79499-60-8

Usage

Uses

Used in Pharmaceutical Industry:
2-Bromo-6-amino-6-(2-chlorophenyl)cyclohexanone hydrobromide is used as an isotope-labeled intermediate for the synthesis of Ketamine metabolites. This application is significant in the development and understanding of the metabolic pathways of Ketamine, a widely used anesthetic and analgesic drug. The isotope labeling allows for the tracking and analysis of the compound's behavior within biological systems, which can be instrumental in optimizing drug formulations and studying the drug's effects on the body.
Additionally, the compound may also be utilized in research settings to investigate the mechanisms of action, metabolism, and potential side effects of Ketamine and its derivatives. This can contribute to the advancement of pharmaceutical knowledge and the development of safer and more effective medications.

Upstream product

• 79499-57-3 (±)-1-((2-chlorophenyl)(imino)methyl)cyclopentan-1-ol 
• 79499-58-4 1-<(2-Chlorophenyl)iminomethyl>cyclopentanol hydrochloride 
• 6740-86-9 (1-Bromocyclopentyl)(2-chlorophenyl)methanone 
• 35211-10-0 norketamine 

Relevant academic research and scientific papers

HYDROXYNORKETAMINE DERIVATIVES FOR THE TREATMENT OF CNS DISORDERS

Chemical entities of Formula (I): Including enantiomers thereof, wherein R1 has any of the values described herein, and compositions comprising such chemical entities; their preparation; and their use in various methods, including the treatment of depression, pain, cognitive disorders, neurodegenerative disorders, and other neurological and peripheral disorders.

COMPOUNDS FOR THERAPEUTIC USE

Chemical entities of Formula (I): Including enantiomers thereof, wherein R1 has any of the values described herein, and compositions comprising such chemical entities; their preparation; and their use in various methods, including the treatment of depression, pain, cognitive disorders, neurodegenerative disorders, and other neurological and peripheral disorders.

Synthesis of Ketamine Metabolites I and II and Some Anomalous Reactions of 6-Bromoketamine

Two metabolites of the drug ketamine, 2-(2-chlorophenyl)-2-(methylamino)cyclohexanone hydrochloride (1), have been synthesized.They are the N-demethyl compound, metabolite I (13), and the N-demethyl-5,6-dehydro analogue, metabolite II (15).Three bromo ketone derived from ketamine have also been synthesized and their realtive configuration assigned.In addition, attempted dehydrohalogenation of axial 2-bromoketamine (2a) with sodium amide in liquid ammonia has produced a novel entry into the 6-azabicycloheptane ring system.The structure of the rearrangement product (3) has been confirmed by unequivocal synthesis.Other unusual reactions include the reduction of an N-alkylazetidinone to an N-alkylazetidine and an acid-catalyzed N-alkyl cleavage of a β-lactam.