Test 1 Flashcards
What kind of group is shown here
Alkyl group
What kind of group is shown here?
Aromatic group
What kind of group is shown here?
Hydroxyl group
What kind of group is shown here?
Phenol
What kind of group is shown here?
Ether
What kind of group is shown here?
Ester
Is an alkyl group hydrophobic or hydrophilic?
Hydrophobic
(just a group of carbons)
Is an aromatic group hydrophilic or hydrophobic?
Hydrophobic
(a ring of C’s with alternating double bonds)
What makes a hydroxyl group hydrophilic?
The ability of the OH dipole to create a dipole dipole bond with WATER
Is a phenol hydrophobic or hydrophilic?
Hydrophilic
(an aromatic ring and an OH group that creates a dipole)
Why is an ether only weakly hydrophilic?
Because it has a dipole between the O and C but no OH group so it can not donate an H bond
Is an ester hydrophobic or hydrophilic?
Hydrophilic due to the resonance of the two O’s and the double bond
What are the boding capabilities of alkyl groups?
Vander Waals
What are the bonding capabilities of aromatic groups?
Vander Waals but specifically pi-pi stacking
What are the bonding capabilities of a hydroxyl group?
Dipole-dipole (hydrogen bonding)
Ion-dipole
What are the bonding capabilities of phenols?
Dipole-dipole
Hydrogen bonding
Pi-pi stacking (vander waals)
What are the bonding capabilities of an ether?
H bonding
Vander waals
What are the bonding capabilities of an ester?
H bonding
Van der Waals
Is an alkyl group an h bond acceptor or donator?
Neither
What is the pKa of alkyl group?
None
Is a hydroxyl group an h bond acceptor or donator?
Both but has no pKa or acidic properties
What is the pKa of a phenol?
9-10 (pKa is brought down due to the resonance of double bonds)
Is phenol an H bond acceptor or donator?
Both (weak acid)
Is an ether a h bond acceptor or donator?
Acceptor only
Does not have an H on the O
Is an ester an H bond acceptor or donator?
Acceptor only
What functional group is shown here?
Carboxylic acid
What functional group is shown here?
Aromatic ether
What bonding capabilities does a carboxylic acid have?
H bonding
Ion dipole
Is a carboxylic acid an H bond donor or acceptor
Both
What is the pKa of a carboxylic acid?
2-5
Is an aromatic ether acidic basic or neither?
Neither
Is an aromatic ether an H bond acceptor or donor?
Acceptor
What bonding capabilities does an aromatic ether have?
H bonding
Pi pi stacking
What functional group is shown here?
Aromatic ester
What functional group is shown here?
Sulfhydryl/ thiol
What functional group is shown here?
Thioether
What functional group is shown here?
Sulfonamide
What functional group is shown here?
Sulfonylurea
What functional group is shown here?
Alkyl amine
What functional group is shown here?
Aromatic amine
What functional group is shown here?
Aromatic heterocycle
Pyrrole
Is a carboxylic acid hydrophilic or phobic?
Hydrophilic
Is a thiol hydrophilic or phobic?
Hydrophilic
What bonding capabilities do aromatic esters have?
Pi pi stacking
H bonding
What are the bonding capabilities of a thiol?
H bonding
Is a thiol an h bond acceptor or donor
Both
Is a thiol acidic or basic and what is the pKa
Mildly acidic
10-11
Is a thioether hydrophilic or hydrophobic?
Hydrophilic
What are the bonding capabilities of a thioether?
H bonding
Vander Waals
Is a thioether an h bond acceptor or donor?
Acceptor
Is a thioether acidic or basic?
Neither
Is a sulfonamide hydrophilic or hydrophobic?
Hydrophilic
What bonding capabilities does sulfonamide have?
H bonding
Ion dipole
Is a sulfonamide an H bond acceptor or donor?
Both
Is a sulfonamide an acid or a base?
Acid
hat is the pka of a sulfonamide?
4-11 (resonance)
Is sulfonylurea hydrophilic or hydrophobic?
Hydrophilic
What are bonding capabilities of sulfonylurea?
H bond
Ion dipole
Is a sulfonylurea an h bond acceptor or donor?
Both
Is sulfonylurea acidic or basic
Acidic
What is the pKa of a sulfonylurea?
5-6
Is an alkyl amine hydrophobic or hydrophilic?
Hydrophilic
Is aromatic amine hydrophilic or hydrophobic?
Hydrophilic
Is pyrrole hydrophilic or hydrophobic?
Hydrophilic
What are the bonding capabilities of an alkyl amine?
