Podcast
Questions and Answers
What part of a drug molecule typically remains unreactive?
What part of a drug molecule typically remains unreactive?
- Analytical choice
- Functional group
- Therapeutic effect
- Hydrocarbon part (correct)
Which of the following statements best describes functional groups?
Which of the following statements best describes functional groups?
- They cause diverse properties among similar organic molecules.
- They solely determine the hydrocarbon part of a molecule.
- They are reactive parts of molecules that contribute to similar properties. (correct)
- They have no impact on the reactivity of organic compounds.
Why is understanding physiochemical properties important in medicinal chemistry?
Why is understanding physiochemical properties important in medicinal chemistry?
- They dictate the syntactic structure of organic molecules.
- They solely determine the metabolism efficiency of a drug.
- They help distinguish between functional and non-functional groups.
- They influence receptor binding and the therapeutic effect of drugs. (correct)
What typically influences the choice of analytical methods in pharmacology?
What typically influences the choice of analytical methods in pharmacology?
What is a likely outcome when molecules have the same functional group?
What is a likely outcome when molecules have the same functional group?
What shape do sp3 hybridized carbon atoms adopt?
What shape do sp3 hybridized carbon atoms adopt?
In a 3D representation of molecules, which bond indicates that it is pointing towards the viewer?
In a 3D representation of molecules, which bond indicates that it is pointing towards the viewer?
What type of molecule has a chiral center?
What type of molecule has a chiral center?
What defines a nucleophile?
What defines a nucleophile?
What does the term 'electron-poor' refer to?
What does the term 'electron-poor' refer to?
What primarily determines the distribution patterns of substituted products in free radical reactions?
What primarily determines the distribution patterns of substituted products in free radical reactions?
Which classification describes the mechanism involving the movement of two electrons in turn?
Which classification describes the mechanism involving the movement of two electrons in turn?
Which type of carbon radical is the most stable?
Which type of carbon radical is the most stable?
Which of the following best describes the function of curly arrows in reaction mechanisms?
Which of the following best describes the function of curly arrows in reaction mechanisms?
What effect does hyperconjugation have on molecular stability?
What effect does hyperconjugation have on molecular stability?
How can alkenes function in a chemical reaction?
How can alkenes function in a chemical reaction?
Which radicals are identified as being unusually stable due to resonance effects?
Which radicals are identified as being unusually stable due to resonance effects?
What role do alkyl groups play in the stability of radicals?
What role do alkyl groups play in the stability of radicals?
What represents the energy difference between reactants and products in a chemical mechanism?
What represents the energy difference between reactants and products in a chemical mechanism?
What is necessary for two radicals to form a bond?
What is necessary for two radicals to form a bond?
What characterizes the transition states in a chemical reaction mechanism?
What characterizes the transition states in a chemical reaction mechanism?
In radical mechanisms, what occurs during homolysis?
In radical mechanisms, what occurs during homolysis?
What does the activation energy represent in a chemical reaction pathway?
What does the activation energy represent in a chemical reaction pathway?
Which of the following best describes a lone pair in the context of electron-rich centers?
Which of the following best describes a lone pair in the context of electron-rich centers?
What defines an electron poor center in a molecule?
What defines an electron poor center in a molecule?
Which statement accurately describes the structure of alkanes?
Which statement accurately describes the structure of alkanes?
What is the primary purpose of studying mechanisms in chemistry?
What is the primary purpose of studying mechanisms in chemistry?
What is a significant feature of the bonding in alkanes?
What is a significant feature of the bonding in alkanes?
Which of the following is true about the reactivity of alkanes?
Which of the following is true about the reactivity of alkanes?
What is the general formula for alkanes?
What is the general formula for alkanes?
Which step in the halogenation of alkanes is responsible for radical formation?
Which step in the halogenation of alkanes is responsible for radical formation?
What characterizes the reaction of alkanes during halogenation?
What characterizes the reaction of alkanes during halogenation?
How does the boiling point of alkanes trend with increasing molecular weight?
How does the boiling point of alkanes trend with increasing molecular weight?
What is a key feature of the chlorination process of alkanes?
What is a key feature of the chlorination process of alkanes?
What determines the physical state of alkanes at standard conditions?
What determines the physical state of alkanes at standard conditions?
Which functional groups are characteristic of the products formed from alkane reactions?
Which functional groups are characteristic of the products formed from alkane reactions?
In metabolic processes that involve chemical mechanisms, which factor significantly affects drug stability?
In metabolic processes that involve chemical mechanisms, which factor significantly affects drug stability?
What is true about covalent inhibitors like Amoxycillin?
What is true about covalent inhibitors like Amoxycillin?
