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what is the bronsted lowry acid base theory
acids are proton donors and bases are proton acceptors
are strong acids completely or partially ionized
completely so the equation uses a full arrow
what happens when a strong acid is ionized
the pKa is lowered and the molecule loses a proton
are weak acids completely or partially ionized
partially ionized so the equation has an equilibrium arrow
what happens when a weak acid becomes partially ionized
it has a higher pka than the strong acid
what is an acidic hydrogen
an H atom that can be released as a proton
what are some examples of acidic functional groups
carboxylic acids, sulfonamides, and phenols
what are some examples of basic functional groups
amines, imines, guanadines
what are conjugate acid base pairs
when an acid loses a proton it becomes a conjugate base
when a base accepts H+ it becomes a
conjugate acids
strong acids have
weak conjugate bases
weak acids have
strong conjugate base
sttrong bases have
weak conjugate acid
weak bases have
strong conjugate acids
the lower the pka
the stronger the acid
the higher the pka
the weaker the acid
weak an acids are partially unionized and their conjugate base is
partially ionized
weak a bases are unionized but their conjugate acid is
ionized
when a weak acids pH is less than pka it will be
unionized
when a weak acids pH is greater than pka it will be
ionized
when a weak bases pH is less than pka it will be
ionized
when a weak baes pH is greater than pka it will be
unionized
describe the ionized form
water soluble, permeable to the lipid membrane
describe the unionized form
lipophilic, absorbable form
when a weak base goes through the acidic stomach
ionization and water solubility increases
when a weak base goes through the alkaline intestines
unionization and lipophilicity increases
when a weak acid goes through the acidic stomach
it is unionized and lipid-soluble
when a weak acid goes through the alkaline intestine
it is ionized and water-soluble
what is a monoprotic compound
acids that can donate only one proton
what is a polyprotic compound
acids that can donate more than one proton and each loss of a proton is a separate step
what is an amphiprotic compound
a compound that can both donate and accept a proton; acid or base
what is the 2 unit rule that is to be considered when determining the net charge of polyprotic and amphiprotic drugs
if pH is:
greater than 2 units ABOVE pka it is ionized
if pH is:
greater than 2 units BELOW pka it is unionized
what is a pharmaceutical salt
a product of an acid reacting with a base
do salts donate or accept protons
both
what kind of bonds are responsible for forming salt ions
ionic bonds
what are the two products of an acid reacting with a base
a salt and water
why are salts important
provides increased dissolution, increased solubility and improved bioavailability
weak acidic drugs must react with what kind of base to form a salt
strong base
weak basic drugs must form with what kind of acid to form a salt
a strong acid
can reacting as weak acid and a weak base form a salt
no
what is a salt former/counterion
a substance that reacts with the drug to produce the salt
what is the counterion for acidic drugs
a strong base
what is the counterion for basic drugs
a strong base
why are salts primarily made
many drugs have poor water-solubility because of their lipophilicity even with good bioavailability, salts counter act with by improving solubility and dissolution rates
how do salts aid in increasing dissolution
by increasing pH and solubility is higher at the favored ionized form
what do basic drug salts do to their environment
increases acidity, lowering pH, and improving solubility because the ionized form is favored
what are buffers
a compound or mixture of compounds that resist changes in pH
a solution containing a buffer is called
a buffer solution
what three components form an acidic buffer
a week acid, a salt, and a strong base
what do acidic buffers do to the solution
neutralizes it by decreasing acid and increasing base
what are the main components of a basic buffer
a weak base, its salt, and a strong acid
what does a basic buffer do to a solution
neutralizes it by decreasing the base and HEAVILY decreasing the acid
what is the acidic buffer equation
pH=pka+log([salt]/[acid])
what is the basic buffer solution
pH=pka+log([base]/[salt])
what are three factors you should consider when selecting a buffer
your desired pH, the solubility and stability depend on pH, and the route of administration
what are the three main roles of salt formation
increasing solubility, dissolution, and bioavailability
what are the four main roles of pharmaceutical buffers
increasing solubility and stability, optimizing enzymatic activity, and enhancing patient comfort
what is drug stability
the extent to which a product retains within specified limits and throughout its period of storage and have the same properties and characteristics that it possessed at the time of manufacturing
what are the five types of drug stability
chemical, physical, microbial, therapeutic, and toxicologic
what is chemical stability
the API remains its chemical integrity and labeled potentcy within limits
what is physical stability
the original physical properties are retained
what is microbial stability
sterility or resistance to microbial growth is retained
what is therapeutic stability
the therapeutic effect remains unchanged
what is toxicologic stability
no significant increase in toxicity occurs
drug stability is one of the most important activities in what step of the drug manufacturing process
pre-formulation
what are the three stability studies conducted during pre-formulation
solid-state stability, solution-phase stability, and stability in the presence of excipients
what may a drugs chemical structure allow
the anticipation of the possible degradation reactions
in practice, pharmacists may consider what as a reason for lack of drug response or unexpected drug responses
drug stability
what are three common pathways for chemical drug degradation
hydrolysis, oxidation, photolysis
what may studying chemical stability aid in
selecting storage conditions, determining dispensing containers, and anticipating drug interactions
what is hydrolysis
drug molecules interact with water molecules to yield brekdown products
what is water used for in pharmaceutical products
either as an ingredient or as a contaminant
what are the most common form of chemical degradation
hydrolysis reactions
most hydrolysis reactions involve which functional groups
carboxylic acids such as esters and amides
how do you prevent hydrolysis
using non-aqueous solutions instead, film coating the tablets, supply the drug in a dry form, avoid humidity in tightly closed containers, use of buffers to maintain pH
what do oxidation reactions involve
an increase in the number of C-O bonds or bonds involving oxygen
OR
reduction of C-H bonds or bonds involving H
what are three functional groups that are susceptible to oxidation
aliphatic alcohols, aldehydes, and alkenes
what are some ways to prevent oxidation
replacing the air in the container with nitrogen, having a more acidic pH, add a chelating agent, store at low temps, anti-oxidants
what is photolysis
light induced degradation
what forms of light may cause photolysis
sunlight and artificial light
what nm of wavelength is the most damaging
300-400 nm
what functional groups are most susceptible to photodegradation
carbonyl, nitros, alkenes, aryl chloride, and phenols AND double bonded systems
what may change about the appearance of a drug when it is photodegradated
it may turn yellow or darken
what are some ways of preventing photolysis
appropriate packaging, dark storage, film coating on the tablets
what are the microbial preservative properties that are required
broad spectrum treating gram positive and negative bacteria, low toxicity, good solubility, stable in many pHs, compatible with excipients, nonvolatile/oderless/tasteless
what are some examples of microbial preservatives used in pharmaceutical products
alcohols, glycols, parabens, and quaternary ammonium salts
what is shelf life
the period during which a drug product post-manufacturing remains suitable for intended use
what are typical shelf lives
2-3 years
what is an expiration date
the date at which the manufacturer can still guarantee the full potency and safety of the drug
stability and expiration dating are based on
chemical reaction kinetics
what are chemical reaction kinetics
the study of the rate of chemical change and how it is influenced by the reactants, solvent, pressure, and temperature
what must molecules do inorder to react
collide