Metopon

Metopon
Metopon
Systematic (IUPAC) name
5β-methyl-7,8-dihydromorphin-6-one
Clinical data
Pregnancy cat.  ?
Legal status  ?
Identifiers
CAS number 143-52-2
ATC code None
PubChem CID 5359353
ChemSpider 4514264 YesY
UNII 94XZ1CC69D YesY
Chemical data
Formula C18H21NO3 
Mol. mass 299.364 g/mol
SMILES eMolecules & PubChem
 YesY(what is this?)  (verify)

Metopon (5-methylhydromorphone)[1] is an opiate analogue that is a methylated derivative of hydromorphone which was invented in 1948 as an analgesic.[2]

Metopon is sometimes used in medicine, but although longer acting than hydromorphone, metopon is less potent and its oral bioavailability, while higher than that of morphine, is still fairly low, so generally metopon has few advantages to distinguish it from other, more commonly used opioid analgesics,[3] although it does have a slightly lower tendency to produce nausea and respiratory depression compared to morphine.[4]

In Canada as of 1948, the hydrochloride of metopon was available only for oral administration for malignant pain and for maintenance of those habituated to morphine; the only dosage form available was singly scored 8 mg tablets. It was manufactured by Parke, Davis, & Co., and was only for sale to doctors and hospitals. Parke, Davis & Co. did not sell metopon to pharmacies.[5] It is unknown whether metopon tablets are still manufactured and sold in Canada.

CAS number 124-92-5 (Metopon hydrochloride)

References

  1. ^ US Patent 2178010
  2. ^ Eddy NB. Pharmacology of Metopon and other new analgesic opium derivatives. Annals of the New York Academy of Sciences. 1948; 51(1):51–58.
  3. ^ McLaughlin JP, Nowak D, Sebastian A, Schultz AG, Archer S, Bidlack JM. Metopon and two unique derivatives: affinity and selectivity for the multiple opioid receptors. European Journal of Pharmacology. 1995 Dec 27;294(1):201-6.
  4. ^ Daniel Lednicer. Central Analgetics. (1982), p145. ISBN 0-471-08314-3
  5. ^ . PMC 1591039. http://www.pubmedcentral.nih.gov/articlerender.fcgi?tool=pmcentrez&artid=1591039. 

See also


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Look at other dictionaries:

  • Metōpon — (gr.), 1) Gesicht; 2) der oberste Theil des Vorderschiffes …   Pierer's Universal-Lexikon

  • metopon — frente Diccionario ilustrado de Términos Médicos.. Alvaro Galiano. 2010 …   Diccionario médico

  • METOPON — locus prope Peram urbem vicinam Constantinopoli, cuius meminlt Nicephorus Arca Spandona Gyllio, l. 2. c. 6 …   Hofmann J. Lexicon universale

  • metopon — metòpōn m <G metopóna> DEFINICIJA farm. opijatni, polusintetski analgetik ETIMOLOGIJA met + v. opijat …   Hrvatski jezični portal

  • metopon — ˈmed.əˌpän noun ( s) Etymology: methyldihydromorphinone : a narcotic drug C18H21NO3 derived from morphine that is usually administered by mouth in the form of its crystalline hydrochloride and that is more effective than morphine in its analgesic …   Useful english dictionary

  • metopon hydrochloride — [met′ə pän΄] n. 〚< met(hyldihydr)o(mor)p(hin)on(e)〛 a narcotic drug, C18H21O3N·HCl, derived from morphine, but slightly more potent: used in medicine to relieve pain * * * …   Universalium

  • metopon hydrochloride — [met′ə pän΄] n. [< met(hyldihydr)o(mor)p(hin)on(e)] a narcotic drug, C18H21O3N·HCl, derived from morphine, but slightly more potent: used in medicine to relieve pain …   English World dictionary

  • metopon — met·o·pon (mĕtʹə pŏn ) n. A narcotic drug, C18H21NO3, derived from morphine and used in the form of its hydrochloride as an analgesic.   [met(hyldihydr)o(mor)p(hin)on(e).] * * * …   Universalium

  • metopon — noun An opiate analogue, a methylated derivative of hydromorphone used as an analgesic …   Wiktionary

  • metopon — Entire preoral area in decapods, including parts of mandibular somite [Moore and McCormick, 1969] …   Crustacea glossary

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