CIE Nov 2015 v3 Paper 4 Q9

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20 Prodrugs are compounds that are inactive, but are easily converted in the body to the active drug by enzyme hydrolysis. Compound W is a prodrug. CH3 PMT H2N NH2 O W (a) Complete the molecular formula for W. C H34N O [1] (b) Compound W contains a benzene ring in its structure. Name three other functional groups in W.[2] (c) (i) On the diagram above, use an arrow to indicate the bond that would be hydrolysed. [1] (ii) Draw the structures of the likely products of the enzyme hydrolysis of compound W. (d) What features of the molecule W make it water soluble? Explain your answer.[2] [Total: 8] [2] To avoid the issue of disclosure of answer-related information to candidates, all copyright acknowledgements are reproduced online in the Cambridge International Examinations Copyright Acknowledgements Booklet. This is produced for each series of examinations and is freely available to download at www.cie.org.uk after the live examination series.UCLES 2015 9701/43/O/N/15<br />

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