Morphinone

Morphinone

Names
IUPAC name (5α)-3-Hydroxy-17-methyl-7,8-didehydro-4,5-epoxy-morphinan-6-one
Identifiers
CAS Number	467-02-7
3D model (Jmol)	Interactive image
ChEBI	CHEBI:16315
ChEMBL	ChEMBL255467
ChemSpider	4573586
ECHA InfoCard	100.006.714
PubChem	5459823
UNII	28MBK63MAW
InChI InChI=1S/C17H17NO3/c1-18-7-6-17-10-3-5-13(20)16(17)21-15-12(19)4-2-9(14(15)17)8-11(10)18/h2-5,10-11,16,19H,6-8H2,1H3/t10-,11+,16-,17-/m0/s1 Key: PFBSOANQDDTNGJ-YNHQPCIGSA-N InChI=1/C17H17NO3/c1-18-7-6-17-10-3-5-13(20)16(17)21-15-12(19)4-2-9(14(15)17)8-11(10)18/h2-5,10-11,16,19H,6-8H2,1H3/t10-,11+,16-,17-/m0/s1 Key: PFBSOANQDDTNGJ-YNHQPCIGBO
SMILES O=C1\C=C/[C@H]5[C@@H]4N(CC[C@@]52c3c(O[C@@H]12)c(O)ccc3C4)C
Properties
Chemical formula	C17H17NO3
Molar mass	283.32 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Morphinone is itself not a very potent opioid but it is the intermediate when morphine is being converted to hydromorphone (trade name Dilaudid) which is 4-6 times as potent as morphine.

Chemical structure

Morphinone can be described as the ketone of morphine.

Legal status

Morphinone itself is an active opioid although its potency is closer to codeine than morphine. It is, however, an important precursor and would fall under the purview of the Controlled Substances Act within the United States. Its legal status in other countries varies.

References