Chemical properties of thiadiazole compounds

  • Department of chemistry, college of science , university of Thi-qar , Iraq
  • 1,2Department of chemistry, college of science , university of Thi-qar , Iraq
Keywords: Heterocyclic compounds, thiadiazole compounds, chemical properties .


Heterocyclic compounds occur widely in nature and in a variety of non-naturally compounds, large
number of heterocyclic compounds are essential to life such as alkaloids, antibiotics, essential amino
acids, the vitamins, hemoglobin, hormones , a large number of synthetic drugs and dyes. Thiadiazole are
very interesting compounds due to their important applications in many pharmaceutical biological and
analytical fields.This review showed the optical , electrochemical properties , electrical conductivity and
magnetic susceptibility for thiadiazole compounds .


B. A. D. Neto, A. A. M. Lapis, E. N. da Silva Junior, and J. Dupont, “2, 1, 3‐Benzothiadiazole and

Derivatives: Synthesis, Properties, Reactions, and Applications in Light Technology of Small

Molecules,” European J. Org. Chem., vol. 2013, no. 2, pp. 228–255, 2013

F. E.-T. Heakal, A. S. Fouda, and S. S. Zahran, “Environmentally safe protection of carbon


corrosion in sulfuric acid by thiouracil compounds,” Int. J. Electrochem. Sci, vol. 10, pp.

–1615, 2015.

A. R. Katritzky, “Highlights from 50 years of heterocyclic chemistry,” J. Heterocycl. Chem.,

vol. 31, no. 3, pp. 569–602, 1994.

K. A. Kumar, P. Jayaroopa, and G. V. Kumar, “Comprehensive review on the chemistry of 1, 3, 4-

oxadiazoles and their applications,” Int. J. ChemTech Res., vol. 4, no. 4, pp. 1782–1791, 2012.

A. Kumar, D. M. Lokeshwari, G. Pavithra, and V. Kumar, “1, 2, 4-Oxadiazoles: A potential

pharmacological agents-An overview,” Res. J. Pharm. Technol., vol. 5, no. 12, pp. 1490–1496, 2012.

A. Foroumadi, S. Mansouri, Z. Kiani, and A. Rahmani, “Synthesis and in vitro antibacterial

evaluation of N-[5-(5-nitro-2-thienyl)-1, 3, 4-thiadiazole-2-yl] piperazinyl quinolones,” Eur. J.

Med. Chem., vol. 38, no. 9, pp. 851–854, 2003.

B. S. Holla, K. N. Poojary, B. S. Rao, and M. K. Shivananda, “New bis-aminomercaptotriazoles

and bis-triazolothiadiazoles as possible anticancer agents,” Eur. J. Med. Chem., vol. 37, no. 6,

pp. 511–517, 2002.

Y. Kobayashi, B. Jacobs, M. D. Allendorf, and J. R. Long, “Conductivity, doping, and redox

chemistry of a microporous dithiolene-based metal− organic framework,” Chem. Mater., vol. 22, no.


pp. 4120–4122, 2010.

G.-L. Wen, Y.-Y. Wang, P. Liu, C.-Y. Guo, W.-H. Zhang, and Q.-Z. Shi, “A series of 1-D to 3-D

metal–organic coordination architectures assembled with V-shaped bis (pyridyl) thiadiazole under

co- ligand intervention,” Inorganica Chim. Acta, vol. 362, no. 6, pp. 1730–1738, 2009.

J. M. Granadino-Roldán et al., “Theoretical study of the effect of alkyl and alkoxy lateral

chains on the structural and electronic properties of π-conjugated polymers consisting of

phenylethynyl-1, 3, 4- thiadiazole,” J. Phys. Chem. C, vol. 115, no. 6, pp. 2865–2873, 2011.

O. N. Trukhina et al., “Scrutinizing the Chemical Nature and 178 Photophysics of an expanded

hemiporphyrazine: The special case of [30] Trithia-2, 3, 5, 10, 12, 13, 15, 20, 22, 23, 25, 30-

dodecaazahexaphyrin,” J. Am. Chem. Soc., vol. 132, no. 37, pp. 12991–12999, 2010.

Y. Tao, Q. Xu, J. Lu, and X. Yang, “The synthesis, electrochemical and fluorescent properties of

monomers and polymers containing 2, 5-diphenyl-1, 3, 4-thiadiazole,” Dye. Pigment., vol. 84, no. 2, pp.

