NORMORPHINE

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Created Sep 2020

NORMORPHINE

  • [DESMETHYLMORPHINE]
  • [DEMETHYLMORPHINE]

DEA CODE 9313: Schedule 1 Narcotic

Normorphine is an opiate analog, specifically the N-demethylated derivative of morphine. It was first described in 1953 as part of an effort to characterize N-substituted morphine analogs. Normorphine has relatively little opioid activity, but it is a useful intermediate for the production of more potent morphine analogs. It is also a major metabolite of morphine.

Normorphine, also known as desmethylmorphine, belongs to the class of organic compounds known as morphinans. These are polycyclic compounds with a four-ring skeleton with three condensed six-member rings forming a partially hydrogenated phenanthrene moiety, one of which is aromatic while the two others are alicyclic. The compound has relatively little opioid activity in its own right, but is a useful intermediate which can be used to produce both opioid antagonists such as nalorphine, and also potent opioid agonists such as N-phenethylnormorphine. Normorphine is a very strong basic compound (based on its pKa). Its formation from morphine is catalyzed by the liver enzymes CYP3A4 and CYP2C8. Normorphine is a controlled substance listed under the Single Convention On Narcotic Drugs 1961 and the laws in various states implementing it; for example, in the United States, it is a Schedule I Narcotic controlled substance, with an ACSCN of 9313 and an annual aggregate manufacturing quota of 18 grams in 2014, unchanged from the prior year. Normorphine is an opiate analogue, the N-demethylated derivative of morphine, that was first described in the 1950s when a large group of N-substituted morphine analogues were characterized for activity.

an opiate analogue, the N-demethylated derivative of morphine, that was first described in the 1950s. The compound has relatively little opioid activity in its own right, but is a useful intermediate which can be used to produce both opioid antagonists such as nalorphine, and also potent opioid agonists such as N-phenethylnormorphine. An annual aggregate manufacturing quota of 18 grams in 2014, unchanged from the prior year.

  
Opioid Tolerance in Critical Illness - Alternative nonanalgesic drugs could be used for sedation and potentiation of opioid effects. The gabapentinoids gabapentin and pregabalin are commonly used adjuncts for multimodal analgesia.
Wednesday January 23, 2019 - nejm.org

  
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