|Systematic (IUPAC) name|
|Molecular mass||271.311 g/mol|
|(what is this?)|
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.
Normorphine 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. It is also produced as a major metabolite of morphine, with its formation from morphine catalysed 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 grammes in 2013, unchanged from the prior year.
- Journal of the American Chemistry Society 75,4963 (1953)
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