Photochemistry and bio-evaluation of 1, 4- disubstituted tetrazolethiones and synthesis of 2-(2-(phenylimino) vinyl)benzonitrile

by Chhabra, Radhika

Abstract (Summary)
Compounds containing the tetrazole scaffold have wide variety of applications in medicine, food industry, automobile industry, photography, agriculture. As a result, the structure and reactivity of these compounds have been studied. However, the related tetrazolethione scaffold has not been studied well. In our work presented in Chapter-1 (part-1), the synthesis, photochemical properties and reactivities of 1,4-disubstituted tetrazolethione analogs 20a-d are described. The solvent effects on the photochemistry of compounds are discussed and; the rates and quantum yields for the photodecomposition of compounds are documented. The photodecomposition products for the photolysis of 20a-d were analyzed by LCMS, GCMS and NMR spectroscopy; the results pertaining to their identification are also reported. Further, the multiphoton excitation of THF solution of 1-methyl-4-(4-nitrophenyl)-1H-tetrazol-5(4H)-thione 20d with Ti: Sapphire laser was also performed; however, the experiment was not successful. In Chapter-2 (part-1), the cytoxicity of the 1-methyl-4-(4-chlorophenyl)-1H-tetrazol-5(4H)-thione 20c against human breast cancer cell is documented. MTT assays were performed for a time dependent study of the cytoxicity.

In part-2 which consists of Chapter-3, the synthesis of 2-(2-phenylimino)vinyl)benzonitirle is described. This was as a step towards our laboratory's goal of synthesizing a series of mono-, di- and tri- azaenyne-allenes and studying their Myers-Saito and Schmittel cyclizations. In future, if our cyclization studies are successful, these cyclizations could be employed for synthesis of heteroaromatic rings found in many compounds of biological importance.

Bibliographical Information:


School:Kansas State University

School Location:USA - Kansas

Source Type:Master's Thesis

Keywords:tetrazolethione chemistry organic 0490


Date of Publication:01/01/2007

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