Page 26 - Medicinal Chemistry Self Assessment

modulating a biochemical pathway. In either case, the drug has to get to its biological target. Using your
knowledge about functional group character, describe how both of the drugs get to their respective
biological targets. Consider the concepts of solubility, absorption, distribution, and route of administration
in your answer. [pH (stomach) = 1; pH (intestine) = 8; pH (plasma) = 7.4]

Cl
NCH 3
OH
O
O
CH 2 OH
N
O
CONH 2
Scopolamine
Loperamide

2. Each of these drug molecules will treat a particular ailment by either managing a symptom or
3. Based on your structural evaluation, provide a rationale for why each of these drugs cannot be
delivered via an oral route of administration, or why there is limited absorption of the drug when it is
administered orally.

1.4 Salts and Solubility 15
PO 3 Na 2
H 2 N PO 3 Na 2
OH
Alendronate
Insulin
4. Based on your structural evaluation of embeconazole, answer the following questions:

4. Based on your structural evaluation of embeconazole, answer the following questions:

Embeconazole

Can it be formulated as:

a. a topical ointment or cream? YES NO
b. an aqueous solution? YES NO
c. Which structural features and corresponding characteristics did you consider when answering
each of these questions?

Answers can be found in Section 2.4 [this will be linked to section 2.4 title]
Note: The questions in this chapter are related to Chapter 5 in Harrold MW and Zavod RM, Basic Concepts in
Medicinal Chemistry, American Society of Health-System Pharmacists, ©2013.