Pharmaceutical Chemistry Quiz

1. Which among the following element cannot demonstrate M+2 peak in its mass spectrum?
A. Sulphur
B. Iodine
C. Oxygen
D. Bromine
E. None of the above

2. In this reaction catalysed by Cu (II), synthesis of symmetrical biaryls takes place.
A. Dieckmann reaction
B. Sharpless asymmetric epoxidation
C. Ullmann reaction
D. Mitsunobu reaction
E. None of the above

3. In dilute solutions containing ions of dissociated calcium, magnesium, potassium and aluminium ions, the one that has the ability to undergo highest exchange from bulk of the solution is_
A. Calcium
B. Magnesium
C. Potassium
D. Aluminium
E. None of the above

4. Which among the following is an example for irreversible protease inhibitor?
A. Ritonavir
B. Etoposide
C. Diisopropylfluorophosphate
D. Methotrexate
E. None of the above

5. Alkenes getting oxidised by cool aqueous KMnO4 to vicinal glycols is an example of
A. Nucleophilic addition reaction
B. Electrophilic addition reaction
C. Free radical reaction
D. Pericyclic reaction
E. None of the above

6. Identify one among the following that is not essentially used to perform ionization in Mass spectrometers.
A. FAB
B. ICR
C. EI
D. MALDI
E. None of the above

7. Which among the following is correct statement that best describes one of the properties of Niacin?
A. 100 gm of niacin dissolves in 100 ml water.
B. Insoluble in boiling water.
C. 1% aqueous solution of has a pH of 7.35
D. Sublimes without decomposition
E. None of the above

8. Which among the following is the most potent form of Norgestrel as an oral contraceptive?
A. Racemic mixture of dextro and levo isomers
B. Dextronorgestrel
C. Levonorgestrel
D. Mesonorgestrel
E. None of the above

9. In a steroidal hormone estrone, the M+1 peak in the mass spectrum is found at m/z of___
A. 270
B. 271
C. 272
D. 273
E. None of the above

10. Modification of morphine led to phenylpiperidines, which are morphine agonists. Select the one that is not a phenylpiperidine analogue amongst the following.
A. Meperidine
B. Naloxone
C. Diphenoxylate
D. Loperamide
E. None of the above

11. The nitrile chromophore group of acetonitrile shows _____ band at wavelength of ______ nm, when an absorption spectrum is recorded in the vapour form of the compound.
A. Weak, 207
B. Weak,167
C. Strong,227
D. Strong,217
E. None of the above

12. Amongst following semisynthetic derivatives of artemisinin, identify the one that is a methyl ether derivative.
A. Artemether
B. Arteether
C. Artesunate
D. Dihydroartemisinin
E. None of the above

13. In the Structure Activity Relationship studies of morphine, which of the following statements is not true?
A. Removal of OH group at C-3 reduces activity
B. Reduction of double bond between C-7 &C-8 increases activity
C. Introduction of OH at C-14 increases activity
D. Acetylation of OH at C-6 reduces the activity
E. None of the above

14. Which of the following reactions/rearrangements nitrene is not a reactive intermediate?
A. Beckmann rearrangement
B. Curtius rearrangement
C. Schmidt rearrangement
D. Hoffman reaction
E. None of the above

15. Which among the following is bioactive form of Naproxen that has higher anti inflammatory activity?
A. (S)-6-methoxy-α-methyl-2-naphthaleneacetic acid
B. (R)-6-methoxy-α-methyl-2-naphthaleneacetic acid
C. (S)-4-methoxy-α-methyl-2-naphthaleneacetic acid
D. (R)-4-methoxy-α-methyl-2-naphthaleneacetic acid
E. None of the above

16. Reserpine on hydrolysis yields a mixture of
A. Methyl alcohol; 3,4,5-trimethoxy cinnamic acid and reserpic acid
B. Ethyl alcohol; 3,4,5-trimethoxy benzoic acid and reserpic acid
C. Acetic acid,3; 4,5-trimethoxy cinnamic acid and reserpic acid
D. Methyl alcohol; 3,4,5-trimethoxy benzoic acid and reserpic acid
E. None of the above

17. The compound 1-(Isopropyl) 4-methyl-cyclohex-1,5-diene shows absoption maxima at ____ nm.
A. 232
B. 253
C. 263
D. 268
E. None of the above

