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CHEBI:74274 - dextromoramide

ChEBI IDCHEBI:74274
ChEBI Namedextromoramide
Stars
DefinitionAn N-acylpyrrolidine arising by formal condensation of pyrrolidine with (3S)-3-methyl-4-(morpholin-4-yl)-2,2-diphenylbutanoic acid. An opioid analgesic that is structurally related to methadone, it is more poweful than morphine but shorter acting. It has been used (particularly as the hydrogen tartrate salt) for the treatment of severe pain, but was discontinued in the UK in 2004.
Last Modified22 February 2017
SubmitterGareth Owen
DownloadsMolfile
FormulaC25H32N2O2
Net Charge0
Average Mass392.543
Monoisotopic Mass392.24638
SMILESC[C@H](CN1CCOCC1)C(C(=O)N1CCCC1)(c1ccccc1)c1ccccc1
InChIInChI=1S/C25H32N2O2/c1-21(20-26-16-18-29-19-17-26)25(22-10-4-2-5-11-22,23-12-6-3-7-13-23)24(28)27-14-8-9-15-27/h2-7,10-13,21H,8-9,14-20H2,1H3/t21-/m1/s1
InChIKeyINUNXTSAACVKJS-OAQYLSRUSA-N
Roles Classification
Biological Role:
opioid analgesic  A narcotic or opioid substance, synthetic or semisynthetic agent producing profound analgesia, drowsiness, and changes in mood.
Application:
opioid analgesic  A narcotic or opioid substance, synthetic or semisynthetic agent producing profound analgesia, drowsiness, and changes in mood.
ChEBI Ontology
Outgoing Relation(s)
dextromoramide (CHEBI:74274) has role opioid analgesic (CHEBI:35482)
dextromoramide (CHEBI:74274) is a N-acylpyrrolidine (CHEBI:46766)
dextromoramide (CHEBI:74274) is a morpholines (CHEBI:38785)
IUPAC Name 
(3S)-3-methyl-4-(morpholin-4-yl)-2,2-diphenyl-1-(pyrrolidin-1-yl)butan-1-one
INNs  Source
dextromoramidaChemIDplus
dextromoramideChemIDplus
dextromoramideWHO MedNet
dextromoramidumChemIDplus
Synonyms  Source
SKF-5137ChEBI
(+)-3-methyl-4-morpholino-2,2-diphenyl-1-(pyrrolidin-1-yl)butanoneChEBI
(+)-2,2-diphenyl-3-methyl-4-morpholinobutyrylpyrrolidineChemIDplus
SKF 5137ChemIDplus
palphiumChEBI
palfiumChEBI
Manual XrefsDatabases
GB822055Patent
D07287KEGG DRUG
DB01529DrugBank
843DrugCentral
Registry NumbersSources
Reaxys:96553Reaxys
CAS:357-56-2ChemIDplus
CAS:357-56-2NIST Chemistry WebBook
Citations