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AKTU Heterocyclic Compounds and Stereo Chemistry (Theory) (BP305T) Syllabus PDF – B.Pharm 3rd Semester
Heterocyclic Compounds and Stereo Chemistry (Theory) BP305T
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Official AKTU syllabus of Heterocyclic Compounds and Stereo Chemistry (Theory) (BP305T) for B.Pharm 3rd Semester – 3 credits, L-T-P 3-0-0. Read the unit-wise course content, course outcomes, evaluation pattern and recommended books online, or download the PDF.
Syllabus — Heterocyclic Compounds and Stereo Chemistry (Theory)
Download PDFBP305T · 3 credits · L-T-P 3-0-0
Course Objectives
- Understand Chemistry of Carboxylic acids, Phenols, Amines and Polynuclear Aromatic hydrocarbons
- Explain the concepts of optical isomerism and their pharmaceutical significance.
- Explain the concepts of Geometrical isomerism and their pharmaceutical significance
- Know about IUPAC nomenclature and Chemistry of heterocycles
- Equip students with knowledge of organic reaction mechanisms and their applications in drug synthesis.
Course Outcomes
| CO | Upon successful completion of this course, the students will be able to: |
| No. | |
| 1 | Recall and outline methods for the preparation and chemical reactions of various organic compounds. |
| 2 | Explain the acidity and basicity of organic compounds and recognize the medicinal relevance of polynuclear hydrocarbons and heterocyclic compounds. |
| 3 | Illustrate the concepts of stereoisomerism with appropriate examples. |
| 4 | Classify, name, and interpret the structures and chemistry of heterocyclic compounds. |
| 5 | Describe and analyze the synthesis, chemical behaviour, and applications of heterocyclic and polynuclear hydrocarbon compounds. |
Course Content
| Unit | Topics | No. of |
|---|---|---|
| I | Chemistry of Carboxylic acids, Phenols, Amines and Polynuclear Aromatic hydrocarbons 1. Aliphatic and aromatic carboxylic acids Methods to prepare carboxylic acids (Oxidation of alcohols, carbonation of Grignard reagent, Kolbe-Schmidt reaction) Study of acidity of carboxylic acids and effect of substituents on acidity Study of chemical reactions of carboxylic acids [Mechanism of nucleophilic acyl substitution, Decarboxylation and Hell-Volhard- Zelinsky reaction]. Pharmaceutical applications of aromatic carboxylic acids (Benzoic acid, Salicylic acid, Acetyl Salicylic acid) 2. Aliphatic and aromatic amines Methods to prepare amines (Reduction of nitro compound, reduction of nitriles and Hofmann degradation of amides) Study of basicity of amines and effect of substituents on basicity Study of mechanism a n d synthetic applications of diazonium salts -dye coupling reaction 3. Alcohols and Phenols Classification of alcohols, methods to prepare alcohols (oxymercuration - demercuration, reduction of carbonyl compounds) Acidity of alcohols and Phenols including effect of substituent on acidity Definition of phenols, method to prepare phenols by cumene process. Comparison of the acidity of phenol vs alcohol Study of mechanism of chemical reactions of phenols (Reimer- Tiemann reaction, halogenation and nitration of phenols). Pharmaceutical applications of alcohols and phenols (Glycerin, Thymol, Paracetamol) 4. Chemistry of polynuclear hydrocarbons Definition, and classification of polynuclear aromatic hydrocarbons, Study of synthesis (Haworth synthesis) and mechanism of electrophilic aromatic substitution reactions of naphthalene, phenanthrene and anthracene and medicinal uses of drugs containing Naphthalene (Propranolol, Naphazoline) and Phenanthrene (Morphine, Codeine). | 15 Hours |
| II | Optical isomerism Definition of stereoisomerism and types of stereoisomerism with examples Definition with examples for optical activity, origin of chirality, elements of symmetry, chiral and achiral molecules, enantiomerism, diastereoisomerism and meso compounds Study of configuration including D & L system, sequence rules, R & S system. Medicinal importance of optical isomers with examples Racemic mixture and resolution of racemic mixtures | 7 Hours |
| III | Geometrical isomerism Nomenclature of geometrical isomers (Cis & Trans, E & Z, Syn & Anti system) Conformational isomerism and its analysis in ethane, butane and cyclohexane Stereo isomerism in biphenyl compounds (Atropisomerism) and conditions for optical activity in biphenyl compounds | 6 Hours |
| IV | Chemistry of five membered heterocycles IUPAC nomenclature and classification of heterocyclic compounds as per the Hansch- Widman system Relative aromaticity and reactivity of pyrrole, furan and thiophene Study of synthesis of pyrrole (Paal Knorr synthesis), furan (Feist- Bénary reaction), thiophene (Hinsberg synthesis) and Mechanism of Electrophilic substitution reactions of pyrrole, furan and thiophene Medicinal uses of drugs containing pyrrole (Ethosuximide, procyclidine), furan (Furosemide, Nitrofurazone) and thiophene (Cephaloridine, Clopidogrel) | 10 Hours |
| V | Chemistry of other heterocycles Study of nomenclature of fused heterocyclic compounds, synthesis for pyrazole (Knorr synthesis), imidazole (Debus-Radziszewski reaction), pyridine (The Hantzsch synthesis), quinoline (The Skraup synthesis) and Electrophilic aromatic substitution reactions of pyrazole and imidazole Chemical structures of Indole, pyrimidine, benzimidazole, purine, azepine, pyrazole, oxazole, Phenothiazine, benzotriazole, quinoxaline Basicity of imidazole, pyridine and quinolone Medicinal uses of any two drugs containing pyrazole (Sildenafil, Celecoxib), imidazole (Metronidazole, Pilocarpine), pyridine (Isoniazid, Chlorpheniramine), quinoline (Chloroquine, Ciprofloxacin), indole (Indomethacin, Reserpine), benzimidazole (Albendazole, Mebendazole) pyrimidine (Fluorouracil, Sulphadiazine), purine (Mercaptopurine, Thioguanine), azepine (Diazepam, Loxapine) heterocycles | 07 Hours |
Recommended References
- Finar, I. L. Organic Chemistry, Vol. 1. Pearson Education.
- Finar, I. L. Organic Chemistry: Stereochemistry and Natural Products, Vol. 2. Pearson Education.
- Smith, M. B. and March, J. Mechanisms and Structure. Wiley.
- Bahl, B. S. and Bahl, A. Textbook of Organic Chemistry. S. Chand.
- Nadendla, R. R. Pharmaceutical Organic Chemistry: Heterocyclic and Natural Products. Vallabh Prakashan.
- Gilchrist, T. L. Heterocyclic Chemistry. Prentice Hall.
- Eliel, E. L. and Wilen, S. H. Stereochemistry of Organic Compounds. Wiley.
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