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Mu-opioid receptor agonists
Noracymethadol
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Noracymethadol

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Noracymethadol
Noracymethadol.svg
Clinical data
ATC code
  • None
Legal status
Legal status
Identifiers
  • 6-(Methylamino)-4,4-diphenyl-3-heptanyl acetate
CAS Number
PubChem CID
ChemSpider
UNII
ECHA InfoCard 100.014.571
Chemical and physical data
Formula C22H29NO2
Molar mass 339.479 g·mol−1
3D model (JSmol)
  • O=C(OC(C(c1ccccc1)(c2ccccc2)CC(NC)C)CC)C
  • InChI=1S/C22H29NO2/c1-5-21(25-18(3)24)22(16-17(2)23-4,19-12-8-6-9-13-19)20-14-10-7-11-15-20/h6-15,17,21,23H,5,16H2,1-4H3
  • Key:VWCUGCYZZGRKEE-UHFFFAOYSA-N

Noracymethadol (INN) is a synthetic opioid analgesic related to methadone that was never marketed. In a clinical trial of postpartum patients it was reported to produce analgesia comparable to that of morphine but with less nausea, dizziness, and drowsiness. Other side effects included salivation, ataxia, and respiratory depression that was reversible by naloxone. Similarly to many of its analogues, noracymethadol is a Schedule I controlled substance in the United States with an ACSCN of 9633 and 2013 annual manufacturing quota of 12 grammes. and is also controlled internationally under the United Nations Single Convention on Narcotic Drugs of 1961. The salts known are the gluconate (free base conversion ratio 0.633) and hydrochloride (0.903).

Noracymethadol is an acetyl ester of methadol and it can be said with some precision that it is either the heroin or 6-monoacetylmorphine analogue of methadol, and being a methadol it exhibits optical isomerism. The other methadols (acetylmethadol, methadol &c) have at least four optical isomers (see Orlaam).

See also


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