What happens to the carbon of the lactam in the mechanism involving Amoxycillin?
What happens to the carbon of the lactam in the mechanism involving Amoxycillin?
Which of the following compounds are classified as halogens that react with alkanes?
Which of the following compounds are classified as halogens that react with alkanes?
What is the significance of resonance structures in reaction mechanisms?
What is the significance of resonance structures in reaction mechanisms?
Which of the following statements about resonance structures is true?
Which of the following statements about resonance structures is true?
In the context of resonance, which factor decreases the stability of a resonance form?
In the context of resonance, which factor decreases the stability of a resonance form?
Which types of electrons can be moved when drawing resonance structures?
Which types of electrons can be moved when drawing resonance structures?
Why must the atoms be in the same plane for resonance structures?
Why must the atoms be in the same plane for resonance structures?
What is incorrect about the representation of resonance structures?
What is incorrect about the representation of resonance structures?
Which statement regarding the energy of a molecule based on its resonance forms is true?
Which statement regarding the energy of a molecule based on its resonance forms is true?
What factor does NOT contribute to the stability of a resonance structure?
What factor does NOT contribute to the stability of a resonance structure?
The stability of the intermediate radical is determined by the number of carbon atoms bonded to the carbon with the lone ______.
The stability of the intermediate radical is determined by the number of carbon atoms bonded to the carbon with the lone ______.
Hyperconjugation results from the interaction of electrons in a σ-bond with an adjacent unfilled p orbital or a ______ orbital.
Hyperconjugation results from the interaction of electrons in a σ-bond with an adjacent unfilled p orbital or a ______ orbital.
A tertiary radical is characterized by having ______ carbon atoms bonded to the carbon with the lone electron.
A tertiary radical is characterized by having ______ carbon atoms bonded to the carbon with the lone electron.
The benzyl and allyl radicals are more stable due to ______, which allows for the delocalization of electrons.
The benzyl and allyl radicals are more stable due to ______, which allows for the delocalization of electrons.
The hyperconjugation effect means that alkyl groups are weakly electron ______.
The hyperconjugation effect means that alkyl groups are weakly electron ______.
Functional groups are important in pharmacy because they help to deduce the properties of drugs such as ______.
Functional groups are important in pharmacy because they help to deduce the properties of drugs such as ______.
In this course, students will learn to identify the ______, electrophile, and leaving group in organic molecules.
In this course, students will learn to identify the ______, electrophile, and leaving group in organic molecules.
Curly arrows are used to signify bond making and ______ processes in reaction mechanisms.
Curly arrows are used to signify bond making and ______ processes in reaction mechanisms.
Radical stability can be explained through concepts like ______ and resonance stabilisation.
Radical stability can be explained through concepts like ______ and resonance stabilisation.
Alkane chemistry will be a focal point of the lecture, particularly in understanding their ______.
Alkane chemistry will be a focal point of the lecture, particularly in understanding their ______.
Most drugs are simple organic molecules composed of two parts: a hydrocarbon part that is usually ______
Most drugs are simple organic molecules composed of two parts: a hydrocarbon part that is usually ______
The functional group (FG) is where most of the ______ of the molecule occur.
The functional group (FG) is where most of the ______ of the molecule occur.
Molecules with the same functional group generally have similar ______.
Molecules with the same functional group generally have similar ______.
In pharmacology, understanding ______ properties is essential for making analytical choices.
In pharmacology, understanding ______ properties is essential for making analytical choices.
Functional groups contribute to the ______ reactivities of the molecules they are part of.
Functional groups contribute to the ______ reactivities of the molecules they are part of.
Sp3 hybridized carbon atoms adopt a ______ shape.
Sp3 hybridized carbon atoms adopt a ______ shape.
A nucleophile is an atom or molecule that has a pair of electrons to ______.
A nucleophile is an atom or molecule that has a pair of electrons to ______.
An electrophile is also known as an 'electron-______' species.
An electrophile is also known as an 'electron-______' species.
The sequence of bond-making and bond-breaking steps in a chemical reaction is described by the ______.
The sequence of bond-making and bond-breaking steps in a chemical reaction is described by the ______.
A ______ center is a carbon atom with four different groups attached.
A ______ center is a carbon atom with four different groups attached.
Ionic and polar mechanisms involve the movement of ______ electrons in turn.
Ionic and polar mechanisms involve the movement of ______ electrons in turn.
In 3D molecular representation, a wedge indicates a bond pointing ______ us.
In 3D molecular representation, a wedge indicates a bond pointing ______ us.
Typically, nucleophiles possess a negative charge or a ______ pair of electrons.
