Synthesis of opiate derivatives : investigations into a key step from the manufacturing of buprenorphine and definitive preparation of degradation impurities related to naloxone

Lovell, Christopher John

September 2015

Thesis or dissertation

© 2015 Christopher John Lovell. All rights reserved. No part of this publication may be reproduced without the written permission of the copyright holder.

The subject of this thesis is the synthesis and impurity profiling of semi-synthetic opiates, namely buprenorphine and naloxone. Opiates are a class of naturally occurring narcotic analgesic drugs produced from the opium poppy Papaver somniferum, including morphine, codeine and thebaine. Semi-synthetic opiates are a class of drugs chemically derived from naturally occurring opiates; typically these are narcotic analgesics such as diacetylmorphine and buprenorphine. A final related class of drug, the opioids, are fully synthetic drugs such as fentanyl, designed to be structurally similar to opiates and elicit similar pharmacological effects. Whilst these drugs and a number of their analogues can be used as analgesics in a medical setting, a number of serious side effects such as addiction and respiratory depression limit their application and can lead to long term dependency for the patient. The narcotic effects of opium, morphine and diacetylmorphine (heroin) makes them attractive to recreational drug users, who often become addicted to and dependent upon them. These drugs are controlled through various legislations worldwide as potential drugs of abuse.

Department of Chemistry, The University of Hull
Carey, John; Boa, Andrew
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