–158, 2010.

K.-L. Zhang, N. Qiao, H.-Y. Gao, F. Zhou, and M. Zhang, “Self assembly of two novel threedimensional

supramolecular networks with blue photoluminescence,” Polyhedron, vol. 26, no. 12, pp.

–2469, 2007.

T. Yasuda, T. Imase, Y. Nakamura, and T. Yamamoto, “New alternative donor− acceptor arranged

poly (aryleneethynylene) s and their related compounds composed of five-membered electron-accepting

, 3, 4-thiadiazole, 1, 2, 4-triazole, or 3, 4-dinitrothiophene units: synthesis, packing structure, and optical

p,” Macromolecules, vol. 38, no. 11, pp. 4687–4697, 2005.

T. Yasuda, T. Imase, S. Sasaki, and T. Yamamoto, “Synthesis, solid structure, and optical properties

of new thiophene-based alternating π-conjugated copolymers containing 4-alkyl-1, 2, 4-triazole or 1, 3, 4-

thiadiazole unit as the partner unit,” Macromolecules, vol. 38, no. 4, pp. 1500–1503, 2005.

S. Fusco et al., “NLO-active polymers containing triazolo-thiadiazole segments,” Polymer (Guildf).,

vol. 49, no. 1, pp. 186–191, 2008.

W. Wei et al., “Construction of a 2D luminescent network with a novel asymmetric flexible ligand

involving unique octameric water clusters,” Inorg. Chem. Commun., vol. 12, no. 4, pp. 290–292, 179

Y. Dong, B. Koken, X. Ma, L. Wang, Y. Cheng, and C. Zhu, “Polymer-based fluorescent sensor

incorporating 2, 2′-bipyridyl and benzo [2, 1, 3] thiadiazole moieties for Cu2+ detection,” Inorg. Chem.

Commun., vol. 14, no. 11, pp. 1719–1722, 2011.

C.-T. Liao, Y.-J. Wang, C.-S. Huang, H.-S. Sheu, G.-H. Lee, and C. K. Lai, “New metallomesogens

derived from unsymmetric 1, 3, 4-thiodiazoles: synthesis, single crystal structure, mesomorphism, and

optical properties,” Tetrahedron, vol. 63, no. 50, pp. 12437–12445, 2007.

Z.-H. Li, P. Lin, and S.-W. Du, “Syntheses and characterization of three novel W (Mo)/Cu/S clusterbased

layered polymers with 1, 3, 4-thiadiazole-2, 5-dithiolate(SSS): Intriguing coordination modes of

SSS,” Polyhedron, vol. 27, no. 1, pp. 232–240, 2008.

F. M. Courtel, R. W. Paynter, B. Marsan, and M. Morin, “Synthesis, characterization, and growth

mechanism of n-type CuInS2 colloidal particles,” Chem. Mater., vol. 21, no. 16, pp. 3752–3762, 2009.

J.-B. He, F. Qi, Y. Wang, and N. Deng, “Solid carbon paste-based amperometric sensor with

P. Kalimuthu and S. A. John, “Nanostructured electropolymerized film of 5-amino-2-mercapto-1, 3,

-thiadiazole on glassy carbon electrode for the selective determination of L-cysteine,” Electrochem.

commun., vol. 11, no. 2, pp. 367–370, 2009.

Y. Fu et al., “Exploiting metal-organic coordination polymers as highly efficient immobilization

matrixes of enzymes for sensitive electrochemical biosensing,” Anal. Chem., vol. 83, no. 17, pp. 180

–6517, 2011.

S. E. Burkhardt, G. G. Rodríguez-Calero, M. A. Lowe, Y. Kiya, R. G. Hennig, and H. D. Abruna,

“Theoretical and electrochemical analysis of poly (3, 4-alkylenedioxythiophenes): electron-donating

effects and onset of p-doped conductivity,” J. Phys. Chem. C, vol. 114, no. 39, pp. 16776–16784, 2010.

E. Shouji, Y. Yokoyama, J. M. Pope, N. Oyama, and D. A. Buttry, “Electrochemical and

Spectroscopic Investigation of the Influence of Acid− Base Chemistry on the Redox Properties of 2, 5-

Dimercapto-1, 3, 4-thiadiazole,” J. Phys. Chem. B, vol. 101, no. 15, pp. 2861–2866, 1997.