Typically, nucleophiles possess a negative charge or a ______ pair of electrons.
Resonance structures are used to describe electron/charge ______.
Resonance structures are used to describe electron/charge ______.
Only ______ electrons and lone-pair electrons/radicals are moved in resonance structures.
Only ______ electrons and lone-pair electrons/radicals are moved in resonance structures.
Resonance forms are not ______ or different compounds.
Resonance forms are not ______ or different compounds.
The most stable resonance form makes the greatest ______ to the overall structure.
The most stable resonance form makes the greatest ______ to the overall structure.
Atoms must be in the same ______ for resonance structures to be valid.
Atoms must be in the same ______ for resonance structures to be valid.
Only representations of the extreme possibilities of ______ location exist in resonance.
Only representations of the extreme possibilities of ______ location exist in resonance.
The energy of the molecule is less than any of the contributing ______.
The energy of the molecule is less than any of the contributing ______.
Resonance structures only exist on ______.
Resonance structures only exist on ______.
Some drugs work by covalently binding to their biological ______
Some drugs work by covalently binding to their biological ______
Drug degradation processes occur via chemical ______
Drug degradation processes occur via chemical ______
Amoxycillin acts as an example of a covalent ______
Amoxycillin acts as an example of a covalent ______
Alkanes are also known as ______
Alkanes are also known as ______
The general formula for alkanes is ______
The general formula for alkanes is ______
Alkanes generally burn in a flame producing ______, H2O and heat.
Alkanes generally burn in a flame producing ______, H2O and heat.
Weak London dispersion forces are the only ______ forces at play between alkanes.
Weak London dispersion forces are the only ______ forces at play between alkanes.
Halogenation of alkanes proceeds via a ______ mechanism.
Halogenation of alkanes proceeds via a ______ mechanism.
For alkanes, melting and boiling points generally increase with ______ weight.
For alkanes, melting and boiling points generally increase with ______ weight.
The formation of chlorine radicals occurs during the ______ step in radical mechanisms.
The formation of chlorine radicals occurs during the ______ step in radical mechanisms.
In halogenation, one radical is used to generate another, a process referred to as ______.
In halogenation, one radical is used to generate another, a process referred to as ______.
In the termination step of radical reactions, two radicals combine to produce a ______ species.
In the termination step of radical reactions, two radicals combine to produce a ______ species.
London dispersion forces can create ______ dipoles that temporarily form in alkanes.
London dispersion forces can create ______ dipoles that temporarily form in alkanes.
Alkanes react poorly with ionic or polar ______.
Alkanes react poorly with ionic or polar ______.
Amoxycillin starts its action at an electron-rich ______.
Amoxycillin starts its action at an electron-rich ______.
Flashcards
Functional Group
Functional Group
A part of a molecule that defines its reactivity and overall properties. It's responsible for how the molecule interacts with other molecules.
ADME
ADME
The study of how drugs are absorbed, distributed throughout the body, metabolized, and excreted.
Absorption
Absorption
The process by which a drug enters the bloodstream.
Distribution
Distribution
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Metabolism
Metabolism
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Chiral Centre
Chiral Centre
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3D Representations
3D Representations
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Reaction Mechanism
Reaction Mechanism
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Nucleophile
Nucleophile
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Electrophile
Electrophile
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Ionic/Polar Reaction
Ionic/Polar Reaction
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Radical Reaction
Radical Reaction
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Free Radical
Free Radical
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Single-headed arrow
Single-headed arrow
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Radical
Radical
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Homolysis
Homolysis
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Transition state
Transition state
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Intermediate
Intermediate
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Activation energy
Activation energy
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Energy profile diagram
Energy profile diagram
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Radical Stability
Radical Stability
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Hyperconjugation
Hyperconjugation
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Benzyl Radical
Benzyl Radical
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Allyl Radical
Allyl Radical
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Resonance
Resonance
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Resonance Structures
Resonance Structures
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Resonance Hybrid
Resonance Hybrid
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Pi (Ï€) Bond
Pi (Ï€) Bond
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Resonance Stabilization
Resonance Stabilization
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Double-Headed Resonance Arrow
Double-Headed Resonance Arrow
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Major Resonance Contributor
Major Resonance Contributor
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Minor Resonance Contributor
Minor Resonance Contributor
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Alkanes
Alkanes
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Oxidation
Oxidation
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Reduction
Reduction
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Drug Target
Drug Target
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Inhibitor
Inhibitor
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Covalent Inhibitor
Covalent Inhibitor
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Metabolic Stability
Metabolic Stability
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Excretion
Excretion
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Pharmacokinetics
Pharmacokinetics
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Pharmacodynamics
Pharmacodynamics
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Medicinal Chemistry
Medicinal Chemistry
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Curly Arrows
Curly Arrows
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Drug Administration
Drug Administration
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What are Resonance Structures?
