Chemistry:Dextromethadone

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Dextromethadone
Dextromethadone.svg
Clinical data
Other namesd-Methadone; 6S-Methadone; (+)-Methadone
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
ChEBI
Chemical and physical data
FormulaC21H27NO
Molar mass309.453 g·mol−1
3D model (JSmol)

Dextromethadone (developmental code name REL-1017) is the (S)-enantiomer of methadone. It acts as an N-methyl-D-aspartate receptor (NMDAR) antagonist.[1] Unlike levomethadone, it has low affinity for opioid receptors and lacks significant respiratory depressant action and abuse liability.[2][3] Dextromethadone is under development for the treatment of major depressive disorder.[4] There is an asymmetric synthesis available to prepare both dextromethadone (S-(+)-methadone) and levomethadone (R-(−)-methadone).[5][6]

References

  1. Cite error: Invalid <ref> tag; no text was provided for refs named pmid9058409
  2. "METHADONE". Drug Enforcement Agency. https://www.deadiversion.usdoj.gov/drug_chem_info/methadone/methadone.pdf#search=methadone. 
  3. Cite error: Invalid <ref> tag; no text was provided for refs named pmid7562497
  4. https://adisinsight.springer.com/drugs/800038927
  5. "Synthesis of optically active methadones, LAAM and bufuralol by lipase-catalysed acylations". Tetrahedron: Asymmetry 14 (5): 567–576. March 2003. doi:10.1016/S0957-4166(03)00019-3. 
  6. US patent 6143933