Morphinone

Morphinone

Names
IUPAC name (5α)-3-Hydroxy-17-methyl-7,8-didehydro-4,5-epoxy-morphinan-6-one
Identifiers
CAS Registry Number	467-02-7 N
ChEBI	CHEBI:16315 Y
ChEMBL	ChEMBL255467 Y
ChemSpider	4573586 Y
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 Y Key: PFBSOANQDDTNGJ-YNHQPCIGSA-N Y 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
Jmol-3D images	Image
PubChem	5459823
SMILES O=C1\C=C/[C@H]5[C@@H]4N(CC[C@@]52c3c(O[C@@H]12)c(O)ccc3C4)C
UNII	28MBK63MAW Y
Properties
Molecular formula	C17H17NO3
Molar mass	283.32 g·mol−1
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
N verify (what is: Y/N?)
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