6740-66-5

Basic information

• Product Name: Methanone, (1-bromocyclopentyl)phenyl-
• CAS NO: 6740-66-5
• Molecular Formula: C12H13BrO
• Molecular Weight: 253.139
• Mol File: 6740-66-5.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: Methanone, (1-bromocyclopentyl)phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Methanone, (1-bromocyclopentyl)phenyl-(6740-66-5)
• EPA Substance Registry System: Methanone, (1-bromocyclopentyl)phenyl-(6740-66-5)

Safety Data

• Hazardous Substances Data: 6740-66-5(Hazardous Substances Data)

Upstream product

• 5422-88-8 phenyl cyclopentyl ketone 
• 110480-94-9 cyclopentylphenylmethanol 
• 100-47-0 benzonitrile 

Downstream Products

• 35099-67-3 1-(2-phenyl-oxazolidin-2-yl)-cyclopentanol 
• 35099-68-4 2-(2-Hydroxyaethylamino)-2-phenylcyclohexanon 
• 21573-70-6 (cyclopent-1-en-1-yl)(phenyl)methanone 
• 948565-98-8 S-(1-Benzoylcyclopentyl) 6α,9α-difluoro-11β-hydroxy-16α-methyl-3-oxo-17α-propionyloxyandrosta-1,4-diene-17β-carbothioate 
• 1427182-73-7 2-phenyl-2-(phenylethynyl)-1-oxaspiro[2.4]heptane 
• 1427182-75-9 2-((4-methoxyphenyl)ethynyl)-2-phenyl-1-oxaspiro[2.4]heptane 
• 1427182-83-9 trimethyl((2-phenyl-1-oxaspiro[2.4]heptan-2-yl)ethynyl)silane 
• 1427182-77-1 2-(hex-1-yn-1-yl)-2-phenyl-1-oxaspiro[2.4]heptane 
• 1427182-79-3 2-(dec-1-yn-1-yl)-2-phenyl-1-oxaspiro[2.4]heptane 
• 1427182-81-7 2-(cyclopropylethynyl)-2-phenyl-1-oxaspiro[2.4]heptane 
• 1427182-74-8 2-phenyl-2-(phenylethynyl)cyclohexanone 
• 1427182-91-9 1-(1-methoxy-1,3-diphenylprop-2-yn-1-yl)cyclopentanol 
• 1427182-76-0 2-((4-methoxyphenyl)ethynyl)-2-phenylcyclohexanone 
• 1427182-84-0 2-phenyl-2-((trimethylsilyl)ethynyl)cyclohexanone 

Relevant articles and documents

ARYLCYCLOHEXYLAMINE DERIVATIVES AND THEIR USE IN THE TREATMENT OF PSYCHIATRIC DISORDERS

Provided herein are arylcyclohexylamine derivatives and their use in the treatment of psychiatric disorders.

Catalytic Asymmetric Acyloin Rearrangements of α-Ketols, α-Hydroxy Aldehydes, and α-Iminols by N, N′-Dioxide-Metal Complexes

A highly enantioselective acyloin rearrangement of cyclic α-ketols has been developed with a chiral Al(III)-N,N′-dioxide complex as catalyst. This strategy provided an array of optically active 2-acyl-2-hydroxy cyclohexanones in moderate to good yields with high enantioselectivities. The asymmetric isomerizations of acyclic α-hydroxy aldehydes and α-iminols were achieved as well under modified conditions, affording the corresponding chiral α-hydroxy ketones and α-amino ketones in moderate results. Moreover, further transformations of product to enantioenriched diols were carried out.

Synthesis, absolute configuration and in vitro cytotoxicity of deschloroketamine enantiomers: rediscovered and abused dissociative anaesthetic

In this study, we aim to determine differences in cytotoxicity of racemic deschloroketamine and its enantiomers. The synthesized racemate of this recently rediscovered and abused dissociative anaesthetic was resolved by chiral HPLC and the absolute configuration of the enantiomers was assigned using a combination of circular dichroism methods and single-crystal X-ray. Not only the absolute configuration, but also the most preferred conformers present in the crystal were successfully determined by electron and vibrational circular dichroism supported by ab initio calculations, and confirmed by X-ray. The in vitro cytotoxicity of racemic deschloroketamine and its enantiomers was determined for nine different types of cell lines. Generally, (S)-deschloroketamine exhibited higher cytotoxicity in the majority of cases. For human embryonic kidney cells (HEK 293T), the (S)-enantiomer reached the IC50 below 1 mM concentration and, in consequence, proved to be twice as potent as the (R)-enantiomer. On the other hand, live-cell fluorescence microscopy imaging at sub-IC50 concentrations provided evidence for only a minor effect of deschloroketamine racemate and enantiomers on endoplasmic reticulum stress and mitochondria morphology in neuroblastoma cells SH-SY5Y.