18. A DNA polymerase inhibitor that is S-phase specific, incorporates its metabolites into DNA and used for treatment of Acute myeloid leukaemia, acute lymphoblastic leukaemia, chronic myeloid leukaemia, lymphomas, progressive multifocal leuco encephalopathy and meningeal leukaemia is –
A. Cytarabine
B. Fluorouracil
C. Tioguanine
D. Cetuximab
E. None of the above

19. Which of the following macrolides is stable under acidic conditions and doesn’t form an inactive cyclic ketal?
A. Erythromycin
B. Clarithromycin
C. Azithromycin
D. Oleandomycin
E. None of the above

20. Identify a property of GLC stationary phase that is incorrect with regard to its essential criteria for being considered as an ideal phase?
A. Liquid should be thermally stable.
B. Liquid should be less volatile.
C. Liquid should not be a good solvent for component.
D. Boiling point of liquid should be higher than the vaporization point of the sample component.
E. None of the above

21. The number of main peaks in the PMR spectrum of 4,4-dimethyl cyclohex-2-en-1-one is ____
A. Three
B. Four
C. Five
D. Six
E. None of the above

22. Identify the entity from amongst the following that exhibits hypsochromic shift with regard to UV absorption peak of benzene?
A. Phenolate
B. Anilinium
C. Alkyl amine
D. Alkoxy phenol
E. None of the above

23. Selective hydrolysis of Digoxin in acidic medium produces –
A. Digoxigenin + 3 units of Digitoxose
B. Digoxigenin and 3 units of Digitalose
C. Digoxigenin + 2 units of Digitoxose and 1 unit of Digitalose
D. Digoxigenin + 2 units of Digitalose and 1 unit of Digitoxose
E. None of the above

24. Identify the following rearrangement which yields t-butyl methyl ketone by acid catalyzed elimination of water from the starting material.
A. Pinacol rearrangement
B. Hoffmann rearrangement
C. Wagner -Meerwein rearrangement
D. Dakin reaction
E. None of the above

25. Which of the following can undergo aldol condensation?
A. Formaldehyde
B. Glyoxal
C. Benzaldehyde
D. Acetophenone
E. None of the above

26. Of the following identify the one that is not a carbene.
A. CH2
B. CCl2
C. CH2Cl2
D. C(H) C6H5
E. None of the above

27. Ozonolysis of 2-Methyl-2-butene and treatment with Dimethyl sulphate yields
A. Acetone & formaldehyde
B. Acetone and acetaldehyde
C. Two molecules of formaldehyde
D. Formaldehyde and acetic acid
E. None of the above

28. The oxidation product of Thiamine hydrochloride with alkaline potassium ferricyanide exhibits blue fluorescence and is the basis for fluorimetric assay of thiamine. This oxidation product and a metabolite too of thiamine chemically is –
A. 3,7-dimethyl-4H-thiochromine-6-ethanol
B. 2,7-dimethyl-5H-thiachromine-8-ethanol
C. 3,7-dimethyl-5H-thiachromine-6-ethanol
D. 2,7-dimethyl-5H-thiachromine-6-ethanol
E. None of the above

29. In the infrared spectrum, peaks due to thiol stretching vibrations are observed at around ____ cm-1 .
A. 2580
B. 2950
C. 3150
D. 3450
E. None of the above

30. The carbon bearing the alcoholic group in 1-pentanol shows characteristic peak in its 13C NMR spectrum at delta (δ)ppm?
A. 14.1
B. 28.5
C. 62.1
D. 84.3
E. None of the above

31. The common name for the compound (25R)-Spirost-5-en-3β-ol is___
A. Digoxin
B. Digitoxigenin
C. Diosgenin
D. Digitoxin
E. None of the above

32. Addition of water to a carbonyl compound like an aldehyde or ketone results in a germinal diol(hydrate)e.g., acetaldehyde hydrolyzes to propane-2,2-diol is an example of
A. Nucleophilic addition reaction
B. Electrophilic addition reaction
C. Free radical reaction
D. Pericyclic reaction
E. None of the above

33. Identify the correct statement for ephedrine in the following .
A. Ephedrine has two chiral centres giving rise to four stereoisomers
B. it is an alkaloid with a phenanthrene skeleton found in various plants in the genus Ephedra
C. Ephedrine has three chiral centres giving rise to nine stereoisomers
D. Ephedrine is used as a narcotic analgesic in addition to its decongestant effects.
E. None of the above

