Chemical properties of thiadiazole compounds
DOI:
https://doi.org/10.32792/jeps.v12i2.194الكلمات المفتاحية:
Heterocyclic compounds، thiadiazole compounds، chemical properties .الملخص
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 .
المراجع
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
steel
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.
A. K. Verma and A. Martin, “• SYNTHESIS, CHARACTERIZATION AND ANTIINFLAMMATORY
ACTIVITY OF ANALOGUES OF 1, 3, 4-THIADIAZOLE,” Int. J. Pharm. Arch.
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
التنزيلات
منشور
إصدار
القسم
الرخصة
The Authors understand that, the copyright of the articles shall be assigned to Journal of education for Pure Science (JEPS), University of Thi-Qar as publisher of the journal.
Copyright encompasses exclusive rights to reproduce and deliver the article in all form and media, including reprints, photographs, microfilms and any other similar reproductions, as well as translations. The reproduction of any part of this journal, its storage in databases and its transmission by any form or media, such as electronic, electrostatic and mechanical copies, photocopies, recordings, magnetic media, etc. , will be allowed only with a written permission from Journal of education for Pure Science (JEPS), University of Thi-Qar.
Journal of education for Pure Science (JEPS), University of Thi-Qar, the Editors and the Advisory International Editorial Board make every effort to ensure that no wrong or misleading data, opinions or statements be published in the journal. In any way, the contents of the articles and advertisements published in the Journal of education for Pure Science (JEPS), University of Thi-Qar are sole and exclusive responsibility of their respective authors and advertisers.