Reactivity Studies of 5,6-Dimethyl- and 3,5,6-Trimethyl -1,2,4-Triazine–N4-Oxide Against Different Electrophiles 英文参考文献.docVIP

Reactivity Studies of 5,6-Dimethyl- and 3,5,6-Trimethyl -1,2,4-Triazine–N4-Oxide Against Different Electrophiles 英文参考文献.doc

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Reactivity Studies of 5,6-Dimethyl- and 3,5,6-Trimethyl -1,2,4-Triazine–N4-Oxide Against Different Electrophiles 英文参考文献

499 Molecules 2000, 5 Synthesis of 1,2,6-Thiadiazin 1,1-Dioxide Derivatives as Trypanocidal Agents H. Cerecetto1, R. Di Maio1, G. Seoane1, C. Ochoa2, A. Gómez-Barrio3 and S. Muelas3 1Cátedra de Química Orgánica, Facultad de Química, Universidad de la República General Flores 2124, Montevideo, Uruguay 2Instituto de Química Médica (C.S.I.C.), Madrid, Spain 3Departamento de Parasitología, Facultad de Farmacia, Universidad Complutense, Madrid, Spain Abstract: It describes the synthesis of new 1,2,6-Thiadiazin 1,1-dioxide derivatives using condensation of the Knoevenagel type. The products are evaluated in vitro as trypanocidal agents. Introduction We have previously reported the synthesis of three series of new compounds and the biological evaluation against Trypanosoma cruzi of 1,2,6-Thiadiazin 1,1-dioxide derivatives, structurally related to Nifurtimox [1,2]. The in vitro assay showed that some of them exhibit significant activity against epimastigote forms of T. cruzi, but the cytotoxicity of this type of compounds against Vero cells was highest than the reference drug. Experimental In this work we design new structures, changing the free radical generator. Ar O O N N Change for: O R O R CH3 S N O O O 2 N R = Butyl NO 2 Ar = Hexyl Ciclohexyl Benzyl O O N N O NO 2 NO 2 Phenylethyl Ph S 500 Molecules 2000, 5 All the compounds were prepared according to the following synthetic pathway malonyl chloride ΦCH3 / ? O R O R ? aldehyde p-TsOH H2NSO2NH2 + 2 RNH2 RHNSO2NHR O R O R S O 2 S O 2 Heterocycle with N-óxido function = Results and Discussion All the compounds have been obtained with good yields, and have been characterized by IR, 1H- NMR, 13C-NMR and MS. All the products were tested in vitro against T. cruzi epimastigote forms and that more promising were tested their cytotoxicity. Acknowledgements: The authors thank CYTED (Ciencia y Tecnología para el desarrollo) and RELAQ (Red Latinoamericana de Ciencia Q

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