Page 43 - Medicinal Chemistry Self Assessment

1.9 Aripiprazole

Shown below is the structure of aripiprazole, a serotonin receptor modulator used for the treatment of depression,
1.9 Aripiprazole
schizophrenia, autism, mania, and bipolar disorder.

Shown below is the structure of aripiprazole, a serotonin receptor modulator used for the treatment of depression,
schizophrenia, autism, mania, and bipolar disorder.
N

Cl Cl O H H O O
N
N N
Cl Cl O
Aripiprazole
N N

32 Medicinal Chemistry Self Assessment
1. Identify all of the pH of 5.6. Aripiprazole
2. solubility of aripiprazole.
4. Drug molecules that are highly plasma protein bound may undergo a drug interaction due to the
3. Using yur answers previously listed.
1. Identify all of the pH of 5.6.
displacement of one drug molecule from a plasma protein by another drug molecule. Shown below
4. Drug hly aripiprazole and either tolbutamide or losartan?
2. solubility of aripiprazole.
are the structures of tolbutamide and losartan. Both of these drugs are highly plasma protein bound.
Aripiprazole is also highly plasma protein bound (greater than 99%). Would you expect there to be a

3. Using yur answers previously listed.
drug interaction between aripiprazole and either tolbutamide or losartan?

4. Drug hly aripiprazole and either tolbutamide or losartan?

Tolbutamide

Tolbutamide Losartan

Losartan
5. Assume that the boxed functional groups of aripiprazole form four key binding interactions with
5. Assume that at a physiological pH of 7.4.

a serotonin receptor. Further assume that these binding interactions occur with the side chains of

Tyr, Asp, Ile, and Gln. Using this information, identify four possible binding interactions between
aripiprazole and the given amino acids. Assume that this binding interaction occurs at a physiological
5. Assume that at a physiological pH of 7.4.
pH=7.4. D

A
C D
A B
C
B
Aripiprazole

Aripiprazole