Preparation and Antimicrobial Evaluation of 3, 5-Disubstituted Tetrahydro-2H-1, 3, 5-Thiadiazine-Thione Derivatives

Paper Details

Research Paper 01/08/2021
Views (245) Download (16)

Preparation and Antimicrobial Evaluation of 3, 5-Disubstituted Tetrahydro-2H-1, 3, 5-Thiadiazine-Thione Derivatives

Nuzhat Arshad, Anjum Ayub, Rafia Usman Khan, Jamshed Hashim, Shumaila Jawaid, Mahreen Lateef, Maha Shareef
Int. J. Biosci.19( 2), 248-253, August 2021.
Certificate: IJB 2021 [Generate Certificate]


Fourteen derivatives of tetrahydro-2H-1, 3, 5-thiadiazine-2-thiones with different functional groups were synthesized and evaluated for their antibacterial activity against gram negative and positive bacteria by utilizing disc diffusion method and recorded as zone of inhibition in milli meter and compared with standard drug Streptomycin. The results showed that two compounds namely 6d and 7a having 2-phenyl ethyl at N-3 position had significant antibacterial activity against Salmonella typhi, similar to the standard drug streptomycin however all other synthesized compounds were found weakly active towards different tested bacterias.


Abdel Moty SG. 2005. Synthesis and Antimicrobial activity of some 3, 5-Tetrahydro-2H-1, 3, 5-Thidiazine-2-Thione derivatives. Bulletin of Pharmaceutical Sciences Assiut 28, 9-15.

Arshad N, Hashim J, Irfanullah, Minhas MA, Aslam J, Ashraf T, Hamid SZ, Javed S. 2018. New series of 3,5-disubstituted tetrahydro-2H-1,3,5-thiadiazine thione (THTT) derivatives: Synthesis and potent antileishmanial activity. Bioorganic & Medicinal Chemistry Letters 28, 3251-3254.

Bermello JC, Piñeiro RP, Fidalgo LM, Rodríguez H, Cabrera, Navarro MS. 2011. Thiadiazine Derivatives as Antiprotozoal New Drugs. The Open Medicinal Chemistry Journal 5, 51-60. .

Coro J, Alvarez-Puebla R, Montero AL, Suárez M, Martin N, Perez-Pineiro R. 2008. A
computational approach to the synthesis of 1,3,5-thiadiazinane-2-thiones in aqueous medium: theoretical evidence for water-promoted heterocyclization. Journal of Molecular Modeling 14, 641-647.

El-Shorbagi AN. 1994. Model for delivery of amines through incorporatio into a tetrahydro-2&1,3,5-thiadiazine-2-thione structure. European Journal of Medicinal Chemistry 29, 11-15.

Ettmayer P, Gordon L, Amidon, Clement B, Testa B. 2004. Lessons Learned from Marketed and Investigational Prodrugs. Journal of Medicinal Chemistry 47, 2393-2404.

Irfanullah, Hashim J, Arshad N, Yaseen M, Khan R, Iqbal T, Hamid SZ, Kanwal A, Safi I. 2021. 3,5-Disubstituted Tetrahydro-2H-1,3,5-Thidiazine-Thione Ester Derivatives and their Antiomicrobial Evaluation. Heterocycles 102, 659-674.

Jorgensen JH, Turnidge JD. 2007.Susceptibility test methods: dilution and disk diffusion methods, In P. R.Murray, E. J. Baron, J. H. Jorgensen, M. L. Landry, and M. A. Pfaller (ed.), Manual of clinical microbiology, 9th ed. ASM Press, Washington, D.C p. 1152-1172.

Katiyar D, Tiwari VK, Tripathi RP, Srivastava A, Chaturvedi V, Srivastava, Srivastava R. 2003. B.S. Synthesis and antimycobacterial activity of 3,5-disubstituted thiadiazine thiones. Bioorganic & Medicinal Chemistry 11, 4369-4375.

Nostro A, Germano MP, D’angelo V, Marino A, Cannatelli MA. 2000. Extraction methods and bioautography for evaluation of medicinal plant Antimicrobial activity. Letters in applied microbiology, 30, 379-384.

Radwan AA, Al-Dhfyan A, Abdel-Hamid MK, Al-Badr AA, Aboul-Fadl T. 2012. 3,5-Disubstituted thiadiazine-2-thiones: New cell-cycle inhibitors. Archives of Pharmacal Research 35, 35-49. https://

Rodríguez H, Suárez M, Albericio F. 2012. Thiadiazines, N,N-Heterocycles of Biological Relevance. Molecules 17, 7613-7628. 3390/molecules17077612

Ross JE, Scangarella-Oman NE, Miller LA, Sader HS, Jones RN. 2011. Determination of disk diffusion and MIC quality control ranges for GSK1322322, a novel peptide deformylase inhibitor. Journal of Clinical Microbiology 49, 3928-3930.