Mohareb R.M.Schatz J.Faculty of PharmacyOrganic Chemistry DepartmentOctober University for Modern Science and Arts UniversityEl-Wahaat RoadOctober CityEgypt; Department of ChemistryFaculty of ScienceCairo UniversityGizaA.R.Egypt; Department Chemie und Pharmazie - Organische Chemie iFriedrich-Alexander-Universit�t Erlangen-N�rnbergHenkestra�e 42D-91054 ErlangenGermany2020-01-252020-01-2520119680896https://doi.org/10.1016/j.bmc.2011.02.051PubMed ID 21435889https://t.ly/ZEKZBScopusCyanoacetylhydrazine reacted with the ?-bromoacetophenones 2a,b to give hydrazide-hydrazone derivatives 3a,b. The latter products were cyclized to the 1,3,4-oxadiazine derivatives 4a,b. Bromination of the latter products gave the 6-bromo-6H-1,3,4-oxadiazine derivatives 5a,b which underwent a series of cross-coupling reactions. The antitumor evaluation of the newly synthesized products against the three cancer cells namely breast adenocarcinoma (MCF-7), non-small cell lung cancer (NCI-H460) and CNS cancer (SF-268) showed that some of them have high inhibitory effect towards three cell lines which is higher than the standard. Moreover, the anti-leishmanial activity of the newly synthesized product was tested on Leishmania donovani amastigotes showed that some compounds have high activity. � 2011 Published by Elsevier Ltd. All rights reserved.English1,3,4-OxadiazineAnti-leishmanialAnti-tumorCross-couplingHydrazide-hydrazonePyran1,3,4 oxadiazine derivative2 (4 bromoacetophenon omega yl) 3 (4 bromophenyl) 5 cyano 6 cyanomethylpyran2 (4 bromoacetophenon omega yl) 3 (4 nitrophenyl) 5 cyano 6 cyanomethylpyran2 (4 nitroacetophenon omega yl) 3 (4 bromophenyl) 5 cyano 6 cyanomethylpyran2 (4 nitroacetophenon omega yl) 3 (4 nitrophenyl) 5 cyano 6 cyanomethylpyran2 [5 (4 bromophenyl) 6 (4 bromophenylacet omega yl) 6h 1,3,4 oxadiazin 2 yl]acetonitrile2 [5 (4 bromophenyl) 6 bromo 6h 1,3,4 oxadiazin 2 yl]acetonitrile2 [5 (4 bromophenyl) 6h 1,3,4 oxadiazin 2 yl]acetonitrile2 [5 (4 nitrophenyl) 6 (4 bromophenylacet omega yl) 6h 1,3,4 oxadiazin 2 yl]acetonitrile2 [5 (4 nitrophenyl) 6 (4 nitrophenylacet omega yl) 6h 1,3,4 oxadiazin 2 yl]acetonitrile2 [5 (4 nitrophenyl) 6 bromo 6h 1,3,4 oxadiazin 2 yl]acetonitrile2 [5 (4 nitrophenyl) 6h 1,3,4 oxadiazin 2 yl]acetonitrileamphotericin Bcyanoacetylhydrazido n (4 bromophenyl alpha bromoaceto)hydrazonecyanoacetylhydrazido n (4 nitrophenyl alpha bromoaceto)hydrazonedoxorubicinhydrazide derivativehydrazone derivativeunclassified drugamastigoteantineoplastic activityarticlebrominationcancer cellcell strain MCF 7controlled studycross coupling reactioncyclizationcycloadditiondrug structuregrowth inhibitionhumanhuman cellLeishmania donovaninonhumanSuzuki reactionAntineoplastic AgentsCell Line, TumorCyclizationDrug Screening Assays, AntitumorHalogenationHeterocyclic CompoundsHumansHydrazonesLeishmaniaParasitic Sensitivity TestsPyransLeishmania donovaniArticlehttps://doi.org/10.1016/j.bmc.2011.02.051PubMed ID 21435889