Dihydroetorphine

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Structural formula
Structural formula of dihydroetorphine
General
Surname Dihydroetorphine
other names

(5 R , 6 R , 7 R , 9 R , 13 S , 14 R ) -7 - [( R ) -2-hydroxypentan-2-yl] -6-methoxy-17-methyl-4,5-epoxy- 6,14-ethanomorphinan-3-ol

Molecular formula C 25 H 35 NO 4
External identifiers / databases
CAS number 14357-76-7
EC number 688-180-2
ECHA InfoCard 100.214.784
PubChem 107765
ChemSpider 96924
DrugBank DB01450
Wikidata Q1225158
Drug information
Drug class

analgesic

Mechanism of action

Opioid

properties
Molar mass 413.55 g · mol -1
safety instructions
GHS labeling of hazardous substances
08 - Dangerous to health 06 - Toxic or very toxic

danger

H and P phrases H: 300-330-361
P: ?
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Dihydroetorphin is a medicinal substance with a strong analgesic effect ( analgesic ). In the experiment on the rat , the 11000-fold effect of morphine was found. Dihydroetorphin is only used in human medicine for the treatment of severe pain in China , where it was launched in 1992 . Since the active substance at peroral administration a very high first pass effect subject and thereby a very low bioavailability has, it is considered Sublingual tablet (dosage forms from 20 to 180  ug ) and as transdermal applied patch. In China, the active ingredient is also successfully used to replace opiate-dependent patients, for which sublingual application is preferred (comparable to buprenorphine substitution in the western world). Dihydroetorphine is subject to narcotics regulations. It is not marketable in Germany ( Annex I of the Narcotics Act ).

The active ingredient is by hydrogenation of etorphine prepared.

Individual evidence

  1. Template: CL Inventory / not harmonized There is not yet a harmonized classification for this substance . A label of [No public or meaningful name is available] in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on January 16, 2020, is derived from a self-classification by the distributor .
  2. a b Eberhard Schröder, Clemens Rufer, Ralph Schmiechen: Arzneimittelchemie I , Georg Thieme Verlag 1976, ISBN 3-13-520601-7 .
  3. Martin TJ, Hairston CT, Lutz PO, et al .: Anti-allodynic actions of intravenous opioids in the nerve injured rat: Potential utility of heroin and dihydroetorphine against neuropathic pain. European Journal of Pharmacology 1998; 357 (1): 25-32, PMID 9788770
  4. WHO Expert Committee on Drug Dependence: 31st Report. WHO Technical Report Series 887 (PDF; 1.4 MB), (1999).