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HYDROMORPHONE

HYDROMORPHONE

CAS:
466-99-9
MF:
C17H19NO3
MW:
285.34

Properties

Melting point:
266-267°
alpha 
D25 -194° (c = 0.98 in dioxane)
Boiling point:
427.77°C (rough estimate)
Density 
1.0864 (rough estimate)
refractive index 
1.5400 (estimate)
Flash point:
9℃
storage temp. 
-20°C
solubility 
Chloroform (Slightly), Dioxane (Slightly, Sonicated)
form 
Solid
pka
pKa 8.15 (Uncertain)
color 
White to Off-White
Water Solubility 
1.931g/L(25 ºC)

Safety Information

Symbol(GHS) 

GHS02,GHS06,GHS08
Signal word 
Danger
Hazard statements 
H225-H301+H311+H331-H370
Precautionary statements 
P210-P260-P280-P301+P310-P311
Hazard Codes 
F,T
Risk Statements 
11-23/24/25-39/23/24/25
Safety Statements 
7-16-36/37-45
RIDADR 
1544
WGK Germany 
1
HazardClass 
6.1(a)
PackingGroup 
II

Use

Hydromorphone, (Dilaudid) is a synthetic derivative ofmorphine prepared by the catalytic hydrogenation and dehydrogenationof morphine under acidic conditions, using alarge excess of platinum or palladium. Oxidation of the 6-OH of morphine resulted in a compound with decreased potency.Reducing the 7,8 double bond of morphine increasedthe flexibility of the molecule and resulted in a compoundwith slightly enhanced binding. Making both of these structuralchanges to morphine-produced hydromorphone, acompound approximately 5 times as potent as morphine.Hydromorphone was introduced in 1926 and is available as animmediate release tablet, a liquid, and a suppository. A sustainedrelease form is available in some countries but not inthe United States. The sustained release form was removedfrom the U.S. market in 2005 when studies showed that drinking8 oz of alcohol (40%) could cause the drug to be releasedfrom the capsule immediately and lead to concentrations thatwere 5.5 times higher than in patients that did not drink alcohol.This potentially lethal combination prompted the Foodand Drug Administration (FDA) to remove it from the market.

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