Nitrogen Containing Organic Compounds and Some Aspects of Medicinal Chemistry

Paper Code: 
CHY-602
Credits: 
2
Contact Hours: 
30.00
Max. Marks: 
100.00
Objective: 

Course Objectives:

 

This course will enable the students to –

 

  1. enrich the ability to compare the effect of heteroatoms on structure and reactivity of simple and benzofuzed aromatic compounds and to touch up on the exclusive chemistry of nitrogen containing functional groups.

  2. gain perspective on different classes of chemotherapeutic agents.

 

Course Outcomes (COs):

 

Course

Learning outcomes

(at course level)

Learning and teaching strategies

Assessment Strategies

Paper Code

Paper Title

 

 

 

 

 

 

 

 

 

CHY

602

 

 

 

 

 

 

Nitrogen Containing Organic Compounds and Some Aspects of- Medicinal Chemistry

 

 

 

The students will be able to –

 

CO101: describe the structural and chemical properties of five and six membered aromatic heterocycles

CO102: outline the preparations and reaction mechanisms of benzofuzed heterocycles

CO103: discuss the formation and reactivity of aliphatic as well as aromatic nitro compounds

CO104: differentiate between 1°/2°/3° amines and discuss their role in acting as a base, phase transfer catalyst and as a precursor to diazotization

CO105: classify chemotherapeutic agents on the basis of their medicinal applications and define their structure, function and synthesis.

Interactive Lectures

 

Discussions

 

Tutorials

 

Quiz

 

Problem solving

 

Continuous Assessment (Written test)

 

Quiz

 

Closed-book and open-book tests

 

Assignment

 

Group Activity

 

Semester End Exam

 

7.00
Unit I: 
Heterocyclic Compounds

Nomenclature of five and six membered heterocycles; molecular orbital picture and aromatic character of pyrrole, pyridine, furan and thiophene; methods of synthesis, chemical reactions with respect to electrophilic substitution reactions, nucleophilic substitution reactions in pyridine and pyrrole (mechanism and orientation), comparison of basicity of pyridine, piperidine and pyrrole.

5.00
Unit II: 
Condensed Five and Six Membered Heterocycles

Preparation and reactions of indole, quinoline and isoquinoline with special reference to Fischer indole synthesis, Skraup synthesis and Bischler – Napieralski synthesis.

5.00
Unit III: 
Nitroarenes

Pre requisite: Aliphatic nitro compounds.

Preparation, reactions – electrophilic and nucleophilic substitution, effect of the substituents on the acidity of phenols, effect of nitro group on nucleophilic substitution of aryl halides, reduction.

6.00
Unit IV: 
Amines
Nomenclature, preparation and reactions of aliphatic and arometic primary amines.

Classification and distinction between primary, secondary and tertiary amines; relative basic strength of aliphatic and aromatic amines; diazotization- mechanism, stability of diazonium salts,

Self Study: diazo coupling

7.00
Unit V: 
Drugs and Antibiotics

Introduction, lock and key theory.

Synthesis and medicinal applications of -Sulpha drugs: Sulphadiazine (sulpha pyrimidine), sulpha guanidine, sulphamethazine, sulpha pyridine.

Analgesics: Aspirin, phenacetin, paracetamol.

Antimalarials: Chloroquine, pamaquine.

Antibiotics:  Penicillin, streptomycin and chloramphenicol.

References: 
  • Organic Chemistry; Fourth Edition, Indian Edition; G. Marc Loudon; Oxford University Press, New York, 2008.
  • Organic Chemistry; Seventh Edition; R. T. Morrison, R. N. Boyd, S.K. Bhattacharjee; Pearson Education India, New Delhi, 2010.
  • Organic Chemistry Vol. I and II ; Sixth Edition; I.L. Finar; Pearson Education, New Delhi, 2002.
Academic Year: 
2021-2022
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