Dextropropoxyphene
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Non-proprietary name | Dextropropoxyphene | |||||||||||||||||||||
other names |
(2 S , 3 R ) -4- (Dimethylamino) -3-methyl-1,2-diphenyl-2-butanylpropionate ( IUPAC ) |
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Molecular formula | C 22 H 29 NO 2 | |||||||||||||||||||||
Brief description |
White, crystalline powder (dextropropoxyphene hydrochloride) |
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properties | ||||||||||||||||||||||
Molar mass | 339.48 g · mol -1 | |||||||||||||||||||||
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solubility |
soluble in water , acetone, ethanol and chloroform (hydrochloride) |
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Toxicological data | ||||||||||||||||||||||
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . |
Dextropropoxyphene is a fully synthetic opioid with moderate pain relieving effectiveness. Dextropropoxyphene is a pure agonist on the μ-opioid receptor .
history
Dextropropoxyphene was patented by Lilly in 1955 as a strong analgesic and was sold by Gödecke ( Develin retard , capsules of 150 mg). The hydrochloride of dextropropoxyphene was used medicinally. In Germany, dextropropoxyphene is listed in Appendix II of the Narcotics Act and has no longer been available for prescription without exception.
pharmacology
effect
As an opioid, dextropropoxyphene has the same profile of effects and side effects, and thus essentially the same risk potential as other opioids.
Its single dose analgesic equivalence is one twentieth that of morphine . A dose of 150 to 300 mg (in adults) of the sustained-release preparation given at the beginning has an analgesic effect for 8 to 12 hours.
Side effects
Side effects can occur with dextropropoxyphene that exceeds the pre-existing tolerance to opioids due to pre-consumption. These are tiredness, sleep disorders , drowsiness , nausea , vomiting , edema in the legs, urinary retention and constipation . They usually go away as tolerance develops or the dose is reduced. Sleep and sexual disorders last the longest .
Use during pregnancy and lactation: Dextropropoxyphene has an effect on the fetus when taken during pregnancy.
Trade names
Monopreparations (all aV): Develin retard (D), Darvon, Darvon-N (CA), Deprancol (NL, B)
literature
- ASP
- Beilstein EIV 13, 2221
- DAB 1996 and Komm.
- Hager (5th) 7, 1242-1246 .- [HS 292219; CAS number: 469-62-5 (d.); 1639-60-7 (hydrochloride)]
- Römpp Lexikon Chemie , Georg Thieme Verlag , Stuttgart - New York, 1997, p. 928.
- Hermann PT Ammon et al .: Hunnius Pharmaceutical Dictionary . 9th edition, Walter de Gruyter Verlag , Berlin - New York, 2004, ISBN 3-11-017475-8 geb. and ISBN 3-11-017487-1 brosch., p. 436.
- THE MERCK INDEX, 15th edition, The Royal Society of Chemistry 2013, ISBN 978-1-84973-670-1 , p. 1452.
Individual evidence
- ↑ European Pharmacopoeia Commission (Ed.): EUROPEAN PHARMACOPOE 5TH EDITION . tape 5.0-5.7 , 2006.
- ↑ a b c d e p Gangolli: The Dictionary of Substances and Their Effects: O-S . Royal Society of Chemistry, 1999, ISBN 978-0-85404-833-5 , pp. 573 ( limited preview in Google Book search).
- ↑ This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
- ↑ Eberhard Klaschik : Pain therapy and symptom control in palliative medicine. In: Stein Husebø , Eberhard Klaschik (ed.): Palliative medicine. 5th edition, Springer, Heidelberg 2009, ISBN 3-642-01548-4 , pp. 207-313, here: p. 234.