Hydromorphinol

Hydromorphinol

File:Hydromorphinol.svg
Clinical data
Synonyms	Hydromorphinol, 14-hydroxy-7,8-dihydromorphine
Legal status
Legal status	US: Schedule I
Identifiers
IUPAC name 3,6,14-trihydroxy-(5α,6α)-7,8-didehydro-4,5-epoxy-17-methylmorphinan
PubChem CID	5463858
E number	{{#property:P628}}
ECHA InfoCard	{{#property:P2566}}
Chemical and physical data
Formula	C17H21NO4
Molar mass	303.35 g/mol
3D model (JSmol)	Interactive image
SMILES CN1CC[C@]23[C@@H]4[C@H](CC[C@]2([C@H]1CC5=C3C(=C(C=C5)O)O4)O)O

Hydromorphinol (14-Hydroxydihydromorphine) is an opiate analogue that is an derivative of morphine, where the 14-position has been hydroxylated and the 7,8- double bond saturated. It has similar effects to morphine such as sedation, analgesia and respiratory depression, but is more potent and has a steeper dose-response curve and longer half-life. It is used in medicine as the bitartrate salt (free base conversion ratio 0.643, molecular weight 471.5) and hydrochloride (free base conversion ratio 0.770, molecular weight 393.9) It is distributed under the trade name Numorphan in some countries, whereas this trade name is used for oxymorphone much more commonly. It is controlled under the Single Convention On Narcotic Drugs and the laws governing habit-forming substances in each country, such as the Controlled Substances Act of 1970 of the United States (Schedule I/Narcotic), the Betäubungsmittelgesetz (BtMG) of Germany.