The Experts below are selected from a list of 486 Experts worldwide ranked by ideXlab platform
Younis Abiedalla - One of the best experts on this subject based on the ideXlab platform.
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differentiation of cyclic tertiary amine cathinone derivatives by product ion electron ionization mass spectrometry
Rapid Communications in Mass Spectrometry, 2016Co-Authors: Younis Abiedalla, Karim M Abdelhay, Jack Deruiter, Randall C ClarkAbstract:RATIONALE: A number of synthetic cathinones (aminoketones, 'bath salts') are tertiary amines containing a cyclic amino group, most commonly pyrrolidine. These totally synthetic compounds can be prepared in a number of regioisomeric designer modifications and many of these can yield isomeric major fragment ions in electron ionization mass spectrometry (EI-MS). METHODS: A series of regioisomeric cyclic tertiary amines were prepared and evaluated in EI-MS and MS/MS product ion experiments. The cyclic amines azetidine, pyrrolidine, piperidine and Azepane were incorporated into a series of aminoketones related to the cathinone derivative drug of abuse known as MDPV. Deuterium labeling in both the cyclic amine and alkyl side chain allowed for the confirmation of the structure for the major product ions formed from the EI-MS iminium cation base peaks. RESULTS: These iminium cation base peaks show characteristic product ion spectra which allow differentiation of the ring and side-chain portions of the structure. The small alkyl side chains favor ring fragmentation in the formation of the major product ions. The higher side-chain homologues appear to promote product ion formation by side-chain fragmentation. Both side-chain and ring fragmentation yield a mixture of product ions in the piperidine and Azepane series. CONCLUSIONS: Product ion fragmentation provides useful data for differentiation of cyclic tertiary amine iminium cations from cathinone derivative drugs of abuse. Regioisomeric iminium cations of equal mass yield characteristic product ions for the alkyl side-chain homologues of azetidine, pyrrolidine, piperidine and Azepane cyclic amines.
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differentiation of cyclic tertiary amine cathinone derivatives by product ion electron ionization mass spectrometry
Rapid Communications in Mass Spectrometry, 2016Co-Authors: Younis Abiedalla, Karim M Abdelhay, Jack Deruiter, Randall C ClarkAbstract:RATIONALE: A number of synthetic cathinones (aminoketones, 'bath salts') are tertiary amines containing a cyclic amino group, most commonly pyrrolidine. These totally synthetic compounds can be prepared in a number of regioisomeric designer modifications and many of these can yield isomeric major fragment ions in electron ionization mass spectrometry (EI-MS). METHODS: A series of regioisomeric cyclic tertiary amines were prepared and evaluated in EI-MS and MS/MS product ion experiments. The cyclic amines azetidine, pyrrolidine, piperidine and Azepane were incorporated into a series of aminoketones related to the cathinone derivative drug of abuse known as MDPV. Deuterium labeling in both the cyclic amine and alkyl side chain allowed for the confirmation of the structure for the major product ions formed from the EI-MS iminium cation base peaks. RESULTS: These iminium cation base peaks show characteristic product ion spectra which allow differentiation of the ring and side-chain portions of the structure. The small alkyl side chains favor ring fragmentation in the formation of the major product ions. The higher side-chain homologues appear to promote product ion formation by side-chain fragmentation. Both side-chain and ring fragmentation yield a mixture of product ions in the piperidine and Azepane series. CONCLUSIONS: Product ion fragmentation provides useful data for differentiation of cyclic tertiary amine iminium cations from cathinone derivative drugs of abuse. Regioisomeric iminium cations of equal mass yield characteristic product ions for the alkyl side-chain homologues of azetidine, pyrrolidine, piperidine and Azepane cyclic amines.
Randall C Clark - One of the best experts on this subject based on the ideXlab platform.
