Class material Flashcards
draw an amine group
R-NH2
draw an alcohol group
R-OH
another name for alkene
olefine
structure of ketone
R2C=O
thiol structure
R-SH
aldehyde structure
RHC=O
amine structure
R-NH2
ester structure
RC=O, C-OR
carboxylic acid structure
RCOOH
amide structure
RC=O, C-NR2
formula for keq
[products]/[reactants]
what does keq > 1 mean
products favored
exothermic/endothermic reactions produce heat
exothermic reactions produce heat
what sign represents energy difference between products and reactants?
Gibbs free energy (ΔG)
two formula for Gibbs free energy
- ΔH - TΔS
- -RTln(keq)
do things want to be in high or low energy state
low energy state
Amino acids with nucleophile side chains
Cysteine, Lysine
Amino acids with electrophile side chains
DEN Q
Aspartic acid, Glutamic acid, asparagine, glutamine
Define two criteria used to determine shelf life
- 90% potency of API
- Product should look and perform as when first manufactured
3 tests used for drug stability
- Temperature
*rxn’s double per +10C - Moisture
- Ball milling
Name 3 main drug degradation mechanism
Hydrolysis, Oxidation, Photolysis (photo degradation)
Formulation stability concerns
- Buffer
- Antioxidants
- Excipients (anything other than API)
Different unit cells have different _____
properties
What are generic drugs and how do they differ from their brand-name counterparts?
Same API, same dosage, different excipients
Define polymorph
Same chemical composition, different unit cell
What sort of structures are fast-dissolving tablets?
Amorphous structures (no unit cell, no 3D structure). High energy state
3 characteristics of amorphous structures
- Hydroscopic (absorb H2O)
- Very hard to stabilize
- Shorter shelf-life
What is oxidation catalyzed by? How to prevent oxidation?
Fe, Cu, Light.
Add antioxidants such as vitamin C or chelators
(T/F) formulation stability can be affected by hydrolysis and oxidation
True
Product of aspirin and acetaminophen
salicylic acid and acetoacetaminophen
Analysis tools (5)
X-ray diffraction
Differential scanning calorimetry
IR
Raman spectroscopy
NMR
(T/F) chemical stability includes formation and breaking of bonds
True
Describe process associated with physical stability of proteins
denaturation of proteins/aggregation
5 factors affecting chemical stability
Temperature
Humidity
pH
Backbone flexibility
Neighboring amino acids
(T/F) Deamidation and hydrolysis are different
False. Deamidation is a type of hydrolysis
Opaque meaning
Blurry; opposite of transparent
4 factors influencing conformational stability
- Vortex
- Temperature
- pH
- Other excipients
Define isoelectric point
Net electrical charge = 0
pH at which protein has equal number of positive and negative charge
pH > pI means protein is _____ charged (vice versa)
negatively charged (deprotonated)
Tablets vs Capsules
Tablets
- cheaper to make
- more stable
Which has better bioavailability - tablets vs capsules
Capsules (higher SA)
When are capsules used?
When API not compatible with compression
What filters out anything bigger than 200 nm
Liver
What filters out anything smaller than 200 nm
Kidneys
First pass effect
Drug gets metabolized before getting to site of action
2 major sites of drug metabolism
Intestines + liver
Mechanisms of drug transport
- Passive absorption
- via concentration gradient - Active transport
- via peptide transporters
Drug release formulae
du/dt = dv/dt*Cs
dv/dt = KA/h*D
2 advantages of pulmonary delivery
2 disadvantages
- Lower dosage required
- Direct access to target organ
-> can avoid first pass effect, lower dose - Expensive
- Not compatible with all