Racemorphan

Not to be confused with racemethorphan or morphan.
Racemorphan
Legal status
Legal status
Identifiers
  • (±)-17-Methylmorphinan-3-ol
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
ECHA InfoCard100.005.499
Chemical and physical data
FormulaC17H23NO
Molar mass257.377 g·mol−1
3D model (JSmol)
  • CN1CCC23CCCCC2C1Cc4ccc(O)cc34
  • InChI=1S/C17H23NO/c1-18-9-8-17-7-3-2-4-14(17)16(18)10-12-5-6-13(19)11-15(12)17/h5-6,11,14,16,19H,2-4,7-10H2,1H3
  • Key:JAQUASYNZVUNQP-UHFFFAOYSA-N

Racemorphan, or morphanol, is the racemic mixture of the two stereoisomers of 17-methylmorphinan-3-ol, each with differing pharmacology and effects:

Its analgesic activity is intermediate between Dextrorphan and Levorphanol.[2]

Racemorphan itself is under international control per the Single Convention on Narcotic Drugs 1961 and is therefore listed as a Schedule II Narcotic controlled substance in the US Controlled Substances Act 1970; it has an ACSCN of 9733 and in 2014 it had an aggregate annual manufacturing quota of zero. [3] The salts in use are hydrobromide (free base conversion ratio 0.741), hydrochloride (0.876), and tartrate (0.632).

See also

References

  1. ^ Anvisa (2023-03-31). "RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 2023-04-04). Archived from the original on 2023-08-03. Retrieved 2023-08-16.
  2. ^ Benson WM, Stefko PL, Randall LO (October 1953). "Comparative pharmacology of levorphan, racemorphan and dextrorphan and related methyl ethers". The Journal of Pharmacology and Experimental Therapeutics. 109 (2): 189–200. doi:10.1016/S0022-3565(25)05255-3. PMID 13097351.
  3. ^ "Conversion Factors for Controlled Substances". www.deadiversion.usdoj.gov. Archived from the original on 2016-03-02. Retrieved 2016-02-27.


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