23184-97-6Relevant academic research and scientific papers
Structural spectroscopic study of enantiomerically pure synthetic cathinones and their major metabolites
Spálovská, Dita,Pa?kan, Martin,Jurásek, Bronislav,Kucha?, Martin,Kohout, Michal,Setni?ka, Vladimír
, p. 850 - 860 (2021/01/25)
New psychoactive substances (NPSs) have become a popular alternative to illicit drugs of abuse. However, to determine their metabolic pathways in the human organism, a detailed knowledge of their structure is crucial. Here, we present a comprehensive spectroscopic structural study of synthetic cathinones (clephedrone, flephedrone, and brephedrone) and their major human metabolites, desmethyl derivatives. Chiral high-performance liquid chromatography was utilized to obtain the individual enantiomers of the parent synthetic cathinones and their assumed major metabolites synthesized de novo. The developed chromatographic method made it possible to obtain the target optically pure substances on a multimilligram scale. Electronic and vibrational circular dichroism, combined with infrared and ultraviolet spectroscopy and supported by DFT calculations, were used to determine their absolute configuration and the chiroptical methods to elucidate their molecular structure in detail. Two stable conformers of each substance were found in aqueous solution. Their relative abundances were estimated based on the Boltzmann distribution and the population weighted spectra were obtained. Very good agreement was achieved between the experimental and simulated spectra, enabling the 3D structures of the studied substances to be determined in aqueous solution. This journal is
Synthetic method of important intermediate of hexythiazox
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Paragraph 0016-0020, (2020/12/08)
The invention discloses a synthetic method of an important intermediate of hexythiazox. The synthetic route comprises acyl chlorination reaction, Friedel-Crafts acylation reaction, amination reactionand refining process. The method of the invention has the advantages of low cost, high content and high yield; and according to the present invention, lactic acid is utilized through acyl chlorination, Friedel-Crafts acylation and amination to prepare 2-amino-1-(p-chlorophenyl) acetone hydrochloride, lactic acid is cheap and easy to obtain as a reaction raw material, and during the preparation process, the crude product of 2-amino-1-(p-chlorophenyl) acetone hydrochloride is purified by alkaline hydrolysis and acidification, with high content and high final yield.
Preparation method of efficient and low-toxicity acaricide hexythiazox
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, (2018/10/19)
The invention discloses a preparation method of efficient and low-toxicity acaricide hexythiazox. Performing cyclization reaction on 2-amino-1-(4-chlorphenyl) propyl sulfate hydrochloride and carbon disulfide in a reaction flask under the normal-pressures
Hexythiazox and preparation method thereof
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, (2017/08/24)
The invention discloses hexythiazox and a preparation method thereof. The method includes: taking chloropropiophenone as a starting material to react with n-butyl nitrite in a mass ratio of 70:47 to generate ketoxime; performing hydrogenation reduction to
OXADIAZOLE- AND OXAZOLE-SUBSTITUTED BENZIMIDAZOLE- AND INDOLE-DERIVATIVES AS DGAT1 INHIBITORS
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Page/Page column 74, (2009/05/29)
The present invention provides oxadiazolyl- substituted benzimidazole- and idole-derivates that are useful for treating conditions or disorders associated with DGAT1 activity in animals, particularly humans.
N.C.A. 18F-labelled norephedrine derivatives via α-aminopropiophenones
Ermert,Hamacher,Coenen
, p. 1345 - 1363 (2007/10/03)
N-protected 2-amino-1-([18F]fluorophenyl)-1-propanones are interesting fluorine-18 labelled intermediates to synthesize potential PET-tracers for mapping the adrenergic nervous system of the heart. Several N-protected α-aminoalkylarylketones were prepared to examine the direct nucleophilic n.c.a. 18F-fluorination of these carbonyl activated precursors. The influence of different protecting groups, the kind of leaving group and the stereoselective reduction of the keto function have been investigated in order to optimize the radiotracer production. It was shown that the 18F-substitution of the para-trimethylammonium group, e.g. of N-dibenzylated propiophenone, leads to radiochemical yields of up to 60%. The stereoselective reduction of the carbonyl function with formation of the n.c.a. erythro 2-N,N-dibenzylamino-1-(4-[18F]fluorophenyl)-1-propanol was performed using BH3·THF. The diastereomeric excess was about 80%. Hydrogenolytical debenzylation was achieved with ammonium formiate in presence of palladium on charcoal to give the 4-[18F]fluoronorephedrine with a radiochemical yield of 15-20% within a total time of 60 min.