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differentiation of cyclic tertiary amine cathinone derivatives by product ion electron ionization mass spectrometry
Rapid Communications in Mass Spectrometry, 2016Co-Authors: Younis Abiedalla, Karim M Abdelhay, Jack Deruiter, Randall C ClarkAbstract:RATIONALE: A number of synthetic cathinones (aminoketones, 'bath salts') are tertiary amines containing a cyclic amino group, most commonly pyrrolidine. These totally synthetic compounds can be prepared in a number of regioisomeric designer modifications and many of these can yield isomeric major fragment ions in electron ionization mass spectrometry (EI-MS). METHODS: A series of regioisomeric cyclic tertiary amines were prepared and evaluated in EI-MS and MS/MS product ion experiments. The cyclic amines azetidine, pyrrolidine, piperidine and Azepane were incorporated into a series of aminoketones related to the cathinone derivative drug of abuse known as MDPV. Deuterium labeling in both the cyclic amine and alkyl side chain allowed for the confirmation of the structure for the major product ions formed from the EI-MS iminium cation base peaks. RESULTS: These iminium cation base peaks show characteristic product ion spectra which allow differentiation of the ring and side-chain portions of the structure. The small alkyl side chains favor ring fragmentation in the formation of the major product ions. The higher side-chain homologues appear to promote product ion formation by side-chain fragmentation. Both side-chain and ring fragmentation yield a mixture of product ions in the piperidine and Azepane series. CONCLUSIONS: Product ion fragmentation provides useful data for differentiation of cyclic tertiary amine iminium cations from cathinone derivative drugs of abuse. Regioisomeric iminium cations of equal mass yield characteristic product ions for the alkyl side-chain homologues of azetidine, pyrrolidine, piperidine and Azepane cyclic amines.
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differentiation of cyclic tertiary amine cathinone derivatives by product ion electron ionization mass spectrometry
Rapid Communications in Mass Spectrometry, 2016Co-Authors: Younis Abiedalla, Karim M Abdelhay, Jack Deruiter, Randall C ClarkAbstract:RATIONALE: A number of synthetic cathinones (aminoketones, 'bath salts') are tertiary amines containing a cyclic amino group, most commonly pyrrolidine. These totally synthetic compounds can be prepared in a number of regioisomeric designer modifications and many of these can yield isomeric major fragment ions in electron ionization mass spectrometry (EI-MS). METHODS: A series of regioisomeric cyclic tertiary amines were prepared and evaluated in EI-MS and MS/MS product ion experiments. The cyclic amines azetidine, pyrrolidine, piperidine and Azepane were incorporated into a series of aminoketones related to the cathinone derivative drug of abuse known as MDPV. Deuterium labeling in both the cyclic amine and alkyl side chain allowed for the confirmation of the structure for the major product ions formed from the EI-MS iminium cation base peaks. RESULTS: These iminium cation base peaks show characteristic product ion spectra which allow differentiation of the ring and side-chain portions of the structure. The small alkyl side chains favor ring fragmentation in the formation of the major product ions. The higher side-chain homologues appear to promote product ion formation by side-chain fragmentation. Both side-chain and ring fragmentation yield a mixture of product ions in the piperidine and Azepane series. CONCLUSIONS: Product ion fragmentation provides useful data for differentiation of cyclic tertiary amine iminium cations from cathinone derivative drugs of abuse. Regioisomeric iminium cations of equal mass yield characteristic product ions for the alkyl side-chain homologues of azetidine, pyrrolidine, piperidine and Azepane cyclic amines.
Karim M Abdelhay - One of the best experts on this subject based on the ideXlab platform.
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differentiation of cyclic tertiary amine cathinone derivatives by product ion electron ionization mass spectrometry
Rapid Communications in Mass Spectrometry, 2016Co-Authors: Younis Abiedalla, Karim M Abdelhay, Jack Deruiter, Randall C ClarkAbstract:RATIONALE: A number of synthetic cathinones (aminoketones, 'bath salts') are tertiary amines containing a cyclic amino group, most commonly pyrrolidine. These totally synthetic compounds can be prepared in a number of regioisomeric designer modifications and many of these can yield isomeric major fragment ions in electron ionization mass spectrometry (EI-MS). METHODS: A series of regioisomeric cyclic tertiary amines were prepared and evaluated in EI-MS and MS/MS product ion experiments. The cyclic amines azetidine, pyrrolidine, piperidine and Azepane were incorporated into a series of aminoketones related to the cathinone derivative drug of abuse known as MDPV. Deuterium labeling in both the cyclic amine and alkyl side chain allowed for the confirmation of the structure for the major product ions formed from the EI-MS iminium cation base peaks. RESULTS: These iminium cation base peaks show characteristic product ion spectra which allow differentiation of the ring and side-chain portions of the structure. The small alkyl side chains favor ring fragmentation in the formation of the major product ions. The higher side-chain homologues appear to promote product ion formation by side-chain fragmentation. Both side-chain and ring fragmentation yield a mixture of product ions in the piperidine and Azepane series. CONCLUSIONS: Product ion fragmentation provides useful data for differentiation of cyclic tertiary amine iminium cations from cathinone derivative drugs of abuse. Regioisomeric iminium cations of equal mass yield characteristic product ions for the alkyl side-chain homologues of azetidine, pyrrolidine, piperidine and Azepane cyclic amines.
