Synthesis and Biological evaluation of some new 2-thioxoimidazolidin-4-one derivatives (part II)

Amjad Gali

Abstract


In the present work adifferent of new heterocyclic  compounds were synthesized by reaction of thiosemicarbazide with tow aldehydes (4-bromo benzaldehyde,2-chloro benzaldehyde). the reacting `of compounds(1,2)  with ethyl chloroacetate to give 3-[(arylidene)amino]-2-sulfanyl-3,5-dihydro-4H-imidazol-4-one (3,4) which treating with defferent aldehydes togive chalcones  . the compound (3) reacted with ethyl aceto acetate to give ethyl 4-aryl-1-[(4-bromo benzylidene)amino]-6-oxo-2-sulfanyl-3a,4,5,6,7,7a-hexahydro-1H-benzimidazole-5-carboxylate,and in series of reaction converted into a variety of derivatives. The prepared compounds were characterized by 1H NMR and FTIR spectroscopy.further more antibacterial activity of some the prepared  new cyclic compounds were evaluated against three types of bacteria

Keywords


thiosemicarbazone, chalcone , beta lactone, imidazolidin-4-one, antibacterial Activity.

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References


- Haraguchi .S.K, Silva .A.A, Vidotti .G.J, dasilva.C.C, Santos. P.V, Garcia .F.P,

Pedroso .B, Nakamura .C.V ,Molecules, ,16,1166,2011.

-Abdul jabar Kh Atia,(synthesis of new 1,3-oxazole derivatives ,AL-Mustansiriyah journal of science 32-38,26,2015.

- Reis .C.M, Oliveira D.S, Pereira. R, Paiva. L.F,Kneipp. A.Echevarria,Molecules,16,1068, 2011

-Singh.R, Shanker. P andMishra.R"Synthesis and Evaluation of Biological activities of Thiosemicarbazonesderivatives"International Journal of PharmTech Research (3)3,1625-1629, 2011

-Musstafa.H, Abdel-Rahman , Hussan.A,Elsherief and Abdel-Hamed "synthesis of some Quinolinethiosemicarbazone derivatives of potential antimicrobial activity"Bull. Pharm. Sci. Assiut University, 28, 79-93,2005.

-Musstafa.H, Abdel-Rahman , Hussan.A,Elsherief and Abdel-Hamed "synthesis of some Quinolinethiosemicarbazone derivatives of potential antimicrobial activity"Bull. Pharm. Sci. Assiut University, 28, 79-93,2005.

-Abdul. jabar .Kh.Atia,Nagham.M,Layth .H,(Synthesis and characterization of new cephalexin derivatives),Researcher 46-50,7(1) 2015.

-Sami.G, Abdel-hassan" Synthesis and characterization of some novel thiosemicarbazone derivatives containing the tetrazole moiety "Journal of Chemicaland Pharmaceutical Research, 6(11):460-464,2014.

- Ali Ahmadi.S,Ghazanfari. D,"One-pot synthesis of functionalized thiazolidine-4-ones from thiosemicarbazone derivatives and activated acetylenes in water as a green solvent",Iranian Journal of Catalysis 3(3), 177-181,2013.

- Nadia A. Mohamed∗, Riham R. Mohamed, Rania S. Seoudi,

"Synthesis and characterization of some novel antimicrobial thiosemicarbazone O-carboxymethyl chitosan derivatives ",International Journal of Biological Macromolecules 63,163–169, 2014.

Fatondji. H. R,Gbaguidi.F,Kpoviessi.S,Bero.J,Hannaert.V,Leclercq. J. Q and J. Poupaert "Synthesis, characterization and trypanocidal activity of some aromatic thiosemicarbazones and their 1,3,4- thiadiazolines derivatives" ,African Journal of Pure and Applied Chemistry. 5(1), 59-64,2011.

-Jehan A. Hasanen "Synthesis and mass spectra of some new 3-substituted coumarin derivatives" Der PharmaChemica, , 4(5):1923-1934, 2012.

-Souza. M. A , Johann. S,Rodrigues.L. A,Lima. S ,Mendes. F. I. C. and Beraldo.H , "The antimicrobial activity of lapachol and its thiosemicarbazone and semicarbazone derivatives" MemInstOswaldo Cruz, Rio de Janeiro108(3): 342-351,2013.

-Sallal.A,Rehab.A,Abdul .jabar.Kh,(synthesis ,characterization and Enzyme activity of Co(П),Ni(П),Cu(П),pd(П),Cd(П) complexes with 2-thioxoimidazolidine -4- one,80-91,6(3),2016.

-Mazoir1. NandBenharref. A" Hemisynthesis of new thiosemicarbazone derivatives resulting from latex of Moroccan endemic plant: Euphorbia officinarum"J. Mater. Environ. Sci. 6 (2) 592-597, 2015.

-Thomas.K,Walid.K,Tetrarhedron,45;7049 ,2004.

-Carios.C,Jose. M.Gyorfi,Beatriz.L.Kanda, Antonio.P.Jose, Journal Med ,226;192, 2004.

-Vitalino.S. M,Lafayette. E. A,Bezerra Gomes da Silva .L. P,CruzAmorim. C. A, Oliveira T. B, Ana L. TascaGois Ruiz ,Carvalho. J. EandMoura.R. O " Synthesis, DNA Binding, and Antiproliferative Activity of Novel Acridine-ThiosemicarbazoneDerivatives"Int. J. Mol. Sci., 16, 13023-13042,2015 .

-Ovanyi.D. K Lax,.Berenyi.E,Magyar.KandToboly.S"synthesis and evaluation of biological activity of thiosemicarbazone derivatives"Med.chem.67-82,2004.

-Jatav.v,Mishra.P,Kashaw.S." Synthesis study biological activity of 1,2,4 triazolederivtives ".StablesEur.J.Med.Chem.,43:135,2008.

-Roman .G"synthesis and antibacterial activity of some new imidazole derivtives",Acta chem. Solv.51,537-544,2004.

-Jatav.v,Mishra.P,Kashaw.S." Synthesis study biological activity of 1,2,4 triazolederivtives ".StablesEur.J.Med.Chem.,43:135,2008.

-Roman .G"synthesis and antibacterial activity of some new imidazole derivtives",Acta chem. Solv.51,537-544,2004.

-Sharma,R.S and Bahel,S.C"synthesis of oxadiazole,triazole&thiadiazole ",J.Ind.Chem.Soc.,LIX,877-880,1982.

-Madan,S.;Arora,R.;Venugopalan,p and Bari,S.S"synthesis of some new 1, 2,3-triazole derivtives and study biological activity "Tetrahedron let.41,5577,2000.

-Henderikson.J.P,GrammD.G,Hamond,G.S.TranslatedbyYacine A.A.,G.H.Tamam,and.KhahfaM.A "Organic chemistry"4th,2000




DOI: http://dx.doi.org/10.23851/mjs.v29i1.111

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