Racemorphan

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

Racemorphan
Legal status
Legal status
  • AU: S9 (Prohibited substance)
  • CA: Schedule I
  • DE: Anlage II (Authorized trade only, not prescriptible)
  • UK: Class A
  • US: Schedule II
  • UN: Psychotropic Schedule I
Identifiers
IUPAC name
  • (±)-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)
SMILES
  • CN1CCC23CCCCC2C1Cc4ccc(O)cc34
InChI
  • 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 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. [1] The salts in use are hydrobromide (free base conversion ratio 0.741), hydrochloride (0.876), and tartrate (0.632).

See also

See also

References


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