Drotebanol

Drotebanol
Drotebanol
Systematic (IUPAC) name
3,4-dimethoxy- 9a-methylmorphinan- 6β,14-diol
Clinical data
AHFS/Drugs.com International Drug Names
Pregnancy cat.  ?
Legal status Schedule I (US)
Identifiers
CAS number 3176-03-2 N
ATC code None
PubChem CID 5463863
ChemSpider 16736125 YesY
UNII 7RS2Q8MCK8 YesY
KEGG D01496 YesY
Synonyms Drotebanol, Oxymethebanol
Chemical data
Formula C19H27NO4 
Mol. mass 333.42 g/mol
SMILES eMolecules & PubChem
Physical data
Melt. point 165–167 °C (329–333 °F)
 N(what is this?)  (verify)

Drotebanol (Oxymethebanol) is a morphinan derivative that acts as an opioid agonist. It was invented by Sankyo Company in Japan during the 1970s. It is synthesised from thebaine.

Drotebanol has powerful antitussive (cough suppressant) effects, and is around 10x more potent than codeine in producing this effect. It also has analgesic effects several times stronger than codeine, but weaker than morphine.[1] In animal studies it was found to be moderately addictive and produced limited physical dependence, but not as severe as that seen with morphine or pethidine.[2] It was previously marketed for human use under the brand name Metebanyl, although it is now no longer used in medicine.

References

  1. ^ Kobayashi, S; Hasegawa, K; Mori, M; Takagi, H (1970). "Pharmacological studies on a new specifically potent antitussive agent, 14-hydroxydihydro-6 beta-thebainol-4-methylether (oxymethebanol)". Arzneimittel-Forschung 20 (1): 43–6. PMID 5467447. 
  2. ^ Yanagita T, Miyasato K, Oinuma N, Kiyohara H. Dependence potential of drotebanol, codeine and thebaine tested in rhesus monkeys. UNODC Bulletin on Narcotics. 1977 Issue 1.

Wikimedia Foundation. 2010.

Игры ⚽ Поможем решить контрольную работу

Look at other dictionaries:

  • drotebanol — noun A morphinan derivative that acts as an opioid agonist and is used as a potent antitussive …   Wiktionary

  • Opioid — Endogenous opioid peptides Skeletal molecular images Adrenorphin Amidorphin Casomorphin …   Wikipedia

  • Morphinan — Preferred IUPAC name Morphinan …   Wikipedia

  • Morphine — This article is about the drug. For other meanings, see Morphine (disambiguation). Morphia redirects here. For other uses, see Morphia (disambiguation). Not to be confused with Morphinae, Morphea, or Morpholine. Morphine …   Wikipedia

  • Opiate — For other uses see Opiate (disambiguation), or for the class of drugs see Opioid. Harvesting the poppy pod. In medicine, the term opiate describes any of the narcotic opioid alkaloids found as natural products in the opium poppy plant …   Wikipedia

  • Phencyclidine — Systematic (IUPAC) name …   Wikipedia

  • Loperamide — Imodium redirects here. For the song by Nirvana, see Breed (song). Loperamide Systematic (IUPAC) name …   Wikipedia

  • Pethidine — Systematic (IUPAC) name …   Wikipedia

  • Opioid receptor — Opioid receptors are a group of G protein coupled receptors with opioids as ligands.[1][2][3] The endogenous opioids are dynorphins, enkephalins, endorphins, endomorphins and nociceptin. The opioid receptors are 40% identical to somatostatin… …   Wikipedia

  • Oxymorphone — Systematic (IUPAC) name 4,5α epoxy 3,14 dihydroxy 17 methylmorphinan 6 one Clinical data Trade names …   Wikipedia

Share the article and excerpts

Direct link
Do a right-click on the link above
and select “Copy Link”