problem_set_4_key - MedChem 563P Conference Sections:...

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Unformatted text preview: MedChem 563P Conference Sections: Winter Quarter 2009 Tu 10:30—11:20 T473 Th 9:30-10:20 T625 Problem Set # 4 1. Explain how gastric acid is secreted into the stomach and how omeprazole can be used to block secretion at pH 4 at the level of the parietal cell. Rationalize this with a chemical mechanism. r 31,, ‘f A" ,9 “Hume hm MedChem 563P Conference Sections: Winter Quarter 2009 Tu 10:30—11:20 T473 Th 9:30—10:20 T625 Problem Set # 4 2. Given the general structure fer H1 receptor antagonists below, identify five distinct structural classes of H1 antagonists and give an example for each. 1:110 " " cm Ar- CH _. . ,/m‘ ,, “‘CEZCHE—{V mostly NOT fl l 3): .. '_ CH)? \ffij‘ N 3. Compare and contrast the different histamine receptor classes, including tissue distribution and why each might be targeted pharmacologically. MedChem 563P Conference Sections: Winter Quarter 2009 Tu 10:30-11:20 T473 Th 9:30—10:20 T625 Problem Set # 4 4. Describe the role of Leukotriene D4 and E4 in allergy. Provide a biosynthetic scheme for the synthesis of LTD4/LTE4 from arachidonic shown below. a a 12k 7”» ~ “ aw? ‘K K: s V“ 4‘ -' COQH A ‘aclfidonic Acid ‘ M .W‘w 5. Zileuton~ and Mont‘elukast are given below. Both are agents used in the treatme asthma. How are their mechanisms of action different? : , is“ . Q“, was fi‘sm’xf x: 9‘» \w Zileuton Enylo} (ill; 0 gl~lm$~ngflg C; E OH (laminate) m \\ MedChem 563P Conference Sections: Winter Quarter 2009 Tu 10:30—11:20 T473 Th 9:30—10:20 T625 Problem Set # 4 6. Given below is the compound Misoprostol. What endogenoust produced compound is misoprostol an analog of? What role does that endogenous compound play in the GI tract of man? identify key structural differences between the two. k m” w fig; 31 , W3 7. Fexofenadine is the major metabolite of Terfenadine. Which enzyme catalyzes this metabolic transformation? Why has Terfenadine been pulled from the market while Fexofenadine remains? Why would you expect Fexofenadine to be a non~sedating antihistamine? {1’11 ........ ,, CJ)H ’ . CH}, ./ \\ (Crux, E _ v /N {SHECHBCHZCH ..... ,, \r’ \W:::./ l R : CH3 Eerfenadiue Ph CH3 R : COOH fexofenadine ...
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This note was uploaded on 01/31/2010 for the course MEDCH 563 taught by Professor Wendell during the Spring '10 term at University of Washington.

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problem_set_4_key - MedChem 563P Conference Sections:...

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