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Questions and Answers
What characterizes atactic polystyrene compared to syndiotactic polystyrene?
What characterizes atactic polystyrene compared to syndiotactic polystyrene?
- It exhibits symmetrical molecular alignment.
- It is completely amorphous. (correct)
- It has a highly ordered structure.
- It packs easily into crystalline domains.
What is a primary benefit of using polymers in pharmaceutical dosage forms?
What is a primary benefit of using polymers in pharmaceutical dosage forms?
- They exclusively enhance drug solubility in water.
- They can provide controlled release of a drug. (correct)
- They are not compatible with excipients.
- They always improve the taste of drugs.
Which type of polymer is used as a pH-dependent drug delivery platform?
Which type of polymer is used as a pH-dependent drug delivery platform?
- Cationic polymers (correct)
- Hydrophobic polymers
- Anionic polymers
- Neutral polymers
Which polymer is an example of one based on acrylic or methacrylic acids?
Which polymer is an example of one based on acrylic or methacrylic acids?
What is one of the roles of cellulose-based polymers in pharmaceutical applications?
What is one of the roles of cellulose-based polymers in pharmaceutical applications?
What type of polymerization involves the reaction of bi-functional or multifunctional monomers to form longer oligomers?
What type of polymerization involves the reaction of bi-functional or multifunctional monomers to form longer oligomers?
Which of the following describes the process in chain-reaction polymerization?
Which of the following describes the process in chain-reaction polymerization?
What is the defining feature of terminal alkynes?
What is the defining feature of terminal alkynes?
Which of the following statements about alkynes is incorrect?
Which of the following statements about alkynes is incorrect?
How are polymers commonly utilized in drug delivery?
How are polymers commonly utilized in drug delivery?
What type of mechanism does a sulfonamide use to exert its action?
What type of mechanism does a sulfonamide use to exert its action?
In the context of structure-activity relationships (SAR), which property is mostly examined?
In the context of structure-activity relationships (SAR), which property is mostly examined?
What application of methacrylic acids is most prominent in pharmaceuticals?
What application of methacrylic acids is most prominent in pharmaceuticals?
What is a characteristic of copolymers?
What is a characteristic of copolymers?
How does the molecular structure of a polymer influence its crystallinity?
How does the molecular structure of a polymer influence its crystallinity?
In contrast to chain-reaction polymerization, what characterizes step-reaction polymerization?
In contrast to chain-reaction polymerization, what characterizes step-reaction polymerization?
What type of polymer is formed from the polymerization of styrene and methyl methacrylate?
What type of polymer is formed from the polymerization of styrene and methyl methacrylate?
What aspect of polymers is primarily affected by their size rather than their chemical properties?
What aspect of polymers is primarily affected by their size rather than their chemical properties?
What common feature characterizes crystalline polymers?
What common feature characterizes crystalline polymers?
Which term describes polymers that do not exist entirely in a crystalline form?
Which term describes polymers that do not exist entirely in a crystalline form?
What impact does crystallinity have on polymers during pharmaceutical processes?
What impact does crystallinity have on polymers during pharmaceutical processes?
What is the general structure of an alkyne?
What is the general structure of an alkyne?
What are the acidic characteristics of terminal alkynes?
What are the acidic characteristics of terminal alkynes?
Name two types of polymerization methods mentioned.
Name two types of polymerization methods mentioned.
What is the function of an initiator in chain-reaction polymerization?
What is the function of an initiator in chain-reaction polymerization?
What are monomers in the context of polymer chemistry?
What are monomers in the context of polymer chemistry?
What distinguishes step-reaction polymerization from chain-reaction polymerization?
What distinguishes step-reaction polymerization from chain-reaction polymerization?
How are alkynes typically prepared from dihalides?
How are alkynes typically prepared from dihalides?
Describe one typical characteristic of polymers as macromolecules.
Describe one typical characteristic of polymers as macromolecules.
What is generated when a mixture of two or more monomers undergoes polymerization?
What is generated when a mixture of two or more monomers undergoes polymerization?
What is the role of an initiator in the polymerization process?
What is the role of an initiator in the polymerization process?
How does the size of polymers influence their physical properties?
How does the size of polymers influence their physical properties?
What are the two structural forms that polymers typically exhibit with regard to crystallinity?
What are the two structural forms that polymers typically exhibit with regard to crystallinity?
What effect does molecular structure have on a polymer's crystallinity?
What effect does molecular structure have on a polymer's crystallinity?
What type of polymer results from the polymerization of styrene and methyl methacrylate?
