Page 26 - FPGEE Medicinal and Organic Chemistry Q&A Book
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Krisman




               267.  (d)    Thioguanine  (Tabloid)  and
                                                                           O                       NH
               mercaptopurine (Purinethol) are classified as                                          2
               purine antagonists. Thioguanine is indicated for
                                                                                    N                       N
               the treatment of nonlymphocytic leukemias.             HN                       N
               Fluorouracil,  methotrexate,  capecitabine,
               floxuridine and pemetrexed are classified as py-    NH 2    N       N               N       N
               rimidine antagonists.                                                H                       H
                                                                          Guanine          Adenine (6-aminopurine)
               268. (c) Rimantadine (Flumadine) is structur-
               ally  and  pharmacologically  related  to                   NH
                                                                              2             O
               amantadine (Symmetrel). Rimantadine  appears
               to be more effective than amantadine against                                         CH 3
                                                                       N               HN
               influenza  A infection with fewer CNS side
               effects.
                                           NH 2  CH 3              O       N        O
                           NH 2               CH                           H                N
                                                                                             H
                                                                        Cytosine    Thymine (5-methyluracil)

                                                                                   O


                                                                              HN
                     Amantadine          Rimantadine

                                                                           O       N
               269.  (a)  Guanine  is  one  of  the  five  main                    H
               nucleobases found in the nucleic acids DNA and
                                                                                  Uracil
               RNA, the others being adenine, cytosine, thym-
               ine, and uracil. With the formula C H N O, gua-
                                               5  5  5
               nine is a derivative of purine, consisting of a   270. (a) Cidofovir (Vistide) is a synthetic acy-
               fused pyrimidine-imidazole ring system with       clic pyrimidine nucleotide analogue of cytosine.
               conjugated double bonds. Being unsaturated, the   Cytosine is one of the five main bases found in
               bicyclic molecule is planar. The guanine nucleo-  DNA and RNA. It is a pyrimidine derivative,
               side is called guanosine.                         with a heterocyclic aromatic ring and two sub-
                                                                 stituents attached (an amine group at position 4
                       Acyclovir (Zovirax), chemical name
                                                                 and a keto group at position 2). The nucleoside
               acycloguanosine,  is  a  guanosine  analogue
                                                                 of cytosine is cytidine. Three nucleobases found
               antiviral drug. One of the most commonly-used
                                                                 in nucleic acids (cytosine, thymine, and uracil)
               antiviral drugs, it is primarily used for the treat-
                                                                 are pyrimidine derivatives:
               ment of herpes simplex virus infections, as well
               as in the treatment of herpes zoster (shingles).
                                                                      NH
                                                                        2             O                  O
                                                                                             CH 3
                                                                  N              H N                HN

                                                              O       N       O       N           O      N
                                                                      H               H                  H
                                                                   Cytosine   Thymine (5-methyluracil)  Uracil





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