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mcII07e2 - MEDICINAL CHEMISTRY II EXAM#2 Name Med Chem...

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1 MEDICINAL CHEMISTRY II EXAM #2 March 23, 2007 Name Med. Chem Number SECTION A. Answer each question in this section by writing the letter corresponding to the best answer on the line provided (2 points each; 50 points total) 1. The drug illustrated below: CO 2 H O CH 3 O I Irreversibly inhibits cyclooxygenase II Undergoes metabolic hydrolysis to salicyclic acid III Is an organic acid that can irritate the stomach a) I only b) III only c) I and II only d) II and III only e) I, II, and III Answer 2. The drug illustrated below is: N C O OH CH 2 CH 2 H Cl C C N I Can readily enter the CNS because it is non-polar II Is used primarily as an analgesic during childbirth III Is administered with atropine for control of diarrhea 3. The drug illustrated below: O N CH 3 H H H 3 CO OH H 2 PO 4 I Has good antitussive activity II Can undergo metabolic conversion into morphine III Has no affinity for μ -receptors because of the 7,8- double bond
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2 4. The drug illustrated below: H 2 N COCH 2 CH 2 O N CH 2 CH 3 CH 2 CH 3 H Cl I Is susceptible to environmental oxidation at the amino group and should be stored under nitrogen II Is metabolized rapidly by ester hydrolysis III Is usually administered together with atropine to reduce its abuse potential 5. The drug illustrated below: H N CO 2 H CH 3 CH 3 I Is likely to cause methemoglobinemia in susceptible patients II Is a salicylate NSAID III Is used to treat mild to moderate pain a) I only b) III only c) I and II only d) II and III only e) I, II, and III Answer 6. The drug illustrated below: H 2 C N CH 3 CH 3 H HO H 3 CO H Cl I Is a cis -1,2-disubstituted cyclohexane derivative II Contains the necessary pharmacophore for a μ -agonist and is used to treat pain III Is a trans -1,2-disubstituted cyclohexane derivative
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