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Chem 400A Spring 09 Term Examination 2 March 12, 2009 Page 1 of 6 Chemistry 400 A - Spring 2009 - Term Examination 2 Dr. David J. Berg Name: ______KEY______________ This examination is multiple choice. For each subsection, write the best choice from the selection provided in the space immediately after the question. I need to be able to read it, so please write the letters legibly – if it is ambiguous, it is wrong! For a given subsection, a choice MAY be the answer to more than one question. There are 70 questions and 70 minutes so ration your time appropriately. Of the choices: a) lysergic acid f) hashish 1. 2. 3. 4. 5. b) PCP c) Li2CO3 d) Prozac g) mescaline h) Rauwolfia e) chlorpromazine i) anandamide Which is a serotonin mimic? Which comes from a fungus on rye? Which antidepressant blocks serotonin re-uptake (is an SSRI)? Which can cause extremely high blood pressure and convulsions? Which binds the cannabinoid receptors and causes short term memory loss? 6. Which neurotransmitter is displaced by marijuana? 7. Which is a dopamine mimic? 8. Which anti-psychotic causes serotonin and catecholamine depletion as well as nightmares? 9. Which drug is commonly used to treat manic depression? 10. Which failed tricyclic antihistamine proved active as an anti-depressant? a or h __a__ __d__ __b__ __f__ __i__ __g__ __h__ __c__ __e__ Chem 400A Spring 09 Term Examination 2 Of the choices: a) estrogen e) amine i) fluticasone m) cortisone b) RU-486 f) aromatic ring j) gossypol n) cyclopropane March 12, 2009 c) alkyne g) acetate k) diosgenin o) digitalis Page 2 of 6 d) aldehyde h) diethylstilbestrol L) androstenedione p) progesterone 11. Which plant-derived steroid has long been used to treat heart patients? 12. Which female hormone is present early in the menstrual cycle? 13. Which female hormone is present after day 14 of the menstrual cycle? 14. Which compound found in Mexican yams lead to the cheap synthesis of progesterone? 15. Which functional group was critical in making a birth control pill that could be taken orally? 16. What structural feature distinguishes estrogen from both progesterone and testosterone? 17. Depo-provera is a long lasting progesterone mimic. What functional group is present to achieve this effect? 18. What ‘morning after’ pill was commonly prescribed until the 1980’s but was originally used to prevent miscarriages? 19. Which drug acts as a progesterone antagonist and can be used to terminate pregnancies? 20. What plant-derived male contraceptive can cause permanent sterility if used long term? 21. Which synthetic steroid reduces inflammation in the lungs of asthmatics? 22. Which anabolic steroid has been used by many high profile athletes? __o__ __a__ __p__ __k__ __c__ __f__ __g__ __h__ __b__ __j__ __i__ __L_ Chem 400A Spring 09 Term Examination 2 Of the choices: a) anabolic steroid d) sex hormone March 12, 2009 b) corticosteroid Page 3 of 6 c) not a steroid 23. Which type of steroid is prednisone? 24. Which type of steroid is THG? 25. Which type of steroid is ethisterone? __b__ __a__ __d__ Match the drug with its class or mode of action in cancer therapy: a) DNA strand cross-linker b) anti-hormone c) antibiotic d) anti-metabolite e) ene-diyne antibiotic f) interferes with folic acid metabolism g) tubulin assembly promoter h) singlet oxygen generator i) or emitter causing DNA damage by ionization 26. Iobenguane 27. Flutamide 28. Tamoxifen 29. cis-Platin 30. N-mustards (eg. Cytoxan) 31. Actinomycin 32. Paclitaxel (Taxol) 33. Photofrin 34. Dynemycin (or Dynemicin A) 35. Andrucil 36. Methotrexate __i__ __b__ __b__ __a__ __a__ __c__ __g__ __h__ __e__ __d__ __f___ Chem 400A Spring 09 Term Examination 2 Of the choices: a) Ciprofloxacin b) Iodine d) Erythromycin e) Phenol g) Cetyl pyridinium bromide i) Iclaprim j) Clotrimazole March 12, 2009 Page 4 of 6 c) Sulphanilimide f) Cephalosporin h) Doxycycline k) p-Aminobenzoic acid 37. Which oxidizes bacterial cells? 38. Which destroys bacterial walls as a surfactant? 39. Which do bacteria use to make folic acid in nature? 40. Which was first found in sewage? 41. Which has the side effect of causing diarrhea? 42. Which is an efflux pump blocker used on resistant bacteria? b or e __g__ __k__ __f__ __h__ __i__ 43. Which contains a -lactam ring? 44. Which contains amino sugar residues? 45. Which has a cyclopropane unit and is effective against Anthrax? 46. Which has a 5-membered N-containing ring as a key feature? __f__ __d__ __a__ __j__ Of the choices: a) Benadryl d) Claritin (loratidine) b) Dramamine e) Zyvoxam c) Allegra (fexofenadine) 47. Which is a salt of an antihistamine and a stimulant? 48. Which causes serious drowsiness in most people? 49. Which is a non-sedating antihistamine that does not cross the blood-brain barrier? 50. Which contains a fused 6-7-6 three ring structure that does not closely resemble histamine? __b__ __a__ c or d __d__ Chem 400A Spring 09 Term Examination 2 March 12, 2009 Page 5 of 6 Match the structural choices on this page and the top of the next page with the appropriate name, feature or function given in the section that follows: A HO B NMe2 C OH OH N H O C5H11 O D E H19C9 O F H N O O nH O F3C HO O N OH HN N O N N H2 Cl- + H G O S N O I S F S O NH2 N O O HO H N O HO O O N O N F J H O K L HO F OH O Na N SO2 N OH Cl N M O O HO O H N O H N S HN NH2 O S N P NH2 Cl CO2H S N N Cl Q N O O R CO2H Chem 400A Spring 09 Term Examination 2 March 12, 2009 Page 6 of 6 O Cl N Cl N OH OH O O OH HO O HO HO O Cl NH2 NMe2 O O S O Cl T O OH OH OMe O OH NMe2 U 51. DDC, a synthetic anti-metabolite used in HIV therapy 52. The active ingredient in Lysol disinfectant 53. Erythromycin 54. The anti-fungal Monistat (miconazole) 55. The SSRI Prozac (fluoxetine) 56. The active compound in marijuana 57. The anti-hormone Raloxifene used in breast cancer therapy 58. Cefachlor 59. Cloxacillin 60. The inhaled corticosteroid found in Advair 61. Viagra (sildenafil) 62. The natural compound released from mast cells that causes an allergic reaction 63. A hallucinogen that mimics serotonin 64. A stimulant used to treat ADHD 65. A spermicide also found in some shampoos 66. The parent member of a new class of non-steroidal, performance enhancing drugs now being used by some athletes 67. A natural anabolic steroid and sex hormone 68. The disinfectant Choramine-T 69. Cholesterol 70. Doxycycline (vibramycin), an anti-biotic related to tetracycline END _J__ _B__ _T__ _S__ _F__ _C__ _O__ _P__ _R__ _K__ _G__ _Q__ _A__ _I__ _D__ _H__ _M__ _N__ _L__ _U__