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OXYMORPHONE

OXYMORPHONE Structure
CAS No.
76-41-5
Chemical Name:
OXYMORPHONE
Synonyms
NSC 19045;NIH 10323;Numorphan;Oxymorphine;OXYMORPHONE;Oxymorphone (CRM);Dihydroxymorphinone;Naltrexone Impurity 15;OXYMORPHONE (MW 301.35);Dihydrohydroxymorphinone
CBNumber:
CB8317944
Molecular Formula:
C17H19NO4
Molecular Weight:
301.34
MOL File:
76-41-5.mol
Modify Date:
2023/6/8 9:03:07

OXYMORPHONE Properties

Melting point 248-249°C (dec)
Boiling point 518.6±50.0 °C(Predicted)
Density 1.50±0.1 g/cm3(Predicted)
Flash point 9℃
storage temp. Controlled Substance, -20°C Freezer
solubility Soluble in DMSO
form Powder
pka pKa 8.50 (Uncertain);9.33 (Uncertain)
EPA Substance Registry System Morphinan-6-one, 4,5-epoxy-3,14-dihydroxy-17-methyl-, (5.alpha.)- (76-41-5)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302-H336
Precautionary statements  P301+P312+P330
Hazard Codes  F,T,T+
Risk Statements  11-23/24/25-39/23/24/25-26/27/28
Safety Statements  16-36/37-45-36/37/39-22
RIDADR  UN1230 - class 3 - PG 2 - Methanol, solution
WGK Germany  1
HS Code  2939110000
NFPA 704
3
0 0

OXYMORPHONE Chemical Properties,Uses,Production

Chemical Properties

Crystalline Solid

Uses

Controlled substance (opiate). Analgesic (narcotic)

Biological Functions

Oxymorphone is 10 times as potent as morphine, with actions similar to those of hydromorphone. Oxymorphone, however, has little antitussive activity, and as such is a useful analgesic in patients with pulmonary disease who need to retain the ability to cough.

General Description

Oxymorphone is the 14 beta-hydroxyl version of hydromorphone,analogous to the hydrocodone, oxycodone pair discussedabove. Although the addition of the 14 beta-hydroxylgroup to hydrocodone (30 mg) yielded oxycodone (20 mg),a more potent drug, the opposite is true for the conversion ofhydromorphone (7.5 mg) to oxymorphone (10 mg). The reasonfor this is that the oral bioavailability of oxymorphone(10%) is lower than that of hydromorphone (35%) becauseof decreased absorption and increased first-pass metabolism.Presumably, the addition of the OH group does increaseits binding affinity at the receptor as the injectableform of oxymorphone (1 mg) is more potent than injectablehydromorphone (1.5 mg).
Oxymorphone is available as a suppository (5 mg), an injection(1 mg/mL), an immediate-release tablet (5 mg, 10mg), and in 2003 the FDA approved a sustained release formulation(Opana ER 5 mg, 10 mg, 20 mg, and 40 mg). The12-hour coverage of the extended release tablet provides anotheroption for those patients suffering from chronic pain.The side effect profile of the extended release formulationsof morphine, oxycodone, and oxymorphone are similar, andthere appears to be no clear advantage of one over the other.

OXYMORPHONE Preparation Products And Raw materials

(5a)-4,5-Epoxy-3,14-dihydroxy-17-methyl-morphinan-6-one NIH 10323 NSC 19045 4,5-Epoxy-3,14-dihydroxy-N-methyl-6-oxomorphinan OXYMORPHONE (MW 301.35) Oxymorphone (base and/or unspecified salts) (14S)-14-Hydroxydihydromorphinone 14-Hydroxydihydromorphinone 3,14-dihydroxy-4,5-alpha-epoxy-17-methyl-morphinan-6-on 3,14-Dihydroxy-4,5-alpha-epoxy-17-methylmorphinan-6-one 4,5alpha-Epoxy-3,14-dihydroxy-17-methylmorphinan-6-one 5-epoxy-3,14-dihydroxy-17-methyl-(5-alpha)-morphinan-6-on 7,8-Dihydro-14-hydroxymorphinone Dihydro-14-hydroxymorphinone Dihydro-14-hydroxymorphinonel 14-hydroxydihydromorphinone Dihydrohydroxymorphinone Dihydroxymorphinone Morphinan-6-one, 3,14-dihydroxy-4,5-alpha-epoxy-17-methyl- Morphinan-6-one, 4,5alpha-epoxy-3,14-dihydroxy-17-methyl- Morphinan-6-one, 4,5-epoxy-3,14-dihydroxy-17-methyl-, (5alpha)- Morphinone, dihydro-14-hydroxy- Numorphan Oxymorphine OXYMORPHONE Oxymorphone CII (500 mg) Oxymorphone solution 4,5α-Epoxy-3,14-dihydoroxy-17-methylmorphinan-6-one 4,5α-Epoxy-3,14-dihydroxy-17-methylmorphinan-6-one Oxymorphone (CRM) (4R,4aS,7aR,12bS)-4a,9-dihydroxy-3-methyl-2,4,5,6,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-7-one Oxymorphone (controlled) Morphinan-6-one, 4,5-epoxy-3,14-dihydroxy-17-methyl-, (5α)- Oxymorphone CII (1488000) Oxymorphone in Methanol(Solution) Morphinan-6-one,4,5-epoxy-3,14-dihydroxy-17-methyl-, (5α)- 4,5α-epoxy-3,14-dihydroxy-17-methylmorphinan-6-one(oxymorphone), Naltrexone Impurity 15 Hydroxycodone EP Impurity A Nafamostat mesylate impurity G Sodium naloxone impurity G Oxymorphone CII (300 mg) 76-41-5 Intermediates & Fine Chemicals Pharmaceuticals Chiral Reagents