Oxymorphol

Oxymorphol
Clinical data
Other names	4,5α-Epoxy-17-methylmorphinan-3,6,14-triol
ATC code	N02A (WHO) ;
Pharmacokinetic data
Metabolism	hepatic
Identifiers
	IUPAC name (5α)-17-Methyl-4,5-epoxymorphinan-3,6,14-triol;
CAS Number	54934-75-7;
PubChem CID	6712731;
ChemSpider	5144767;
UNII	67P6D5Q6YK;
ChEMBL	ChEMBL1968360 ;
CompTox Dashboard (EPA)	DTXSID301018770 ;
Chemical and physical data
Formula	C17H21NO4
Molar mass	303.358 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CN1CC[C@]23c4c5ccc(c4O[C@H]2C(CC[C@]3([C@H]1C5)O)O)O;
	InChI InChI=1S/C17H21NO4/c1-18-7-6-16-13-9-2-3-10(19)14(13)22-15(16)11(20)4-5-17(16,21)12(18)8-9/h2-3,11-12,15,19-21H,4-8H2,1H3/t11?,12-,15+,16+,17-/m1/s1 ; Key:AABLHGPVOULICI-ZOFKVTQNSA-N ;

Oxymorphol is oxymorphone which has been hydrogenated at the 6-position and consists of a mixture of 4,5α-Epoxy-17-methylmorphinan-3,6β,14-triol and 4,5α-Epoxy-17-methylmorphinan-3,6α,14-triol (hydromorphinol).^[1] . It is produced by the human body as an active metabolite of oxymorphone and some bacteria as an intermediate in turning morphine into hydromorphone. It can also be manufactured and is the subject of patents by drug companies looking for new semi-synthetic analgesics and cough suppressants.

A derivative of oxymorphol, 8-hydroxy-6-α-oxymorphol, was discovered in the first decade of this century and the subject of a patent application by Endo for an analgesic and antitussive.^[2]

References

[1] α-Oxymorphol as "Hydromorphinol"

[2] ttp://www.faqs.org/patents/app/20090018154

[1]

[2]