The synthesis and physicochemical properties of new derivatives of 5-r-phenylamino-2-mercapto-1,3,4-thiadiazole
Keywords:synthesis, 1, 3, 4-thiadiazole, 1H NMR-spectroscopy
AbstractWith the aim of obtaining new biologically active substances the synthesis of amides of 5-R-phenylamino-1,3,4-thiadiazole-2-yl-thioacetate acid and 5-phenylamino-1,3,4-thiadiazole-2-yl-thio-1-phenon has been conducted. As initial substances 5-R-phenylamino-2-mercapto-1,3,4-thiadiazoles, the corresponding analides of chloracetate acid and chloracetate phenon were used. The reaction of alkylation was conducted in the ethanol medium in the presence of potassium hydroxide. The structure of the compounds synthesized has been confirmed by the method of 1H NMR-spectroscopy. The physicochemical properties and the pharmacological potential of the substances synthesized are discussed. According to the results of calculation methods of prediction of the biological activity (PASSOnline) the probable types of the biological activity of the substances synthesized have been estimated. In compliance with the data of the PASSOnline computer-based prognosis the antineoplastic action (STAT inhibitor of transcription factors) is principally inherent for most compounds of this class.
Breitmaier E. Structure elucidation by NMR in organic chemistry / E. Breitmaier. – John Wiley @ Sons Ltd, 2002. – 258 p.
Chhajed M.R., Shrivastava A.K., Tailec V. S. // Macroheterocycles. − 2013. − Vol. 6, № 2. − P. 199−209.
Hussain S., Sharma J., Amir M. // E-Journal of Chemistry. − 2008. − Vol. 5, № 4. −P. 963–968.
Mullick P., Khan S. A., Verma S. and Alam O. // Bulletin of the Korean Chemical Society. – 2011. – Vol. 32, № 3. − P. 1011–1016.
Onkol T., Doruer D. S., Uzun L. et al. // Journal of Enzyme Inhibition and Medicinal Chemistry. − 2008. − Vol. 23, № 2. −P. 277–284.
Poroikov V., Akimov D., Shabelnikova E. et al. // SAR and QSAR in Environmental Research. – 2001. – Vol. 12, № 4. – P. 327–344.
Rajak H. , Aggarwal N., Kashaw S. et al. // Journal of the Korean Chemical Society. − 2010. − Vol. 54, № 1. − P. 158− 164.
Silverstein R.M. Spectrometric Identification of organic compounds– 6th ed / R.M. Silverstein. – NY: John Wiley & Sons, 2001. – 196 p.
Sun J, YangY., Li W. et all. // Bioorg Med Chem Lett − 2011. – Vol. 21, № 20. – P. 6116–6121.
Zhao J., Xuan L., Zhao H. et al. // Chemical Research in Chinese Universities − 2014.− Vol. 30, Iss. 5, − P. 764−769.
Copyright (c) 2016 National University of Pharmacy
This work is licensed under a Creative Commons Attribution 4.0 International License.Authors who publish with this journal agree to the following terms:
- Authors retain copyright and grant the journal right of first publication with the work simultaneously licensed under a Creative Commons Attribution License that allows others to share the work with an acknowledgement of the work's authorship and initial publication in this journal.
- Authors are able to enter into separate, additional contractual arrangements for the non-exclusive distribution of the journal's published version of the work (e.g., post it to an institutional repository or publish it in a book), with an acknowledgement of its initial publication in this journal.
- Authors are permitted and encouraged to post their work online (e.g., in institutional repositories or on their website) prior to and during the submission process, as it can lead to productive exchanges, as well as earlier and greater citation of published work (See The Effect of Open Access).