Dimepheptanol

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Dimepheptanol
Dimepheptanol.svg
Systematic (IUPAC) name
(±)-6-dimethylamino-4,4-diphenylheptan-3-ol
Clinical data
Legal status Prohibited (S9) (AU) Schedule I (US)
Identifiers
CAS number 545-90-4
ATC code None
UNII NNB4I01PA7 YesY
ChEMBL CHEMBL368591
Chemical data
Formula C21H29NO 
Mol. mass 311.46 g/mol
 YesY (what is this?)  (verify)

Dimepheptanol (INN; Amidol, Pangerin), also known as methadol or racemethadol, is a synthetic opioid analgesic related to methadone. It has similar effects to other opioids, including analgesia, sedation and euphoria, as well as side effects like itching, nausea and respiratory depression.

Dimepheptanol is a mixture of two isomers, alphamethadol (α-methadol) and betamethadol (β-methadol).[1] These are also available separately, and this drug has three separate entries in many national and international lists of illegal drugs, which refer to the racemic mixture dimepheptanol, and the two optical isomers.[1] Each of these isomers is itself a mixture of two isomers, and so there are in fact four isomers of dimepheptanol in total; L-α-methadol, D-α-methadol, L-β-methadol and D-β-methadol.[1]

Methadol isomers.svg

The isomer L-α-methadol is the active metabolite of the long-acting opioid substitute drug levomethadyl acetate (LAAM), and has been used much more widely than β-methadol or the racemic mixture of dimepheptanol.

Both in US Controlled Substances Act 1970 Schedule I, the two isomers both have annual manufacturing quotas of 2 grammes and the ACSCNs of 9605 for alphamethadol and 9609 for betamethadol.

See also[edit]

References[edit]

  1. ^ a b c United Nations Office on Drugs and Crime (2006). Dictionnaire Multilingue Des Stupéfiants Et Des Substances Psychotropes Placés Sous Contrôle International. United Nations Publications. p. 103. ISBN 978-92-1-048117-5. Retrieved 15 May 2012.