R. A. Davoglio, S. R. Biaggio, R. C. Rocha-Filho, and N. Bocchi, “Bilayered nanofilm of

polypyrrole and poly (DMcT) for high-performance battery cathodes,” J. Power Sources, vol. 195, no. 9,

pp. 2924–2927, 2010.

H. Gong, M. Yin, and M. Liu, “In situ coordination-induced langmuir film formation of watersoluble

, 5-dimercapto-1, 3, 4-thiadiazole at the air/water interface and the growth of metal sulfide

nanostructures in their templated Langmuir− Schaefer films,” Langmuir, vol. 19, no. 20, pp. 8280–8286,

R. Centore et al., “Perylene diimides functionalized with N-thiadiazole substituents: Synthesis and

electronic properties in OFET devices,” Org. Electron., vol. 13, no. 10, pp. 2083–2093, 2012.

M. M. Raj, H. V Patel, L. M. Raj, and N. K. Patel, “Synthesis and biological evaluation of some

new 1, 3, 4-thiadiazole derivatives 185 for their antimicrobial activities,” Int. J. Pharm., Chem. Biol. Sci.,

vol. 3, pp. 814–819, 2013.

S. M. Gomha and S. M. Riyadh, “Synthesis under microwave irradiation of [1, 2, 4] triazolo [3, 4-

b][1, 3, 4] thiadiazoles and other diazoles bearing indole moieties and their antimicrobial evaluation,”

Molecules, vol. 16, no. 10, pp. 8244–8256, 2011.

S. J. Kashyap, V. K. Garg, P. K. Sharma, N. Kumar, R. Dudhe, and J. K. Gupta, “Thiazoles: having

diverse biological activities,” Med. Chem. Res., vol. 21, no. 8, pp. 2123–2132, 2012.



ISSN 2319-7226, vol. 3, no. 9, 2014.

A. Naskar, T. Singha, T. Guria, J. Singh, A. B. Kumar, and T. K. Maity, “Synthesis, characterization

and evaluation of anticancer activity of some new schiff bases of 1, 3, 4-thiadiazole derivatives,” Int. J.

Pharm. Pharm. Sci., vol. 7, no. 3, pp. 397–402, 2015.

D. E. A. Rahman and K. O. Mohamed, “Synthesis of novel 1, 3, 4-thiadiazole analogues with

expected anticancer activity,” Der Pharma Chem., vol. 6, no. 1, pp. 323–335, 2014.

P. A. Datar and T. A. Deokule, “Design and synthesis of thiadiazole derivatives as antidiabetic

agents,” Med chem, vol. 4, no. 4, pp. 390–399, 2014.

S. K. Chitale, B. Ramesh, C. M. Bhalgat, V. Jaishree, C. Puttaraj, and D. R. Bharathi, “Synthesis and

antioxidant screening of some novel 1, 3, 4-thiadiazole derivatives,” Res. J. Pharm. Technol., vol. 4, no.

, pp. 1404–1408, 2011.

B. K. Soni, T. Singh, C. M. Bhalgat, B. Kamlesh, S. M. Kumar, 186 and M. Pavani, “In-vitro

antioxidant studies of some 1, 3, 4-thiadiazole derivatives,” Int. J. Res. Phar. Biomed. Sci, vol. 24, pp.

–1592, 2011.

Z.-N. Cui et al., “Synthesis and fungicidal activity of novel 2, 5-disubstituted-1, 3, 4-thiadiazole

derivatives containing 5-phenyl-2-furan,” Sci. Rep., vol. 6, p. 20204, 2016

M. S. Yar and M. W. Akhter, “Synthesis and anticonvulsant activity of substituted oxadiazole and

thiadiazole derivatives,” Acta Pol. Pharm., vol. 66, no. 4, pp. 393–397, 2009.

M. A. Rahman, A. K. Shakya, S. Wahab, and N. H. Ansari, “Synthesis of some new thiadiazole

derivatives and their anticonvulsant activity,” Bulg. Chem. Commun., vol. 46, no. 4, pp. 750–756, 2014.

1 [42] Nataliya Zelisko , Alexander V Karpenko , Volodymyr Muzychenko , Andrzej K. Gzella ,

Philippe Grellier and Roman Lesyk “Trans -aconitic acid-based hetero -Diels-Alder reaction in the

synthesis of thiopyrano[2,3- d ][1,3]thiazole derivatives” Tetrahedron Letters ,V 58, Issue 18 , Pages

-1754 , 2017 .

