Methoxyketamine

Methoxyketamine or 2-MeO-2-deschloroketamine is a designer drug of the arylcyclohexylamine class first reported in 1963. It is an analog of ketamine in which the chlorine atom has been replaced with a methoxy group. Its synthesis by rearrangement of an amino ketone has been reported. As an arylcyclohexylamine, methoxyketamine most likely functions as an NMDA receptor antagonist. It produces sedative, hallucinogenic, and (at high doses) anesthetic effects, but with a lower potency than ketamine itself.

Methoxyketamine
Names
IUPAC name
2-(2-Methoxyphenyl)-2-(methylamino)cyclohexanone
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/C14H19NO2/c1-15-14(10-6-5-9-13(14)16)11-7-3-4-8-12(11)17-2/h3-4,7-8,15H,5-6,9-10H2,1-2H3
    Key: OYAUVHORXFUVAJ-UHFFFAOYSA-N
  • InChI=1/C14H19NO2/c1-15-14(10-6-5-9-13(14)16)11-7-3-4-8-12(11)17-2/h3-4,7-8,15H,5-6,9-10H2,1-2H3
    Key: OYAUVHORXFUVAJ-UHFFFAOYAM
  • CNC1(CCCCC1=O)c2ccccc2OC
Properties
C14H19NO2
Molar mass 233.311 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
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