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Journal articles on the topic '1,3,4-thiadiazole'

Author: Grafiati
Published: 4 June 2021
Last updated: 12 February 2022

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1

Journal, Baghdad Science. "Synthesis of some Schiff's bases derivatives from aminoazo compounds." Baghdad Science Journal 4, no. 3 (September 2, 2007): 416–19. http://dx.doi.org/10.21123/bsj.4.3.416-419.

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Reaction of,2- [( 4- amio phenyl ) diazenyl] 1,3,4- thiadiazole -5- thiol (S1) with p- chlorobenzeldehyde,3,4 – dimethoxy benzaldehyde and pyrrol-2- carbonxaldehyde gave -5- [{4-(4-chlorobenzylidene amino) phenyl} diezenyl]-1,3,4- thiadiazole-2- thiol (S2),5-[{ 4-[(3,4- dimethoxybenzyldene )amino phenyl ] diazenyl)-1,3,4- thiadiazole-2-thiol,(S3) and -5- [4-(1,H – pyrrol -2- yl- methylene)amino phenyl] diazenyl)-1,3,4- thiadiazole-2- thiol (S4) respectively as schiff's bases compounds. On the same route-2-[(4-amino-1- naphthyl ) diazenyl] -1,3,4- thiadiazole -5- thiol (S5) reacts with –p- chloro benzaldehyde and –m- nitrobenzaldehyde to give the follwing schiff's bases -5-[{ 4-(4- chloro benzylidene ) amino -1- naphthyl} diazenyl] -1,3,4- thiadiazole -2- thiol (S6) and -5- ({ 4- [3- nitrobenzylidene) amino] -1- naphthyl({ diazenyl) -1,3,4 – thiadiazole-2- thiol (S7). Sn2 reaction was carried out by the reaction of compound (S6,S7) with bromo ethyl acetate to get ethyl[5{4-(4- chlorobenzylidene amino)-1- naphthyl} diazenyl] -1- 1,3,4- thiadiazole-2- yl- thio] acetate (S8) and ethyl [5-{4- (2- nitrobenzylidene amino)-1- naphthyl diazenyl] -1,3,4- thiadiazole -2-yl-acetate (S9).(Fig.1).
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2

Journal, Baghdad Science. "Preparation of some azo compounds by diazotization and coupling of 2- amino -5 – thiol -1,3,4- thiadizaole." Baghdad Science Journal 4, no. 2 (June 7, 2015): 271–75. http://dx.doi.org/10.21123/bsj.4.2.271-275.

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2- amino -5- thiol-1,3,4- thiadiazole (S1) was prepared by cyclic locking of thiosemicarbazide in the presence of anhydrous sodium carbonate and CS2. diazotization of (S1) compound gave diazonium salt (S2) that reacts with different activated aromatic compounds to get the following azo compounds ,2 [(4- aminophenyl) diazenyl ] 1,3,4- thiazdiazole-5- thiol (S3) ,2-[4-amino- 1-naphthyl diazenyl] -1,3,4 – thiazdiazole-5-thiol (S4) , 3-amino-4-[(5- mercapto -1,3,4- thiadiazole -2-yl) diazenyl ] phenol(S5) ,1-[(5-mercapto-1,3,4-thiadiazole-2-yl) diazenyl] -2-naphthol (S6) , 5-{[4-(dimethylamino) phenyl] diazenyl}-1,3,4-thiadiazole-2- thiol(S7) ,5-{[4-(diethylamino) phenyl] diazenyl}-1,3,4- thiadiazole-2- thiol(S8) ,2- amino-5-[(5-mercapto-1,3,4-thiadiazole-2-yl) diazenyl] phenol(S9) . All the prepared azo compounds have been characterized and identified through the study of their some physical, chemical and spectrometrical (U.V.I.R) properties.
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3

Zhao, Yuxiang, Peter J. McCarthy, and Cyril Párkányi. "Synthesis and In Vitro Evaluation of Novel Acyclic and Cyclic Nucleoside Analogs with a Thiadiazole Ring." ISRN Organic Chemistry 2013 (March 5, 2013): 1–10. http://dx.doi.org/10.1155/2013/159164.

