Methoxyketamine
Names
IUPAC name
2-(2-Methoxyphenyl)-2-(methylamino)cyclohexanone
Identifiers
7063-51-6 Y 6728-62-7 (HCl ) Y
ChemSpider
UNII
U4I8JIS24N Y 2OVB5UO35R (HCl ) Y
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
Properties
C 14 H 19 N O 2
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).
Chemical compound
Methoxyketamine or 2-MeO-2-deschloroketamine is a designer drug of the arylcyclohexylamine class first reported in 1963.[1] 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.[2] 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.
See also
References
^ BE 634208, Stevens, Calvin L., "Amino ketones", published 1963
^ Stevens, Calvin L.; Thuillier, Andre; Taylor, K. Grant; Daniher, Francis A.; Dickerson, James P.; Hanson, Harry T.; Nielsen, Norman A.; Tikotkar, N. A.; Weier, Richard M. (1966). "Amino Ketone Rearrangements. VII.1 Synthesis of 2-Methylamino-2-Substituted Phenylcyclohexanones". The Journal of Organic Chemistry . 31 (8): 2601. doi :10.1021/jo01346a034.
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