CH₃CH₃

Methadone

Chemistry

50 atoms · Conformer computed and published by PubChem.
Formula
C21H27NO
Molar mass
309.4 g/mol
IUPAC name
6-(dimethylamino)-4,4-diphenylheptan-3-one
InChIKey
USSIQXCVUWKGNF-UHFFFAOYSA-N

Chemistry from PubChem CID 4095.

Also known as

  • dl-Methadone
  • Diaminon
  • Phenadone
  • Dolophin
  • Heptadone
  • Ketalgin
  • Methadon
  • Adanon

Stereoisomers

2 distinct stereoisomers are registered for this structure. This area's record is the racemate — the mixture, which is normally the form encountered.

Methadone is prescribed almost everywhere as the racemate, but the opioid activity is nearly all in one half: levomethadone, the (R)-enantiomer, is the μ-agonist. (S)-methadone contributes little μ activity, though it is the enantiomer more associated with the QT-interval effect that makes methadone interact badly with other QT-prolonging drugs. Levomethadone is dispensed as a single enantiomer in some countries, notably Germany.

Photographs

packaging Two French single-dose amber bottles of methadone hydrochloride oral syrup (AP-HP, 7.5 mL and 15 mL sizes), each carrying the orange Stupéfiant narcotic band on the label.
Two French single-dose amber bottles of methadone hydrochloride oral syrup (AP-HP, 7.5 mL and 15 mL sizes), each carrying the orange Stupéfiant narcotic band on the label.
Original uploader was Raziel at fr.wikipedia ·CC BY-SA
reference Rear view of a GG&GD methadone bus newly put into service in Amsterdam. The municipal health service's buses dispensed daily methadone doses at fixed stops across the city — the model for low-threshold maintenance treatment.
Rear view of a GG&GD methadone bus newly put into service in Amsterdam. The municipal health service's buses dispensed daily methadone doses at fixed stops across the city — the model for low-threshold maintenance treatment.
Rob Croes ·CC0
General Open discussion — anything that fits nowhere narrower. 1 post · active 26d ago Legal Scheduling status, pending actions, and where the law actually stands. no posts yet Dosage Dose ranges by route, and the margins between them. no posts yet Experiences First-hand reports — set, setting, and what actually happened. no posts yet Chemistry Structure, synthesis, and analytical chemistry. no posts yet Interactions Combination risks — what must not be mixed, and why. no posts yet Addiction Help Dependence, withdrawal, and where to find real help. no posts yet
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