What type of polymer results from the polymerization of styrene and methyl methacrylate?
What is the relationship between a polymer's molecular size and its crystalline structure?
What is the relationship between a polymer's molecular size and its crystalline structure?
How do molecular symmetry and structure affect the packing of polymers into crystalline domains?
How do molecular symmetry and structure affect the packing of polymers into crystalline domains?
What are the applications of acrylic or methacrylic acid-based polymers in drug delivery?
What are the applications of acrylic or methacrylic acid-based polymers in drug delivery?
Why is atactic polystyrene considered totally amorphous, and how does this affect its properties?
Why is atactic polystyrene considered totally amorphous, and how does this affect its properties?
What role do cellulose-based polymers play in pharmaceutical dosage forms despite being insoluble in water?
What role do cellulose-based polymers play in pharmaceutical dosage forms despite being insoluble in water?
What distinguishes syndiotactic polystyrene from atactic polystyrene in terms of crystallinity?
What distinguishes syndiotactic polystyrene from atactic polystyrene in terms of crystallinity?
What is the primary mechanism through which sulfonamides exert their antibacterial action?
What is the primary mechanism through which sulfonamides exert their antibacterial action?
What was the original discovery of Prontosil related to its antibacterial properties?
What was the original discovery of Prontosil related to its antibacterial properties?
Explain the significance of para-aminobenzoic acid (PABA) in the action of sulfonamides.
Explain the significance of para-aminobenzoic acid (PABA) in the action of sulfonamides.
What does the term 'Structure Activity Relationship (SAR)' refer to in the context of sulfa drugs?
What does the term 'Structure Activity Relationship (SAR)' refer to in the context of sulfa drugs?
Why is it important to know which sulfonamide derivative is a stronger acid?
Why is it important to know which sulfonamide derivative is a stronger acid?
Describe the relationship between sulfonamides and the concept of prodrugs.
Describe the relationship between sulfonamides and the concept of prodrugs.
How did the discovery of Prontosil impact the development of antibiotics?
How did the discovery of Prontosil impact the development of antibiotics?
What role does the enzyme dihydropteroate synthetase play in the action of sulfonamides?
What role does the enzyme dihydropteroate synthetase play in the action of sulfonamides?
Flashcards
Alkynes
Alkynes
Hydrocarbons containing a carbon-carbon triple bond.
Terminal alkyne
Terminal alkyne
An alkyne with a triple bond at the end of the molecule.
Acetylenic hydrogens
Acetylenic hydrogens
Hydrogen atoms bonded to a carbon atom in a terminal alkyne.
Polymer
Polymer
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Monomer
Monomer
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Polymerization
Polymerization
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Chain-reaction polymerization
Chain-reaction polymerization
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Step-reaction polymerization
Step-reaction polymerization
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Crystalline polymer
Crystalline polymer
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Amorphous polymer
Amorphous polymer
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Crystallinity in Polymers
Crystallinity in Polymers
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Effect of Polymer Size on Properties
Effect of Polymer Size on Properties
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Crystalline Domains
Crystalline Domains
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Atactic Polystyrene
Atactic Polystyrene
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Syndiotactic Polystyrene
Syndiotactic Polystyrene
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How Polymer Structure Affects Crystallinity
How Polymer Structure Affects Crystallinity
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Polymers in Pharmacy
Polymers in Pharmacy
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What makes alkynes special?
What makes alkynes special?
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Terminal alkynes: location matters
Terminal alkynes: location matters
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Acetylenic hydrogens: the reactive ones
Acetylenic hydrogens: the reactive ones
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How do alkynes behave?
How do alkynes behave?
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What are polymers?
What are polymers?
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How are polymers formed?
How are polymers formed?
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Chain-reaction polymerization: one step at a time
Chain-reaction polymerization: one step at a time
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Step-reaction polymerization: building block by block
Step-reaction polymerization: building block by block
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How does polymer structure affect crystallinity?
How does polymer structure affect crystallinity?
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What is the effect of molecular size on a polymer's chemical properties?
What is the effect of molecular size on a polymer's chemical properties?