34. Arrange the general pattern of a viral life cycle (1 to 5) to match the correct sequence from amongst the options given under-
1. Attachment to a host cell.
2. Release of viral genes and possibly enzymes into the host cell.
3. Replication of viral components using host-cell machinery.
4. Assembly of viral components into complete viral particles.
5. Release of viral particles to infect new host cells.
A. 1-3-2-4-5
B. 1-2-3-4-5
C. 1-3-2-5-4
D. 1-4-3-5-2
E. None of the above

35. Number of chiral centres in alkaloid codeine is
A. 3
B. 4
C. 5
D. 6
E. None of the above

36. For an aldehyde, the C-H stretching vibration peak at 2720 cm-1 is generally accompanied by another peak at 2800 cm due to:
A. Transient inductive effect
B. Fermi resonance
C. C-O str vibration
D. C-H str vibration
E. None of the above

37. When methoxy group present in alkaloids is treated with HI at 126°C form methyl iodide which can be treated further with silver nitrite to form silver iodide precipitate. This method of determination of methoxy groups is known as
A. Emde’s method
B. Zeisel method
C. Hoffman’s method
D. Von Brawn’s method
E. None of the above

38. In which of the following reactions, carbanion is not the reactive intermediate?
A. Favoroskii rearrangement
B. Wittig reaction
C. Beckmann rearrangement
D. Perkin reaction
E. None of the above

39. Calcifediol is hydroxylated by the kidneys to-
A. 25-hydroxycholecalciferol
B. 25(OH)D
C. Calcitetrol
D. 1,25-dihydroxycholecalciferol
E. None of the above

40. Identify the following rearrangement in which a ketone or aldehyde is converted to an alkene and is similar to Bamford-Stevens reaction involving basic decomposition of tosylhydrazones, but differs with the use of organolithium reagent.
A. Pinacol rearrangement
B. Shapiro reaction
C. Wagner -Meerwein rearrangement
D. Doebner Miller reaction
E. None of the above

41. Identify the following rearrangement, in which the intermediate an alpha (α)hydroxycarbenium ion, rearranges through a 1,2-alkyl shift to produce the carbonyl compound.
A. Pinacol rearrangement
B. Hoffmann rearrangement
C. Wagner -Meerwein rearrangement
D. Dakin reaction
E. None of the above

42. The SAR studies of H2 receptor antagonists have necessitated the nature of terminal N-group in the potential molecule to be___ and __ substituent for exhibiting optimal antagonistic activity.
A. polar, basic
B. polar, nonbasic
C. nonpolar, basic
D. nonpolar, nonbasic
E. None of the above

43. The compound (E)-1-N’-[2-[[2-[(dimethylamino)methyl]-1,3-thiazol-4-yl] methylsulfanyl] ethyl]-1-N-methyl-2-nitroethene-1,1-diamine used in treatment of peptic ulcer disease and gastroesophageal reflux disease is
A. Famotidine
B. Nizatidine
C. Roxatidine
D. Lafutidine
E. None of the above

44. Which among the following is an alpha-blocker?
A. Prazocin
B. Metaprolol
C. Diazoxide
D. Losartan
E. None of the above

45. The peak for the aliphatic sulfhydryl proton in pmr spectrum appears around delta (δ) __ppm?
A. 6.2 to 6.4
B. 4.3 to 4.5
C. 2.1 to 2.3
D. 1.2 to 1.6
E. None of the above

46. Which among the following compound was the earliest anticonvulsant compound approved by US and UK regulator in 1938?
A. Acetazolamide
B. Ethotoin
C. Ethosuximide
D. Phenytoin
E. None of the above

47. Which of the following is not a method for determination mechanism of reaction?
A. Nature of products
B. Use of labelled isotopes
C. Study of intermediates
D. E1cB mechanism
E. None of the above

48. Which of the following macrolide antibiotics is 14-membered one with 3 ketone groups?
A. Azithromycin
B. Telithromycin
C. Tulathromycin
D. Clarithromycin
E. None of the above

49. Pyruvic acid on condensation with benzaldehyde, reduction using Pt and treatment with methyl amine leads to the formation of this alkaloid
A. Atropine
B. Ephedine
C. Emetine
D. Codeine
E. None of the above

50. Which of the following is not used as an opioid antagonist?
A. Naloxone
B. Naltrexone
C. Methylnaltrexone
D. Loperamide
E. None of the above