JAWAHARLAL NEHRU TECHNOLOGICAL UNIVERSITY HYDERABAD

PS401: PHARMACEUTICAL ORGANIC CHEMISTRY – III

B.Pharmacy II Year II Semester (R22)

Course Objectives

This subject imparts knowledge on stereo-chemical aspects of organic compoundsand

organic reactions, important named reactions, chemistry of important hetero cyclic compounds. It also emphasizes on medicinal and other uses of organic compounds.

Course Outcomes

At the end of the course, the student shall be able to:

  • Understand the methods of preparation and properties of organic compounds
  • Explain the stereo chemical aspects of organic compounds and stereo chemical reactions
  • Know the medicinal uses and other applications of organic compounds

Note

To emphasize on definition, types, mechanisms, examples, uses/applications

UNIT - I

Stereo isomerism Optical isomerism – Optical activity, enantiomerism, diastereoisomerism, meso compounds Elements of symmetry, chiral and achiral molecules, DL system of nomenclature of optical isomers, sequence rules, RS system of nomenclature of optical isomers, Reactions of chiral molecules. Racemic modification and resolution of racemic mixture Asymmetric synthesis: partial and absolute

UNIT - II

Geometrical isomerism Nomenclature of geometrical isomers (Cis Trans, EZ, Syn Anti systems) Methods of determination of configuration of geometrical isomers. Conformational isomerism in Ethane, n-Butane and Cyclohexane. Stereo isomerism in biphenyl compounds (Atropisomerism) and conditions for optical activity. Stereospecific and stereoselective reactions

UNIT - III

Heterocyclic compounds with one hetero atom Nomenclature and classification Synthesis, reactions and medicinal uses of compounds/derivatives: Pyrrole, Furan, and Thiophene Relative aromaticity and reactivity of Pyrrole, Furan and Thiophene

UNIT - IV

Heterocyclic compounds with two hetero atoms Synthesis, reactions and medicinal uses of following compounds/derivatives Pyrazole, Imidazole, Oxazole and Thiazole. Pyridine, Quinoline, Isoquinoline, Acridine and Indole. Basicity of pyridine Synthesis and medicinal uses of Pyrimidine, Purine, azepines and their derivatives

UNIT - V

Reactions of synthetic importance Metal hydride reduction (NaBH4 and LiAlH4), Clemmensen reduction, Birch reduction, Wolff Kishner reduction. Oppenauer-oxidation and Dakin reaction. Beckmanns rearrangement and Schmidt rearrangement, Pinocol-Pinocolone rearrangement Claisen-Schmidt condensation

RECOMMENDED BOOKS (Latest Editions)

  • 1. Organic chemistry by I.L. Finar, Volume-I & II.
  • 2. A text book of organic chemistry – Arun Bahl, B.S. Bahl.
  • 3. Heterocyclic Chemistry by Raj K. Bansal
  • 4. Organic Chemistry by Morrison and Boyd
  • 5. Heterocyclic Chemistry by T.L. Gilchrist
  • 6. Rama Rao Nadendla, Principles of Pharmaceutical Organic Chemistry, 2nd Ed., Pharma Med Press

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