Methadone
Chemistry
- 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 this area mixture CID 4095
- Levomethadone CID 22267
- (+)-Methadone CID 643985
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.
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