Noracymethadol

From Wikipedia, the free encyclopedia
Jump to: navigation, search
Noracymethadol
Noracymethadol.svg
Systematic (IUPAC) name
6-(Methylamino)-4,4-diphenyl-3-heptanyl acetate
Legal status
Legal status
Identifiers
CAS Number 1477-39-0
5633-25-0 (hydrochloride)
7645-01-4 (gluconate)
ATC code None
PubChem CID 15129
ChemSpider 14400
UNII KU5U13XY7J YesY
Chemical data
Formula C22H29NO2
Molar mass 339.471 g/mol

Noracymethadol (INN) is a synthetic opioid analgesic related to methadone that was never marketed.[1] 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.[2][3] Other side effects included salivation, ataxia, and respiratory depression that was reversible by naloxone.[2][3] 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. [4] and is also controlled internationally under the United Nations Single Convention on Narcotic Drugs of 1961.[5] 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 precison 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[edit]

References[edit]

  1. ^ F.. Macdonald. Dictionary of Pharmacological Agents. CRC Press. p. 1447. ISBN 978-0-412-46630-4. Retrieved 11 May 2012. 
  2. ^ a b GRUBER CM, BAPTISTI A (1963). "Estimating the acceptability of morphine and noracymethadol in postpartum patients". Clinical Pharmacology and Therapeutics. 4: 172–81. PMID 13950878. 
  3. ^ a b Lister RE (June 1966). "The toxicity of some of the newer narcotic analgesics". The Journal of Pharmacy and Pharmacology. 18 (6): 364–83. doi:10.1111/j.2042-7158.1966.tb07890.x. PMID 4381372. 
  4. ^ "Controlled Substances in Schedule I". Drug Enforcement Administration - Office of Diversion Control. Retrieved 2012-05-11. 
  5. ^ Thomas Nordegren (1 March 2002). The A-Z Encyclopedia of Alcohol and Drug Abuse. Universal-Publishers. p. 468. ISBN 978-1-58112-404-0. Retrieved 11 May 2012.