Introduction to Pharmaceutical Organic Chemistry – PST05106 Pharmaceutical Organic Chemistry

NTA Level 5 • Semester 1 • PST05106

Introduction to Pharmaceutical Organic Chemistry

Pharmaceutical Organic Chemistry • Source Session/Topic 1
Full source-text version: all educational wording from the extracted learning source is retained; only presenter/tutor metadata and web-layout noise are removed, while formatting is improved for readability.

Session 1: Introduction to Pharmaceutical Organic Chemistry.

Total Session Time: 120 minutes

Prerequisites: PST 04210 Inorganic Chemistry

Learning Tasks

By the end of this session students are expected to be able to:

• Define pharmaceutical organic chemistry
• List characteristics of organic compounds
• Explain the importance of organic chemistry in pharmacy

Resources Needed:

• Flip charts, marker pens, and masking tape.
• Black/white board and chalk/whiteboard markers.

SESSION OVERVIEW.

|Step |Time |Activity/ |Content |

| | |Method | |

|1 |05 minutes |Presentation |Introduction, Learning Tasks |

|2 |15 minutes |Buzzing. |Definition of Pharmaceutical Organic|

| | |Presentation. |Chemistry. |

|3 | |Brainstorming.| |

| |35 minutes |Presentation. |Characteristics of Organic |

| | | |Compounds. |

|4 |45 minutes |Group |Importance of Organic Chemistry in |

| | |discussion. |Pharmacy. |

| | |Presentation. | |

|5 |10minutes |Presentation |Key Points |

| 6 |10 minutes |Presentation |Evaluation |

SESSION CONTENT.

STEP 1: Presentation of Session Title and Learning Tasks (5 minutes)

READ or ASK students to read the learning tasks and clarify.

ASK students if they have any questions before continuing.

STEP 2: Definition of Pharmaceutical Organic Chemistry (15 minutes)

|Activity: Buzzing (5 minutes) |

| |

|Ask students to brainstorm on the following question: |

| |

|What is a pharmaceutical Organic Chemistry? |

| |

|ALLOW few students to respond. |

| |

|WRITE their responses on the flip chart/ board. |

| |

|CLARIFY and SUMMARISE by using the content below. |

• Organic Chemistry is the branch of Chemistry which deals with the study

of carbon and its compounds.

o However, carbon monoxide, carbon dioxide, carbonates, hydrogen

carbonates, carbides and cyanides are excluded.

• Pharmaceutical Organic Chemistry is the study of all substances

containing carbon which are involved with design, chemical synthesis and

development of bioactive molecules (drugs).

• Two aspects are involved

o Medicinal Chemistry – which is devoted to discovery and

development of new agents for treating diseases.

o Biochemistry – study of the cell & analysis of its structure to

identify factors necessary for life of every cell.

• Occurrence of Carbon and Sources of Organic Compounds.

o Carbon is the principle element in organic compounds; most also

contain hydrogen and others contain the halogens, nitrogen, oxygen,

phosphorus, sulphur etc.

o Occurs widely in carbohydrates, proteins, fats, vitamins, nucleic

acids, hormones and synthetic materials such as drugs, ink and

dyes.

o Major sources are petroleum, coal and natural gases.

o Other sources include wood, oils and agricultural waste products

o Biggest source of organic compounds – plants & animals

• The Unique Nature of Carbon

o Ability to catenate

▪ Carbon atoms link together to form chains of varying length,

branched chains and rings of different sizes

o Ability to form four strong single covalent bonds (tetravalency)

▪ Each carbon atom has four unpaired electrons when excited, as

a 4A element in the periodic table, it can share 4 valence

electrons – tetravalent, Tend to form four strong covalent bonds

o Ability to Form Multiple Bonds

▪ Carbon atom has the ability to form the multiple bonds links

with itself.

▪ There two categories of multiple bond (i) double bonds eg C=C

(ii) triple bonds eg C≡C.

▪ The compounds formed in this way have different properties from

compounds of the same elements but single bond.

o Carbon atom can vary in oxidation state from -4 to +4

CH4 Carbon oxidation number -4

CCl4 Carbon oxidation number +4

STEP 3: Characteristics of Organic Compounds (35 minutes).

|Activity: Brainstorming (10minutes) |

| |

|ASK students to pair up and buzz on the following question for 5 |

|minutes |

| |

|What are the characteristics of organic compounds? |

| |

|ALLOW pairs to respond on the question |

| |

|WRITE their response on the flip chart/board |

| |

|CLARIFY and SUMMARIZE by using the content in the table 1 below |

The following are the characteristics of organic compounds

• Covalent nature

o Carbon atom from strong covalent bonds with one another, most

organic compounds are stable because of the strong carbon -carbon

bonds, since they have a covalent nature they do not ionizes in

solution and are non-conductors of electricity.

• Polarity and solubility of non-polar compounds

o Carbon-hydrogen bonds are non-polar like carbon-carbon bonds; this

is because of the almost equal electro negativities of the two

elements.

o Most of the organic compounds are non-polar unless the compounds

consist of very electronegative elements like chlorine or groups

like the hydroxyl group, they cannot therefore form bonds with

water molecules (insoluble in water).

o If an organic compound contain polar groups hydrogen bond can form

between polar group in the molecule of organic compound and the

water molecule.

o For the example ethanol molecule contains a hydroxyl group which is

polar, so it is soluble in water.