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Factors Affecting Polymer Crystallinity
Factors Affecting Polymer Crystallinity
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Effect of Crystallinity on Physical Properties
Effect of Crystallinity on Physical Properties
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Sulfa Drugs
Sulfa Drugs
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Prontosil
Prontosil
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Sulfanilamide
Sulfanilamide
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4-Amino-N-Substituted-Benzene-sulfonamide
4-Amino-N-Substituted-Benzene-sulfonamide
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Para-aminobenzoic acid (PABA)
Para-aminobenzoic acid (PABA)
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Dihydropteroate Synthetase
Dihydropteroate Synthetase
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Structure-Activity Relationship (SAR)
Structure-Activity Relationship (SAR)
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Acidity of Sulfonamides
Acidity of Sulfonamides
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Study Notes
Organic Functional Groups - Lecture 5
- Alkynes are hydrocarbons containing a C-C triple bond.
- A triple bond consists of one sigma bond and two pi bonds.
- Terminal alkynes have triple bonds at the end of a molecule.
- Acetylenic hydrogens are the terminal -CH groups.
Alkynes - Acidic Properties and Reactions
- Alkynes are acidic, allowing the end hydrogen to be removed as a proton by strong bases like organolithiums or Grignard reagents.
- This forms metal alkynides.
- Alkynes are strong nucleophiles and bases.
- They are protonated in the presence of acids.
Preparation of Alkynes
- Vinyls or geminal-dihalides are used in the preparation of alkynes
- Specific reaction with NaNH2 gives the alkyne product.
Common Reactions of Alkynes
- Alkynes can undergo hydration, halogenation, hydrogenation, epoxidation.
- These reactions often involve addition or syn/anti addition mechanisms.
Introduction to Polymers
- Polymers are large molecules (macromolecules) made up of repeating subunits called monomers.
- Polymerizations are reactions that join monomers together.
- Polymers can be natural (e.g., cellulose) or synthetic (e.g., plastics).
Chain-Reaction Polymerization
- Polymer chain growth occurs solely through reactions between monomers and reactive sites on polymer chains.
- Reactive sites are regenerated at the end of each step.
Step-Reaction Polymerization
- Monomers (often bi- or multifunctional) react to form first dimers, then trimers, and finally long oligomers.
- Often involve the formation of ester or other similar links.
Radicals in Vinyl Polymerization
- Vinyl polymerization involves radical initiators.
- Monomer adds to the growing polymer chain at the radical site.
Polystyrene, Acrylonitrile
- Styrene polymerizes to form polystyrene.
- Acrylonitrile polymerizes to another unknown polymer.
Copolymerization
- Polymerization of a mixture of two or more monomers.
Step-Reaction Polymerization - Polyamides
- Polyamides, exemplified by nylon, are formed from reactions between diamines and dicarboxylic acids.
- Each reaction step is dependent on the other, more than one function group is in the monomers that cause the reaction to happen.
Structure and Properties of Macromolecules
- Polymer size generally does not impact chemical properties.
- Physical properties (e.g., crystallinity) differ significantly compared to smaller molecules.
Polymer Crystallinity
- Crystalline polymers have regular, symmetrical structures with repeated geometric patterns.
- Crystallinity is often incomplete, and they have regions of crystallinity and amorphous regions.
- Crystallinity is categorized by the degree of crystallinity exhibited.
Crystallinity and Polymer Structure
- A polymer's molecular structure strongly affects crystallinity.
- Regular, symmetrical structures can pack easily into crystalline regions whereas non-regular structures cannot form crystals easily.
Polymers in Pharmacy
- Polymers are used for drug protection, masking, controlled release, and enhanced bioavailability.
- Cellulose-based polymers like cellulose, CMC, and hydroxypropyl cellulose are common in pharmaceutical applications.
- Other polymers, (e.g., Eudragit E 100) can be used for pH-dependent drug delivery or to protect API from moisture.
Sulfa Drugs (Sulphonamides)
- Sulfa drugs are synthesized from azo dyes.
- Sulfa drugs inhibit folate synthesis.
- Prontosil, a dye, has antibacterial properties in vivo but not in vitro.
Mechanism of Action (Sulfa Drugs)
- Sulfa drugs are structural analogs to PABA and compete to be incorporated into the folic acid synthesis pathway.
- Bacterial growth is inhibited by blocking the addition of PABA.
Structure-Activity Relationship (SAR)
- The para-amino group is key for activity and must be unsubstituted (except for some acyl-derivatives)
- Aromatic ring and sulfonamide functional group are needed, both connected directly to the ring.
- The aromatic ring is substituted only in the para position.
- The sulfonamide nitrogen must be primary or secondary
- The R2 group is the only site variably placed to yield different effects.
Acidity of Sulfa Drugs
- Different substituents can affect the acidity of sulfa drugs.
Clinically Active Agents
- Data includes different half-lives and oral absorption rates for clinically used sulfa drugs.
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