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Isomethadone
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Isomethadone

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Isomethadone
Isomethadone structure.svg
Clinical data
Other names WIN-1783, BW 47-442
ATC code
  • None
Legal status
Legal status
Identifiers
  • (±)-6-(Dimethylamino)-5-methyl-4,4-diphenyl-3-hexanone
CAS Number
  • 466-40-0
    5341-49-1 (HCl)
    26594-41-2 ((R)-form)
    561-10-4 ((S)-form)
    7487-81-2 ((S)-form (HCl))
PubChem CID
ChemSpider
UNII
Chemical and physical data
Formula C21H27NO
Molar mass 309.453 g·mol−1
3D model (JSmol)
  • O=C(CC)C(C1=CC=CC=C1)(C(C)CN(C)C)C2=CC=CC=C2
  • InChI=1S/C21H27NO/c1-5-20(23)21(17(2)16-22(3)4,18-12-8-6-9-13-18)19-14-10-7-11-15-19/h6-15,17H,5,16H2,1-4H3
  • Key:IFKPLJWIEQBPGG-UHFFFAOYSA-N

Isomethadone (INN, BAN; trade nameLiden; also known as isoamidone) is a synthetic opioid analgesic and antitussive related to methadone that was used formerly as a pharmaceutical drug but is now no longer marketed. Isomethadone was used as both an analgesic and antitussive. It binds to and activates both the μ- and δ-opioid receptors, with the (S)-isomer being the more potent of its two enantiomers. Isomethadone is a Schedule II controlled substance in the United States, with an ACSCN of 9226 and a 2014 aggregate manufacturing quota of 5 g. The salts in use are the hydrobromide (HBr, free base conversion ratio 0.793), hydrochloride (HCl, 0.894), and HCl monohydrate (0.850). Isomethadone is also regulated internationally as a Schedule I controlled substance under the United Nations Single Convention on Narcotic Drugs of 1961.

See also



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