What are Resonance Structures?
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What is Resonance used for?
What is Resonance used for?
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What atoms can't participate in resonance?
What atoms can't participate in resonance?
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What is a Resonance Hybrid?
What is a Resonance Hybrid?
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What makes a resonance structure more stable?
What makes a resonance structure more stable?
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How does resonance impact the energy of a molecule?
How does resonance impact the energy of a molecule?
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What condition is necessary for resonance to occur?
What condition is necessary for resonance to occur?
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What does a double-headed resonance arrow represent?
What does a double-headed resonance arrow represent?
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What is a covalent inhibitor?
What is a covalent inhibitor?
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How does amoxycillin work?
How does amoxycillin work?
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What are the key steps in amoxycillin's binding mechanism?
What are the key steps in amoxycillin's binding mechanism?
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What happens to amoxycillin after it binds to the enzyme?
What happens to amoxycillin after it binds to the enzyme?
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What is an alkane?
What is an alkane?
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What are the key characteristics of alkanes?
What are the key characteristics of alkanes?
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Where do we find alkanes and what are they used for?
Where do we find alkanes and what are they used for?
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What happens when alkanes burn?
What happens when alkanes burn?
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How do alkanes react with halogens?
How do alkanes react with halogens?
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What happens in the initiation step of alkane halogenation?
What happens in the initiation step of alkane halogenation?
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Explain the propagation step in alkane halogenation.
Explain the propagation step in alkane halogenation.
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What happens in the termination step of alkane halogenation?
What happens in the termination step of alkane halogenation?
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How does radical stability influence the products of a halogenation reaction?
How does radical stability influence the products of a halogenation reaction?
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What is hyperconjugation in radicals?
What is hyperconjugation in radicals?
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What is a benzyl radical and why is it stable?
What is a benzyl radical and why is it stable?
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What is an allyl radical and why is it stable?
What is an allyl radical and why is it stable?
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Study Notes
PHA111 Functional Group Chemistry 1
- The course covers functional group chemistry, important for pharmacy students.
- Learning objectives include appreciating the importance of functional group chemistry, defining mechanistic terminologies for reaction mechanisms, identifying nucleophiles, electrophiles, and leaving groups in organic molecules, identifying functional groups in drug molecules, understanding the use of curly arrows for bond making/breaking processes, and explaining product distribution patterns.
- Functional group chemistry enables understanding chemical structure, deducing properties of drugs, such as ionization, solubility (lipid vs. aqueous), and ADME (Absorption, Distribution, Metabolism, Excretion).
- Functional groups are crucial for understanding receptor binding, therapeutic effects, designing medicines, and understanding physiochemical properties affecting analytical choices.
- Drugs are typically composed of a hydrocarbon part (unreactive) and a functional group (where most reactions occur). These functional groups impart similar properties.
- Chemical similarity in drugs is explored, exemplified by examples of molecules that could cause extreme bronchospasm.
- Different types of hydrocarbon compounds (e.g., alkanes, alkenes, alkynes, alcohols) and their functional groups within such structures are described, which are crucial to knowing.
- Key concepts of 3D representations, focusing specifically on sp³ hybridized carbon atoms and chiral centers.
- Types of reaction mechanisms are defined, such as ionic/polar mechanisms where two electrons move, and radical mechanisms where one electron moves.
- The lecture defines and discusses nucleophiles (electron-rich, often negatively charged) and electrophiles (electron-poor, often positively charged) while also exploring their properties.
- Understanding leaving groups helps explain displacement reactions as part of mechanisms.
- The terms heterolysis and homolysis, which describe different bond breaking mechanisms, are defined.
- The use of curly arrows in reaction mechanisms emphasizing the importance of correct arrow placement are outlined, with a clear distinction between polar and radical mechanisms.
- Transition states and intermediates in chemical reactions are discussed.
- The importance of mechanisms regarding drug action in various biological processes and drug stability are highlighted. Case studies of penicillin-based drug reactivity are given.
- Properties and reactivity of alkanes, including combustion and halogenation are detailed.
- Radical reactions in halogenation have three distinct steps: initiation, propagation, and termination.
- The stability of radicals, including hyperconjugation and resonance structures, are explained.
- Different types of resonance structures will be understood and drawn.
- The effect of oxidation on drugs, namely auto-oxidation, is illustrated (radical process linked to drug degradation and drug stability. Specific examples include auto-oxidation processes leading to drug degradation under light, heat, and presence of metal ions including peroxidative mechanisms.
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