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differentiation of cyclic tertiary amine cathinone derivatives by product ion electron ionization mass spectrometry
Rapid Communications in Mass Spectrometry, 2016Co-Authors: Younis Abiedalla, Karim M Abdelhay, Jack Deruiter, Randall C ClarkAbstract:RATIONALE: A number of synthetic cathinones (aminoketones, 'bath salts') are tertiary amines containing a cyclic amino group, most commonly pyrrolidine. These totally synthetic compounds can be prepared in a number of regioisomeric designer modifications and many of these can yield isomeric major fragment ions in electron ionization mass spectrometry (EI-MS). METHODS: A series of regioisomeric cyclic tertiary amines were prepared and evaluated in EI-MS and MS/MS product ion experiments. The cyclic amines azetidine, pyrrolidine, piperidine and Azepane were incorporated into a series of aminoketones related to the cathinone derivative drug of abuse known as MDPV. Deuterium labeling in both the cyclic amine and alkyl side chain allowed for the confirmation of the structure for the major product ions formed from the EI-MS iminium cation base peaks. RESULTS: These iminium cation base peaks show characteristic product ion spectra which allow differentiation of the ring and side-chain portions of the structure. The small alkyl side chains favor ring fragmentation in the formation of the major product ions. The higher side-chain homologues appear to promote product ion formation by side-chain fragmentation. Both side-chain and ring fragmentation yield a mixture of product ions in the piperidine and Azepane series. CONCLUSIONS: Product ion fragmentation provides useful data for differentiation of cyclic tertiary amine iminium cations from cathinone derivative drugs of abuse. Regioisomeric iminium cations of equal mass yield characteristic product ions for the alkyl side-chain homologues of azetidine, pyrrolidine, piperidine and Azepane cyclic amines.
Varlamov A.v. - One of the best experts on this subject based on the ideXlab platform.
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Synthesis and conversions of substituted 4,5-dihydro-3H-spiro[benz-2-azepine-3,1′-cyclohexanes]
'Springer Science and Business Media LLC', 2020Co-Authors: Varlamov A.v., Zubkov F.i., Lazareva E.v., Chernyshev A.i., Grudinin D.g.Abstract:On oxidizing substituted 1,2,4,5-tetrahydro-3H-spiro[benz-2-azepine-3,1′-cyclohexanes]with potassium permanganate under phase-transfer catalysis conditions the corresponding 4,5-dihydro derivatives are formed in quantitative yield. By the action of allyl- and benzylmagnesium halides 5-methyl-4,5-dihydro-3H-spiro[benz-2-azepine-3,1′-cyclohexane] is converted into 5-methyl-1,2,4,5- tetrahydro-1-allyl(benzyl)-3H-spiro[benz-2-azepine-3,1′-cyclohexane], and by reaction with phenoxyketene and dichlorocarbene into the corresponding 2-oxoazetidino[4,1-a]- and 1,1-dichloroaziridino[3,1-a]benz-2-azepines
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Reactions of 4,5-dihydro-5-methyl-3H-spiro[benz-2-azepine-3-cyclohexane] N-oxide with some nucleophilic reagents
Латвийский институт органического синтеза Латвийской академии наук Springer New York Consultants Bureau, 2020Co-Authors: Varlamov A.v., Chernyshev A.i., Grudinin D.g., Levov A.n., Golovtsov N.i., Borisov R.s.Abstract:4,5-Dihydro-5-methyl-3H-spiro[benz-2-azepine-3-cyclohexane] N-oxide reacted with cyanide ion and isopropyl magnesium bromide to give the corresponding 1-cyano- and 1-isopropyl-4,5-dihydro-5-methyl- 3H-spiro[benz-2-azepine-3-cyclohexane], but reaction with phenyl magnesium bromide, benzyl magnesium chloride, and nitromethane gave cyclic hydroxylamines: 1-substituted N-hydroxy-1,2,4,5-tetrahydro-5- methyl-3H-spiro[benz-2-azepine-3-cyclohexanes] which were oxidized to the corresponding nitrones
