Hydromorphinol

Hydromorphinol

180px
Systematic (IUPAC) name
3,6,14-trihydroxy- (5α,6α)- 4,5- epoxy- 17-methylmorphinan
Legal status
Legal status	US: Schedule I
Identifiers
CAS Number	2183-56-4 2190-27-4
ATC code	none
PubChem	CID 5463858
Synonyms	Hydromorphinol, 14-hydroxy-7,8-dihydromorphine, RAM-320
Chemical data
Formula	C17H21NO4
Molar mass	303.35 g/mol[[]]

Hydromorphinol (RAM-320, 14-Hydroxydihydromorphine) is an opiate analogue that is a 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)

Hydromorphinol was developed in Austria in 1932.

Hydromorphinol is metabolised mainly in the liver in the same fashion as many other opioids and is itself a minor active metabolite of 14-Hydroxydihydrocodeine, an uncommonly-used opiate.

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, UK Misuse of Drugs Act, the Suchtgiftverordnung of Austria and others.

See also

• N-Phenethylhydromorphinol (RAM-378)

References

sv:Hydromorfinol