17465-36-0Relevant articles and documents
Synthesis of ketamine from a nontoxic procedure: a new and efficient route
Fareghi-Alamdari, Reza,Momeni-Fard, Behnaz,Zekri, Negar
, (2020/10/02)
Abstract: Ketamine [2-(2-chlorophenyl)-2-methylamino-cyclohexan-1-one]has been used in both veterinary and human medicine. In this research, a new and efficient protocol has been developed for the synthesis of ketamine, by using hydroxy ketone intermediate.Synthesis of this drug has been done in five steps. At first, the cyclohexanone was made to react with 2-chlorophenyl magnesium bromide reagent followed by dehydration in the presence of an acidic ionic liquid, 1-methyl-3-[2-(dimethyl-4-sulfobutyl-ammonium) ethane] imidazolium hydrogen sulfate to obtain 1-(2-chlorophenyl)-cyclohexene. The oxidation of the synthesized alkene by potassium permanganate gave corresponding hydroxy ketone intermediate. The imination of this intermediate by methyl amine and finally the rearrangement of the obtained imine at elevated temperature resulted in the synthesis of ketamine. All of the intermediates and the product were characterized by 1H-NMR and IR spectroscopies. No need to use toxic bromine (which is used in most of the reported procedures for the synthesis of ketamine), high reaction yields and use of commercially available and safe materials and no need to use corrosive acids in the dehydration step are some of the advantages of this procedure over the common reported ones for the snthesis of ketamine. Graphic abstract: An efficient five-step protocol for the synthesis of ketamine was developed. Cyclohexanone reacted with 2-chlorophenyl magnesium bromide, followed by dehydration with acidic ionic liquid. Oxidation of the alkene gave corresponding hydroxy ketone intermediate.The imination of this intermediate and rearrangement of the obtained imine finally produced ketamine.[Figure not available: see fulltext.]
SOLID ORAL DOSAGE FORMS OF 2R,6R-HYDROXYNORKETAMINE OR DERIVATIVES THEREOF
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Page/Page column 38, (2018/01/17)
This invention relates to solid oral dosage forms of 2R,6R-hydroxynorketamine or prodrugs thereof having Formula Ib, including any pharmaceutically acceptable salt of the foregoing, for use in a therapeutic method for the treatment of a depressive disorder in a patient.
Selective one-pot carbon-carbon bond formation by catalytic boronation of unactivated cycloalkenes and subsequent coupling
Olsson, Vilhelm J.,Szabo, Kalman J.
, p. 6891 - 6893 (2008/09/17)
(Chemical Equation Presented) Two channels: Cycloalkenes can be selectively functionalized by iridium-catalyzed boronation followed by Suzuki coupling with an aryl iodide or reaction with an aldehyde. The selectivity for allylic and vinylic functionalization can be controlled by a slight change of the reaction conditions. DBU = 1,8-diazabicyclo-[5.4.0]undec-7-ene, pin = pinacol.