Amal Hussein , “Preparation , characterization and electrical properties of some new ligands , PHD

thesis, university of Thi-qar , Iraq , 2019 .

C. Baker, W. Laminack, T. Tune, and J. Gole, “Magnetically induced enhancement of reversibly

responding conductometric sensors,” J. Appl. Phys., vol. 115, no. 16, p. 164312, 2014.

R. Podeszwa, “Interactions of graphene sheets deduced from properties of polycyclic aromatic

hydrocarbons,” J. Chem. Phys., vol. 132, no. 4, p. 44704, 2010.

Y. Hirose, A. Kahn, V. Aristov, P. Soukiassian, V. Bulovic, and S. R. Forrest, “Chemistry and

electronic properties of metal-organic semiconductor interfaces: Al, Ti, In, Sn, Ag, and Au on PTCDA,”

Phys. Rev. B, vol. 54, no. 19, p. 13748, 1996.

B. W. D’Andrade, A. Z. Kattamis, and P. F. Murphy, “Flexible organic electronic devices on

metal foil substrates for lighting, photovoltaic, and other applications, S,” Handb. Flex. Org. Electron.

Mater. Manuf. Appl., p. 315, 2014.

G. H. Gelinck et al., “Flexible active-matrix displays and shift registers based on solution-processed

organic transistors,” Nat. Mater., vol. 3, no. 2, p. 106, 2004.

V. Coropceanu and J. Cornil, “DAS Filho, Y. Olivier, R. Silbey, and J.-L. Brédas, “Charge Transport

in organic semiconductors” ,Chem. Rev, vol. 107, p. 952, 2007.

M. Y. Han, B. Özyilmaz, Y. Zhang, and P. Kim, “Energy band-gap engineering of graphene

nanoribbons,” Phys. Rev. Lett., vol. 98, no. 20, p. 206805, 2007.

G. Christou, “Single-molecule magnets: a molecular approach to nanoscale magnetic materials,”

Polyhedron, vol. 24, no. 16–17, pp. 2065–2075, 2005.

M. C. Long, Upper ocean physical and ecological dynamics in the 192 Ross Sea, Antarctica.

Stanford University, 2010.

W. Bludau, A. Onton, and W. Heinke, “Temperature dependence of the band gap of silicon,” J.

Appl. Phys., vol. 45, no. 4, pp. 1846–1848, 1974.

C. Bohling and W. Sigmund, “Repulsive van der Waals forces self-limit native oxide growth,”

Langmuir, vol. 31, no. 17, pp. 4862–4867, 2015.

X. Dai et al., “Solution-processed, high-performance light-emitting diodes based on quantum dots,”

Nature, vol. 515, no. 7525, p. 96, 2014.

J. Xie et al., “Defect‐rich MoS2 ultrathin nanosheets with additional active edge sites for enhanced

electrocatalytic hydrogen evolution,” Adv. Mater., vol. 25, no. 40, pp. 5807–5813, 2013.

Z. He et al., “Simultaneous enhancement of open‐circuit voltage, short‐circuit current density, and

fill factor in polymer solar cells,” Adv. Mater., vol. 23, no. 40, pp. 4636–4643, 2011.

D. N. Congreve , J. Lee, “DN Congreve, J. Lee, NJ Thompson, E. Hontz, SR Yost, PD Reusswig,

ME Bahlke, S. Reineke, T. Van Voorhis, and MA Baldo, Science 340, 334 (2013).,” Science (80-. )., vol.

, p. 334, 2013.

W. Jin et al., “Direct measurement of the thickness-dependent electronic band structure of MoS 2

using angle-resolved photoemission spectroscopy,” Phys. Rev. Lett., vol. 111, no. 10, p. 106801, 2013.

B. Ketterer, M. Heiss, M. J. Livrozet, A. Rudolph, E. Reiger, and A. F. i Morral, “Determination of

the band gap and the split-off band in wurtzite GaAs using Raman and photoluminescence excitation

spectroscopy,” Phys. Rev. B, vol. 83, no. 12, p. 125307, 193, 2011.

Z. Szafran, R. M. Pike, and M. M. Singh, Microscale inorganic chemistry: a comprehensive