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[3+2] Cycloaddition of dimethyl acetylenedicarboxylate, methyl acrylate, and ethyl acrylate to 4,5-dihydro-5-methyl-3h-spiro[benz-2-azepine-3,1′- cyclohexane] N-oxide
Латвийский институт органического синтеза Латвийской академии наук Springer New York Consultants Bureau, 2020Co-Authors: Varlamov A.v., Zubkov F.i., Chernyshev A.i., Turchin K.f., Levov A.n.Abstract:The cycloaddition of methyl acrylate and ethyl acrylate to 4,5-dihydro-5-methyl-3H-spiro[benz-2-azepine-3,1′-cyclohexane] N-oxide proceeds without either regiospecificity or stereospecificity. Eight geometrical isomers of spiro[isoxazolidino[3,2-a]benz-2-azepine-5,1′-cyclohexane] were formed, of which several were isolated as pure samples. The cycloaddition of dimethyl acetylenedicarboxylate proceeds stereoselectively, leading to spiro[isoxazolino[3,2-a]benz-2-azepine-5,1′-cyclohexane] with cis arrangement of the protons at C(7) and C(11b)
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Synthesis and structures of methyl-substituted 1,2,4,5-tetrahydro-3H-spiro(benz-2-azepine-3,4′-piperidines)
'Springer Science and Business Media LLC', 2020Co-Authors: Kuznetsov V.v., Lantsetov S.v., Aliev A.e., Varlamov A.v.Abstract:Methyl-substituted 1,2,4,5-tetrahydro-3H-spiro(benz-2-azepine-3,4′-piperidines) were obtained by the intramolecular cyclization of 4-allyl-4-N-benzyl(α-phenylethyl)aminopiperidines in an acidic medium. The individual isomers of 1′-benzyl-2′,5,5′-trimethyl-1,2,4,5-tetrahydro-3H-spiro(benz-2-azepine-3,4′-piperidine) were isolated, and their structures were established. © 1992 Plenum Publishing Corporation
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Synthesis of substituted and condensed tetrahydrospiro[benzo-2- azepinecyclohexanes] from 1-cyano- and 1-carbamoyl-5-methyl-4,5-dihydro-3H- spiro[benzo-2-azepine-3,1′-cyclohexanes]
'Springer Science and Business Media LLC', 2020Co-Authors: Varlamov A.v., Chernyshev A.i., Grudinin D.g., Eganov A.a., Levov A.n.Abstract:Substitution of the nitrile group by hydroxylamine and hydrazine has been effected in 1-cyanodihydrospiro[benzo-2-azepine-3,1′-cyclohexane]. From the 1-cyano and 1-hydrazino derivatives tetrahydrospiro{1,2,3- and 1,2,4-triazolo[5,1-a]benzoazepine-5,1′-cyclohexanes} have been obtained. It was established that 1-carbamoyldihydrospiro[benzo-2-azepine-3,1′- cyclohexanes] are converted under the conditions of the Hoffmann reaction into spiro{diaziridino[3,1-a]benzo-2-azepine-3,1′-cyclohexane{, and is reduced by sodium borohydride to the tetrahydro derivative. ©2005 Springer Science+Business Media, Inc
Yingyeung Yeung - One of the best experts on this subject based on the ideXlab platform.
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n bromosuccinimide induced aminocyclization aziridine ring expansion cascade an asymmetric and highly stereoselective approach toward the synthesis of Azepane
Organic Letters, 2014Co-Authors: Jing Zhou, Yingyeung YeungAbstract:A novel N-bromosuccinimide induced aminocyclization–aziridine ring expansion cascade is reported. Substituted Azepanes were isolated exclusively in good yields. The Azepane products could be transformed into a number of functional molecules including piperidines, a bicyclic amine, and a bridgehead amide.
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N‑Bromosuccinimide-Induced Aminocyclization–Aziridine Ring-Expansion Cascade: An Asymmetric and Highly Stereoselective Approach toward the Synthesis of Azepane
2014Co-Authors: Jing Zhou, Yingyeung YeungAbstract:A novel N-bromosuccinimide induced aminocyclization–aziridine ring expansion cascade is reported. Substituted Azepanes were isolated exclusively in good yields. The Azepane products could be transformed into a number of functional molecules including piperidines, a bicyclic amine, and a bridgehead amide