The gas phase cyclization of deprotonated N-aryl-2-cyano-2-diazoacetamides

The document attached has been archived with permission from the publisher.1-Aryl-4-cyano-5-hydroxy-1,2,3-triazoles can be obtained in solution by base-catalysed cyclization of N-aryl-2-cyano-2-diazoacetamides. A similar reaction was shown to take place under conditions of negative ion chemical ionization in the ion source of a mass spectrometer. High resolution mass spectrometry, tandem mass spectrometry, charge reversal spectra, synthesis of the ions with known structures and quantum chemical calculations were used to prove the latter statement. The fact of the observed cyclization demonstrates once again the ability of mass spectrometry to study the gas phase chemical reactions that take place in solution.Vladislav V. Lobodin, Yuriy Yu. Morzherin, Tom Blumenthal, Daniel Bilusich, Vladimir V. Ovcharenko, John H. Bowie, and Albert T. Lebede

Influence of solvent and substituents on the reaction of N-alkylthioacetamides with dimethyl acetylenedicarboxylate: Synthesis of functionalized thiophenes containing an exocyclic double bond

The reaction of thioacetamides with dimethyl acetylenedicarboxylate affords 3-oxothien-2-ylidene or 4-oxothiazol-2,5-ylidene derivatives based on the structure of the thioacetamides and the solvent employed. The structural features of the 3-oxothien-2-ylidenes are discussed. © 2013 Elsevier Ltd. All rights reserved

Synthesis and kinetics of the cyclization of 3-(dialkylaminophenyl)-2- (phenylcarbonyl)-prop-2-enenitriles

The reaction of ortho-(N,N-dialkylamino)benzaldehydes with benzoylacetonitrile gave fused 1,2,3,4-tetra-hydroquinolino-5-carbonitriles due to cyclization of the intermediate 2-(phenylcarbonyl)-3-[2-[(dialkyl-amino) phenyl]prop-2-enenitriles through a tert-amino effect mechanism. Kinetic studies were carried out on the cyclization of 2-(phenylcarbonyl)-3-[2-(piperidin-1-yl) phenyl]prop-2-enenitrile. © 2013 Springer Science+Business Media New York

Identification and analytical properties of new synthetic cannabimimetics bearing 2,2,3,3-tetramethylcyclopropanecarbonyl moiety

By means of gas chromatography with mass spectrometry detector (GC-MS), liquid chromatography-mass spectrometry (LC-MS) and nuclear magnetic resonance spectroscopy (NMR), structure of a series from a novel class of synthetic cannabimimetics bearing 2,2,3,3-tetramethylcyclopropanecarbonyl moiety was established. It was found that this fragment could undergo thermal ring-opening into isomeric structures. The title compounds under action of hydrochloric acid can transform into new compounds which structure is discussed in the paper. The compounds identified could be referred to a new class of 'designer drugs' and are in illegal turnover in Russia and Belarus since the summer of 2011. Analytical data obtained in the paper will make possible reliable identification of such new 'designer drugs' during forensic examination. © 2012 Elsevier Ireland Ltd

Synthesis of tetrazole containing 1,2,3-thiadiazole derivatives via U-4CR and their anti-TMV activity

A series of novel tetrazole containing 1,2,3-thiadiazole derivatives were designed and synthesized via Ugi reaction. Their structures were confirmed by melting points, IR, 1H NMR, and HRMS (ESI). Preliminary bioassay indicated that most target compounds exhibited very good direct anti-TMV activity at 100 μg/mL, which was equal to or higher than that of ribavirin. Among them, compounds 4b, 4c and 4i also showed equivalent protection effect to ribavirin in vivo at 100 μg/mL. © 2013 Zhi-Jin Fan. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved

2-Hydroxypropyl derivatives of 1,2,3-thiadiazole and 1,2,3-triazole: Synthesis and antifungal activity

A series of novel 5-(2-hydroxypropyl)amino-1,2,3-thiadiazole and 5-(2-hydroxy - propyl)sulfanyl-1,2,3-triazole derivatives were designed and synthesized as candidate fungicides. The new compounds were identified by NMR and IR spectroscopy, mass spectro metry, and elemental analysis. Their antifungal activities were evaluated. © 2011 IUPAC.2010CB126105; 201002250; National Natural Science Foundation of China, NSFC: 20872071, 20911120069; Natural Science Foundation of Tianjin City: 10JCZDJC17500; National Key Research and Development Program of China, NKRDPC: 2011BAE06B02, 2011BAE06B05This study was funded in part by grants from the National Natural Science Foundation of China (Nos. 20872071, 20911120069), the Tianjin Natural Science Foundation (10JCZDJC17500), the National Key Project for Basic Research (2010CB126105), the National Key Technology Research and Development Program (Nos. 2011BAE06B02 and 2011BAE06B05), and the Foundation of Achievements Transformation and Spreading of Tianjin Agricultural Science and Technology (No. 201002250)

Tert-Amino effect: The Meth-Cohn and Reinhoudt reactions (Review)

The data published over the last 15-20 years on reactions taking place by the tert-amino effect mechanism have been reviewed. © 2013 Springer Science+Business Media New York

Two Ways of Cyclization of 5-imidazolylthioureas with Dimethyl Acetylenedicarboxylate

Two ways of cyclization of imidazolyl derivatives of thiourea with dimethylacetylene dicarboxylate (DMAD) were studied. Reaction of N,N'-disubstituted thioureas with DMAD led to formation of a thiazoline ring whereas transformation of trisubstituted thioureas under the same conditions give the novel imidazo[1,5-c][1,3,5]thiadiazine heterocyclic system. © ARKAT USA, Inc.The authors thank Russian Foundation for Basi c Research (RFBR grant 08-03-00376-a) and CRDF BRHE-2008 (grant Y5-C-05-04) for financial and material support

Zebrafish models in neuropsychopharmacology and CNS drug discovery

Despite the high prevalence of neuropsychiatric disorders, their aetiology and molecular mechanisms remain poorly understood. The zebrafish (Danio rerio) is increasingly utilized as a powerful animal model in neuropharmacology research and in vivo drug screening. Collectively, this makes zebrafish a useful tool for drug discovery and the identification of disordered molecular pathways. Here, we discuss zebrafish models of selected human neuropsychiatric disorders and drug-induced phenotypes. As well as covering a broad range of brain disorders (from anxiety and psychoses to neurodegeneration), we also summarize recent developments in zebrafish genetics and small molecule screening, which markedly enhance the disease modelling and the discovery of novel drug targets. © 2017 The British Pharmacological SocietyThe study was coordinated through the International Zebrafish Neuroscience Research Consortium (ZNRC), and this collaboration was funded by St. Petersburg State University, Ural Federal University and Guangdong Ocean University. A.V.K. is the Chair of ZNRC, and his research is supported by the Russian Foundation for Basic Research (RFBR) grant 16-04-00851