HYDROMORPHONE Chemical 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)

pka

pKa 8.15 (Uncertain)

form 

Solid

color 

White to Off-White

Water Solubility 

1.931g/L(25 ºC)

Safety Information

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

Hazardous Substances Data

466-99-9(Hazardous Substances Data)

HYDROMORPHONE Usage And Synthesis

Description

Hydromorphone (Item No. 15463) is an analytical reference material categorized as an opioid. It is a metabolite of morphine (Item Nos. 15464 | ISO60147). Like other opioid analgesics, hydromorphone is commonly abused. Hydromorphone is regulated as a Schedule II compound in the United States. This product is intended for research and forensic applications.

Uses

Hydromorphone, a potent opioid, is used mainly in the palliative care seing or in patients who are not opioid naive. It can be useful if considering opioid rotation. Hydromorphone 1.3mg is approximately equianalgesic to morphine 10 mg. Both immediate- and sustained-release preparations are available.

Uses

Meperidine (pethidine) is available as parenteral and oral preparations. There is no evidence that this opioid provides any advantage over morphine, such as treatment of colicky-type pain. Its analgesic action is fairly short, but the metabolite normeperidine can accumulate (t1/2 ~ 15h) if repeated doses are given and especially if there is renal dysfunction. Normeperidine is a CNS stimulant and can cause seizures. Its clearance is significantly reduced in hepatic disease. Chronic use may result in enzyme induction and an increase in normeperidine plasma concentrations. Its metabolism is decreased by the oral contraceptive pill.
Meperidine has other significant effects related to activity at non-opioid receptors. For example, its atropine-like action may cause a tachycardia, in addition to direct myocardial depression at high doses. It was used originally as a bronchodilator. It can also reduce shivering related to hypothermia or epidural anaesthesia, although the mechanism for this is not fully understood. Meperidine also has a local anaesthetic-like membrane stabilising action.

Definition

ChEBI: A morphinane alkaloid that is a hydrogenated ketone derivative of morphine. A semi-synthetic drug, it is a centrally acting pain medication of the opioid class.

Biological Functions

Hydromorphone is eight times as potent as morphine but has less bioavailability following oral administration. Its side effects do not differ from those of morphine but are more intense. Hydromorphone is indicated for use in severe pain and in high doses for relief of pain in opioid-addicted patients.

General Description

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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