May 1, 2002 · Synthesis and anticonvulsant activity of 1-phenylcyclohexylamine analogs Andrew Thurkauf , Brian De Costa , Shunichi Yamaguchi , Mariena V. Mattson , Arthur E. Jacobson , Kenner C. Rice , and Michael A. Rogawski
1-Phenylcyclohexylamine | C12H17N | CID 31862 - structure, chemical names, physical and chemical properties, classification, patents, literature, biological ...
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Synthesis (Chemical) Chemistry 100%. Phencyclidine Chemistry 100%. 1-(1-phenylcyclohexyl)piperidine Chemistry 50%. Cyano Group Chemistry 50%. Central Depressant Agent ...
- V.H. Maddox, E.F. Godefroi, R.F. Parcell
- of Medicinal Chemistry
- 1965
- English
- Introduction
- Results and Discussion
- Conclusions
- Experimental
- Acknowledgements
Chiral amines are a privileged functional group, ubiquitous in natural products, pharmaceuticals, agrochemicals and fine chemicals.1 Consequently, the discovery and development of more efficient ways to synthesise chiral amines continues to be a major research topic in synthetic chemistry. In this context, biocatalysis offers an alternative to conv...
The two target enzymes in this study, NfRedAm from Neosartorya fumigatus and NfisRedAm from Neosartorya fischeri, each displayed excellent levels of expression in E. coli BL21(DE3). The initial report, suggesting that these enzymes may display some activity for the reduction of the imine resulting from the ambient reaction of acetophenone and ammon...
The activity of two enzymes from the fungal reductive aminase (RedAm) clade, NfRedAm and NfisRedAm, has been characterised. While they possess a similar substrate scope to previously described RedAms in the reductive amination with primary amines, their ability to enable the reductive amination of ketones using ammonia was found to be much higher. ...
Gene expression and protein purification
The plasmids containing the genes for target enzymes were used to transform E. coli BL21(DE3) competent cells for gene expression. Pre-cultures were grown in LB-medium (5 mL) containing 30 μg mL−1 kanamycin for 18 h at 37 °C with shaking at 180 rpm. 0.6 L volume cultures were inoculated with the pre-culture (6 mL) and incubated at 37 °C, with shaking at 180 rpm until an OD600 of 0.6–0.8 was reached. Gene expression was induced by addition of IPTG (1 mM) and shaking was continued overnight at...
RedAm-catalysed bio-reductive amination
A 500 μL reaction mixture contained 20 mM d-glucose, 0.5 mg mL−1 GDH (Codexis, CDX-901), 0.5 mM NADP+, 1 mg mL−1 purified RedAm, 10 mM ketone, in 1 M NH4Cl pH 9 NaPi buffer adjusted and 2% v/v DMSO. Reactions were incubated at 30 °C with 250 rpm shaking for 24 h, after which they were quenched by the addition of 30 μL of 10 M NaOH and extracted twice with 500 μL tert-butyl methyl ether. The organic fractions were combined and dried over anhydrous MgSO4and analysed by HPLC or GC-FID on a chira...
J. M.-S. and M. S. were funded by grant BB/M006832/1 from the UK Biotechnology and Biological Sciences Research Council. N. J. T. is grateful to the ERC for the award of an Advanced Grant (Grant number 742987). S. C. C. would like to acknowledge the EPSRC UK Catalysis Hub for funding. We also thank Dr James Galman from the Manchester Institute of B...
- Juan Mangas-Sanchez, Mahima Sharma, Sebastian C. Cosgrove, Jeremy I. Ramsden, James R. Marshall, Tho...
- 2020
May 1, 1990 · Synthesis, radiosynthesis, and biological evaluation of fluorinated thienylcyclohexyl piperidine derivatives as potential radiotracers for the NMDA receptor-linked calcium ionophore. Nuclear Medicine and Biology 1996, 23 (3) , 315-324.
- Andrew Thurkauf, Brian De Costa, Shun Ichi Yamaguchi, Mariena V. Mattson, Arthur E. Jacobson, Kenner...
- 1990
An alternative route of synthesis consisted in allylation of 11 to tertiary amino nitriles 13 and 14 that with phenyl- magnesium bromide produced 5 and 6. The N-monoallyl- and N,N-diallyl-1-phenylcyclohexylamine (4 and 7, re- spectively) were prepared by allylation of l-phenylcyclo- hexylamine ( l).5p6 Pharmacology.
History Phencyclidine (PCP) is believed to be the first arylcyclohexylamine with recognized anesthetic properties, but several arylcyclohexylamines were described before PCP in the scientific literature, beginning with PCA (1-phenylcyclohexan-1-amine) the synthesis of which was first published in 1907.
Synthesis of PCP from PCA via 1-phenylcyclohexanol (PCOH) The PCOH starting material can be purchased or prepared by reaction of phenyllithium or phenyl grignard with cyclohexanone. This alcohol is then be transformed into the amine by reaction with sodium azide (~90% yield) followed by reduction.
Thirty-eight analogues of 1-phenylcyclohexylamine (PCA), a phencyclidine (PCP) derivative, were examined for their activities in the mouse maximal electroshock (MES) seizure test and in a motor-toxicity assay.
Abstract. Impurities found in the two principal methods of the manufacture of N -ethyl-1-phenylcyclohexylamine (cyclohexamine, PCE) are identified. Identification of N -ethylcyclohexanecarbonitrile allows the forensic science analyst to determine the specific synthesis route.
May 12, 2023 · All chemical changes within the organism—either the degradation of substances, generally to gain necessary energy, or the buildup of complex molecules necessary for life processes—are collectively called metabolism.
used as intermediates for the synthesis of biologically active compounds in a variety of applications including agricultural and rubber chemicals, dyes, surfactants and
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