H bonding
What are the bonding capabilities of an aromatic amine
H bonding
Ion dipole
Pi pi stacking
What are the bonding capabilities of a pyrrole?
Pi pi stacking
H bonding
Ion dipole
Is an alkyl amine an h bond acceptor or donor?
Both
Is an aromatic amine an h bond donor or acceptor?
Both
Is a pyrrole an h bond acceptor or donor?
Both
Is an alkyl amine acidic or basic and what is its pKa?
Basic 9-11
Is an aromatic amine basic or acidic and what is the pKa?
Weakly basic
2-5
Is a pyrrole basic or acidic and what is the pKa?
Weakly basic
1-3
What functional group is shown here?
Indole
What functional group is shown here?
Imidazole
What functional group is shown here?
Pyridine
What functional group is shown here?
Amide
What functional group is shown here?
Amidine
What functional group is shown here?
Guanidine
What functional group is shown here?
Carbamate
What functional group is shown here?
Urea
What functional group is shown here?
Carbonate
Is an indole hydrophilic or hydrophobic?
Hydrophilic
Is an Imidazole hydrophilic or hydrophobic?
Hydrophilic
Is a pyridine hydrophilic or hydrophobic?
Hydrophilic
Is an amide hydrophilic or hydrophobic?
Hydrophilic
Is an amidine hydrophilic or hydrophobic?
Hydrophilic
Is a guanidine hydrophilic or hydrophobic?
Hydrophilic
Is a carbamate hydrophilic or hydrophobic?
Hydrophilic
Is urea hydrophilic or hydrophobic?
Hydrophilic
Is carbonate hydrophilic or hydrophobic?
Hydrophilic
What are the bonding capabilities of an indole?
H bonding
ion dipole
pi pi stacking
What are the bonding capabilities of imidazole?
H bonding
Pi pi stacking
Ion dipole
What are the bonding capabilities of pyridine?
H bonding
Pi Pi stacking
What are the bonding capabilities of amide?
H bonding
What are the bonding capabilities of guanidine?
H bonding
Ion dipole
What are the bonding capabilities of amidine?
H bonding
ion dipole
What are the bonding capabilities of carbomate?
H bonding
What are the bonding capabilities of urea?
H bonding
What are the bonding capabilities of Carbonate?
H bonding
H bond acceptor donor both or neither - indole?
both
H bond acceptor donor both or neither - imidazole?
both
H bond acceptor donor both or neither - pyridine?
acceptor
H bond acceptor donor both or neither - amide?
Both
H bond acceptor donor both or neither - guanidine?
Both
H bond acceptor donor both or neither - amidine?
Both
H bond acceptor donor both or neither - carbamate?
both
H bond acceptor donor both or neither - urea?
both
H bond acceptor donor both or neither - carbonate?
acceptor
Acid basic neither and pka - indole?
Weakly basic 2
H bond acceptor donor both or neither pKa - imidazole?
Highly basic 13-14
H bond acceptor donor both or neither pKa - pyridine?
Weakly basic 5-6
H bond acceptor donor both or neither pKa -amidine?
Basic 10-11
H bond acceptor donor both or neither pKa - amide?
Neither
H bond acceptor donor both or neither pKa - Guanidine?
Very basic 12-13
H bond acceptor donor both or neither pKa - carbomate?
neither
H bond acceptor donor both or neither pKa - urea??
neither
H bond acceptor donor both or neither pKa - carbonate?
neither
What interactions happen in vander waals?
Momentary uneven charges between carbons
Are vander waals distant dependent or independent?
Very distant dependent
What functional groups can do pi pi stacking?
Aromatic rings
What is happening during dipole induced dipole?
Electrons are shifting in the molecule in molecule with dipole that creates a temporary dipole in the non dipole molecule
What is the most common interaction of weak bonds?
Dipole dipole interactions
What drugs would need to have covalent bonds?
Chemotherapy
Antifungal
Anti bacterial
Why are covalent bonds toxic in the body?
They are not reversible so cannot be excreted
What does pKa represent?
How well the molecule can stabilize a charge
What is solvation and dissolution?
ability to be solvated and dissolved in the body
Where do hydrophilic drugs go in the body?
In the plasma
Plasma is majority water
What is a negative of a hydrophilic drug?
The drug cannot cross the membrane to be metabolized
Does a hydrophilic drug have high or low levels of excretion?
High
Does a hydrophilic have a long or short duration of action?
short
Where do hydrophobic drugs go in the body?
To the fatty parts of the body
Go to albumin in the blood
Which drug has a higher volume of distribution- hydrophilic or hydrophobic?
Hydrophobic
What is metabolism?
The body getting rid of things that arent itself like a drug