120 minutes, to be carried out without the help of notes or books, consists of 4 questions, of equal weight for the calculation of the score.
For the systematic part, the questions focus on the discussion of structure-activity relationships, of interactions with specific targets and of the physico-chemical properties of the drugs treated in the program; the questions include writing the structure of the drugs and / or their recognition.
After the correction of the writings the student is summoned for an oral test. This consists of:
- a revision of the written test in which the student is informed about the results of the correction.
- two questions related to the whole program, aimed at ascertaining the ability to expose and critically argue the acquired knowledge.
The writing integrated by the discussion and the deepening of the whole program have an equal weight on the final vote.
Passing both tests corresponds to passing the overall exam.
The overall exam includes a written test that must be judged sufficient, in this case, the student takes an oral test.
The written test, lasting 120 minutes, to be carried out without the help of notes or books, consists of 4 questions, of equal weight for the calculation of the score.
For the systematic part, the questions focus on the discussion of structure-activity relationships, of interactions with specific targets and of the physico-chemical properties of the drugs treated in the program; the questions include writing the structure of the drugs and / or their recognition.
After the correction of the writings the student is summoned for an oral test. This consists of:
- a revision of the written test in which the student is informed about the results of the correction.
- two questions related to the whole program, aimed at ascertaining the ability to expose and critically argue the acquired knowledge.
The writing integrated by the discussion and the deepening of the whole program have an equal weight on the final vote.
CHIM/08 - PHARMACEUTICAL CHEMISTRY - University credits: 10
Lessons: 80 hours
Professor:
Romeo Sergio
Professor(s)
Reception:
By appointment
Via Mangiagalli 25 - 2° piano
Reception:
Monday 10:30-12:30, by appointment via email
Via Mangiagalli 25, second floor, office 2062