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dextromethadone

CHEBI:CHEBI_167308

Definition

A 6-(dimethylamino)-4,4-diphenylheptan-3-one that has (S)-configuration. It is the less active enantiomer of methadone and has very little activity on opioid receptors and mainly responsible for the inhibition of hERG K+ channels and thus for cardiac toxicity. The drug is currently under clinical development for the treatment of major depressive disorder.

Chemical Information

Molecular Formula
C21H27NO
Molecular Mass
309.453
Charge
0
SMILES
CCC(=O)C(C[C@H](C)N(C)C)(C1=CC=CC=C1)C1=CC=CC=C1
InChI
InChI=1S/C21H27NO/c1-5-20(23)21(16-17(2)22(3)4,18-12-8-6-9-13-18)19-14-10-7-11-15-19/h6-15,17H,5,16H2,1-4H3/t17-/m0/s1
InChIKey
USSIQXCVUWKGNF-KRWDZBQOSA-N

Alternative Names

  • (+)-(S)-6-(dimethylamino)-4,4-diphenyl-3-heptanone
  • (+)-methadone
  • (6S)-6-(dimethylamino)-4,4-diphenylheptan-3-one
  • (6S)-methadone
  • (S)-(+)-methadone
  • (S)-6-(dimethylamino)-4,4-diphenyl-3-heptanone
  • (S)-methadone
  • d-6-(dimethylamino)-4,4-diphenyl-3-heptanone
  • d-methadone
  • REL-1017
  • S-(+)-methadone
  • S-methadone

Drug Classification

Important Medical Information

⚕️ This information is sourced from ChEBI (Chemical Entities of Biological Interest) database and is intended for educational purposes only.

  • Always consult with a healthcare professional before starting, stopping, or modifying any medication.
  • Side effects may vary and this list may not be comprehensive.
  • Drug interactions may occur with other medications.

Additional Identifiers

oboInOwl#hasDbXref
Wikipedia:Dextromethadone
core#notation
CHEBI:167308

Additional References

Wikipedia:Dextromethadone

🔍 Click on any linked disease name to learn more about the conditions this medication is used to treat, or explore related drug classifications for more information about similar medications.

Additional Attributes

BFO_0000051
http://purl.obolibrary.org/obo/CHEBI_6807
chebi#is_enantiomer_of
http://purl.obolibrary.org/obo/CHEBI_136003
owl#someValuesFrom
t272876
owl#annotatedSource
t127071
oboInOwl#hasOBONamespace
chebi_ontology
oboInOwl#hasDbXref
Wikipedia:Dextromethadone
oboInOwl#id
CHEBI:167308
core#notation
CHEBI:167308
oboInOwl#inSubset
http://purl.obolibrary.org/obo/chebi#3_STAR
RO_0000087
http://purl.obolibrary.org/obo/CHEBI_35482
22-rdf-syntax-ns#type
http://www.w3.org/2002/07/owl#Class