Codeine-N-oxide
Codeine-N-oxide (genocodeine) is an active metabolite of codeine.[1] It is an opiate listed as a Schedule I controlled substance.[2] It has a DEA ACSCN of 9053 and its annual manufacturing quota for 2013 was 602 grams.
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Systematic IUPAC name
(1S,4S,5R,13R,14S,17R)-10-Methoxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10,15-tetraen-14-ol 4-oxide | |
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ECHA InfoCard | 100.020.899 |
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Chemical formula |
C18H21NO4 |
Molar mass | 315.369 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Like morphine-N-oxide, it was studied as a potential pharmaceutical drug and is considerably weaker than codeine. The amine oxides of this type form as oxidation products of the parent chemical; virtually every morphine/codeine class opioid has an equivalent nitrogen derivative such as hydromorphone-N-oxide.
References
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