• Low melting and boiling points

o Organic compounds generally have low melting and boiling points

than inorganic compounds; this is because these compounds possess

relatively weak intermolecular bonds which can easily broke by heat

energy.

• Thermal instability

o Many organic compounds are; thermally unstable, decomposing into

simpler molecules when heated to temperature above 5000C.

o However, this property is sometimes of commercial importance as in

the cracking of petroleum.

o This property is very useful in the fractional distillation of

crude oils.

• Flammability

o Most organic compounds are flammable (catch fire easily) and burn

exothermically in a plentiful supply of air to yield carbon (IV)

oxide and water.

o Thus, most fuels such as woods, coal, oil, petrol and natural gas

are organic, and their combustion provides our main source of heat

energy.

• Reactivity

o Reactions involving organic compounds tend to be much slower than

the ionic reactions commonly encountered in inorganic Chemistry.

o They usually require heating, thoroughly mixing and catalyst to

speed up the reaction.

STEP 4: Importance of Pharmaceutical Organic Chemistry (45 minutes).

|Activity: Small Group Discussion (20 minutes) |

| |

|DIVIDE students into small manageable groups. |

| |

|ASK students to discuss on the following question |

|What is the importance of Pharmaceutical Organic Chemistry? |

| |

|ALLOW students to discuss for 15 minutes. |

| |

|ALLOW few groups to present and the rest to add points not mentioned. |

| |

|CLARIFY and SUMMARIZE by using the contents below. |

The following are the importance of pharmaceutical organic chemistry

• Medicine discovery

o Many medicines (most of which are organic compounds) come from

natural source in which the right extraction will benefit human

health.

o Moreover, medicines from organic compounds tend to be safer

compared to medicines from laboratory experiments.

o Example cambogia from mangosteen that helps to treat cancer and

prevents cell damage.

• Support study of diseases

o Knowledge of Pharmaceutical Organic Chemistry can also help in

discovering the cause of disease since many diseases originate from

natural source.

o For example, in order to understand G.I.T problems scientist can

learn from the organic chemicals inside the organ such as acids and

amino acids as well as strange intrusion of the chemicals.

• Diagnosis of Diseases

o This can be done in various ways, for example the study of

chemicals within brain will help to identify any disturbance inside

the brain and hence help to diagnose the disease occurring within

the brain.

• Diet regulation

o It is important that the right medicine or treatment will help

human to have better health through the attachment of proper

patterns of diet, example the amount of carbohydrate, protein,

mineral, and the level of acid in the body as well as the reaction

between two chemicals in the body helps to determine the food

intake for daily consumption and regulation of the diet based on

the balance of chemical in the body.

• Preparations of cleansing agent

o In industries and laboratories organic solvents are widely used to

clear impurities. For example, in the drug extraction from plants,

the fatty matter from the pulp is removed using petroleum ether.

o Thus, organic chemistry through its knowledge of polarity,

solubility, partition factors uses solvents to separate components

for better use.

• Sterilizing agents

o Most of the sterilizing agents and disinfectants like phenol,

formaldehyde etc. are carbon compound.

o Due to their properties like solubility, pH, they can kill microbes

and even human body cells.

• Analysis of substances

o Most substances we use like drugs, pesticides, etc. are analysed

qualitatively and quantitatively using different types of

titrations, chromatograph techniques, and spectrophotometry.

o Here the reagents used like acids or bases or reductive oxidative

species is organic in nature, further, the end point indicators in

titration are developed by organic chemistry.

STEP 5: Key Points (10 minutes)

• Organic Chemistry is the branch of Chemistry which deals with the

study of carbon and its compounds

• Organic compounds form covalent bonds and most of them are non-polar,

having low boiling points and melting points compared to inorganic

compounds.

• Organic Chemistry is important as it helps in discovery of drugs and

other agents used in medical field, diagnosis and study of diseases.

STEP 6: Evaluation (10 minutes)

• What is a pharmaceutical organic chemistry?
• What are the characteristics of organic compounds?
• What is the importance of organic chemistry in pharmacy?

References.

Ternay, A.L (1976). Contemporary Organic Chemistry. Philadelphia, United

States: W.B. Saunders Co.

Morrison R.T and Boyd R N (1997). Organic Chemistry (6th Ed.). New Delhi,

India: Prentice Hall of India

Graham Solomon et al (2014). Organic Chemistry (11th Ed.). New Jeysey,

United States: John Willey and Sons.

Rama R. N. (2005). Principles of Pharmaceutical Organic Chemistry. New

Delhi, India: MacMillan Publishers

Bruice Y (2013). Organic Chemistry (7th ed.). New York, United States:

Prentice Hall Pearson.

Delgado J. N. Et al (1998). Wilson and Gisvold's Textbook of Organic

Medicinal and Pharmaceutical Chemistry (10th Ed.). California, United

States: Lippincott Williams

Bhassin S.K, Gupta R.(2013). Pharmaceutical organic chemistry (E-book

Kindle edition). New Delhi, India: Elsevier Publishing Services

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