S eA. eb (> B® Vb Basic Principles of Medicinal Chemistry PHR 143M 4 J SUMMARY EXAM #1 i October 4, 2000 NAME_S)an¥S Cox Last4ssn wre (PHR 143M) exam consisting of 16 Questions, 1 ts total. The Laboratory (PHR 143P) exam is attached. Please make sure that you complete BOTH exams Questions 1-3 (12 points total) Match each of the molecule(s) in the right hand column with the ONE term from the left hand column that BEST describes the molecule(s). Write the letter corresponding to that term in the space below the molecule(s) L IH IH A. (&)-Enantiomer B. (S)-Enantiomer C. Meso Isomer © D. Butomer / Distomer E. Conformers F, E/Z Diastereomers HO,’ . G Enantiomeric Pair4, SHORT answer - Write your answer to the following question in the box below. Nothing written outside of the box will be graded! (8 points) The Table below describes a series of anesthetic , a does the range of relative saturation (P) values tell you about this class of drugs? Anesthetic Active Saturati Relative Cone. Conc. Sat. (P) Nitrous Oxide 760 59,300 0.01 Ethyl Ether 38 (1,780 0.05 Ethyl Bromide 40 725 0.02 Chloroform 4 324 0.01 Siw Hae rdw Sulwden of Me Genes oF Ouys is bohm ond «ol, plese days Oe Strchralh mom ~spectic 5, SHORT answer - Write your answer to the following question in the box below. Nothing written outside of the box will be graded!! (8 points) Which of the following two drugs would you predict would be more water soluble and why? N NU ny nA NH NH O butabarbital butethal The belakerb bd will be muve weber Soluble bermt one of Ns alley! siae Chases ss mont bocentled. The beech pres the idbeute. fom anbinctiy Streyty with chyelF Ona) callowes: weer Jo solutte Ht mohbe Beyer buone He molude, will be Faber xpd bess Unnderweals bteition6. SHORT answer - Write your answer to the following question in the box below. Nothing written outside of the box will be graded! (8 points) Which of the following two compounds would you.predict to be more lipophilic (higher LogP) and why? 2 & ft ) ct Gt & gf gy 2% ON 1,-iphenylethane DOT well be rove I.pe plilie barme of Hee Vllepen nolebes awed bo tt. the holerers ame much bigger then lydrecer which yrebis Hin uel Medi to Solved-e. gun) mourn Het logP valef. 7. SHORT answer - Write your answer to the following question in the box below. Nothing written outside of the box will be graded!! (8 points) Which of the following two amines would you predict to be more basic (higher pKa for the protonated fo: ate acid) and why? Me \ Ny o™) am te / { / { NNedimethyt.// N.N-dimethyt- analine \eyclohexplaming T wpe) prehil Hak Phe We? LL hone He Wirglr Pe vole beta He Onin Compas Oo not hint Hae yosonene ‘lbbalizedh Hat Mae omelia Compercls Bo, Hele We Que toupeds will not be a6 pan Unie ples wrll be highe Hun thud of Can