Diprenorphine

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Structural formula
Structure of diprenorphine
General
Non-proprietary name Diprenorphine
other names

(5 α , 7 α ) -17- (cyclopropylmethyl) -4,5-epoxy-18,19-dihydro-3-hydroxy-6-methoxy-α, α-dimethyl-6,14-ethenomorphinane-7-methanol ( IUPAC )

Molecular formula C 26 H 35 NO 4
Brief description

white solid

External identifiers / databases
CAS number
EC number 238-325-7
ECHA InfoCard 100,034,826
PubChem 443408
ChemSpider 391634
DrugBank DB01548
Wikidata Q424009
Drug information
ATC code

Q V03AB92

Drug class

Opioid antagonist , antidote

Mechanism of action

Competitive inhibition of opioid receptors

properties
Molar mass 425.56 g · mol -1
Physical state

firmly

Melting point

192-193 ° C

safety instructions
Please note the exemption from the labeling requirement for drugs, medical devices, cosmetics, food and animal feed
GHS labeling of hazardous substances
07 - Warning

Caution

H and P phrases H: 302-312-315-319-332-335
P: 261-280-305 + 351 + 338
Toxicological data

316 mg kg −1 ( LD 50mousesc , hydrochloride)

As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Diprenorphine (Revivon, M5050) is an opioid - antagonist . It is used to counteract the effects of extremely potent opioids such as etorphine or carfentanyl , which are used in veterinary medicine to stun large animals. Diprenorphine is the strongest commercially available opioid antagonist. It is used to wake up animals that have been anesthetized with the aforementioned opioids. Because diprenorphine also has an agonistic effect in part, it is not used in humans, where naloxone or naltrexone are the agents of choice. The potency as an antagonist is given as 100 times that of nalorphine ( N- allyl normorphine, an opioid antagonist that has not been used for a long time). No veterinary drugs based on diprenorphine are approved in Germany.

Individual evidence

  1. a b c d Datasheet Diprenorphine from Sigma-Aldrich , accessed on March 28, 2011 ( PDF ).
  2. ^ Entry on diprenorphine in the ChemIDplus database of the United States National Library of Medicine (NLM) .
  3. Eberhard Schröder, Clemens Rufer, Ralph Schmiechen: Arzneimittelchemie I , Georg Thieme, 1976, ISBN 3-13-520601-7 .