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metopon

Structure via PubChem · Public domain (PubChem)

EntityQ2667888· pop 11· linked from 823 articles

Metopon (5-methylhydromorphone, CAS number 124-92-5) is an opioid analogue that is a methylated derivative of hydromorphone which was invented in 1929 as an analgesic.

Key facts

Drug.verifiedrevid
451353688
Drug.IUPAC_name
5β-methyl-7,8-dihydromorphin-6-one
Drug.image
Metopon structure.svg
Drug.image_class
skin-invert-image
Drug.width
220px
Drug.image2
Metopon 3D BS.png
Drug.image_class2
bg-transparent
Drug.width2
220px
Drug.legal_AU
S9
Drug.legal_BR
A1
Drug.legal_CA
Schedule I
Drug.legal_US
Schedule II
Drug.legal_DE
Anlage I
Drug.CAS_number
143-52-2
Drug.ATC_prefix
none
Drug.PubChem
5359353
Drug.ChemSpiderID
4514264
Drug.UNII
94XZ1CC69D

via Wikipedia infobox

Chemical data

Formula
C18H21NO3
Molecular weight
299.4 g/mol
IUPAC name
(4R,4aR,7aR,12bS)-9-hydroxy-3,7a-dimethyl-2,4,4a,5,6,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one

via PubChem

Drug data · ChEMBL

Max clinical phase
Phase 2
Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Has part
carbon
Mass
299.152
Show 4 more facts
chemical formula
C₁₈H₂₁NO₃
canonical SMILES
CC12C(=O)CCC3C14CCN(C3CC5=C4C(=C(C=C5)O)O2)C
isomeric SMILES
C[C@]12C(=O)CC[C@@H]3[C@]14CCN([C@@H]3CC5=C4C(=C(C=C5)O)O2)C
Commons category
Metopon
Sources (3)

via Wikidata · CC0

~2 min read

Encyclopedic overview

3 sections
Contents
  • Synthesis
  • See also
  • References

Metopon (5-methylhydromorphone, CAS number 124-92-5) is an opioid analogue that is a methylated derivative of hydromorphone which was invented in 1929 as an analgesic.

Metopon is sometimes used in medicine. Although longer acting than hydromorphone, metopon is less potent and its oral bioavailability is fairly low. Generally, metopon has few advantages to distinguish it from other, more commonly used opioid analgesics, although it does have a slightly lower tendency to produce nausea and respiratory depression compared to morphine.

Excerpted from Wikipedia’s “metopon” article, available under the CC BY-SA 4.0 licence.

Gallery (2)