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The synthesis of six thiadiazole nucleoside analogs is reported: 5-diacetylamino-1,2,4-thiadiazol-3-one (1), 5-amino-2- (tetrahydrofuran-2-yl)-1,2,4-thiadiazol-3-one (2), 5-amino-3-[(2′-hydroxyethoxy)methyl]-1,3,4-thiadiazol-2-one (3), 5-amino-3-(4′-hydroxy-2′-hydroxymethyl-butyl)-1,3,4-thiadiazole-2-thione (4), (R)-5-amino-3-(2′,3′-dihydroxypropyl)-1,3,4-thiadiazole-2-thione (5), and (S)-5-amino-3-(2′,3′-dihydroxypropyl)-1,3,4-thiadiazole-2-thione (6). The synthesis, characterization, and properties of these new synthesized thiadiazole derivatives are discussed. A dimerization of 5-amino-3H-1,3,4-thiadiazole-2-thione (14) by sodium nitrite resulting in di-(5-amino-1,3,4-thiadiazol-2-yl) disulfide (19) is also reported. The preliminary in vitro evaluation of these newly synthesized compounds is discussed.
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4

Journal, Baghdad Science. "Synthesis and Characterization of Five, Sevene Heterocyclic Membered Rings." Baghdad Science Journal 10, no. 3 (September 1, 2013): 803–17. http://dx.doi.org/10.21123/bsj.10.3.803-817.

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New compounds containing heterocyclic units have been synthesized. These compounds include 2-amino 5- phenyl-1,3,4-thiadiazole (1) as starting material to prepare the Schiff bases 2N[3-nitrobenzylidene -2 hydroxy benzylidene and 4-N,N-dimethyl aminobenzylidene] -5-phenyl-1,3,4-thiadiazole (2abc) , 2N[3-nitrophenyl, 2-hydroxyphenyl or 4-N,N-dimethylaminophenyl] 3-]2-amino-5-phenyl-1,3,4-thiadiazole]-2,3-dihydro-[1,3]oxazepine-benzo-4,7-dione] (3abc), 2N[3-nitrophenyl,2-hydroxyphenyl,4-N,N-dimethylaminophenyl]-3-[2-amino-5-phenyl-1,3,4-thiadiazole-2-yl]-2,3-dihydro-[1,3]oxazepine-4,7-dione[(4abc), 2-N-[3-nitrophenyl, 2-hydroxyphenyl or 4-N,N-dimethylaminophenyl]-3-[2-amino-5-phenyl-1,3,4-thiadiazole-2yl]-1,2,3-trihydro-benzo-[1,2-e][1,3] diazepine-4,7-dione (5abc) ,2N[2-(3-nitrophenyl,2-hydroxyphenyl or 4-N,N-dimethylaminophenyl)]-4-oxo-1,3-thiazolidine-3-yl]-2-amino-5-phenyl-1,3,4-thiadiazole (6abc), 2-N-[5-(3-nitrophenyl,2-hydroxyphenyl or 4-N,N-dimethylaminophenyl)-tetrazolo-1-yl]-2-amino-5-phenyl-1,3,4-thiadiazole (7abc) , 2-N-[5-(3-nitrophenyl,2-hydroxyphenyl or 4-N,N-dimethylaminophenyl)-3-[2-amino-5-phenyl-1,3,4-thiadiazole-2-yl]-2,3-dihydro-[1,3]oxazepine-benzo-4,7-dithione (8abc) , 2-N-[5-(3-nitrophenyl,2-hydroxyphenyl or 4-N,N-dimethylaminophenyl)-3-[2-amino-5-phenyl-1,3,4-thiadiazole-2-yl]-2,3-dihydro-[1,3]oxazepine -4,7-dithione -5-ene (9abc) and 2-N-[5-(3-nitrophenyl,2-hydroxyphenyl or 4-N,N-dimethylaminophenyl)-3-[2-amino-5-phenyl-1,3,4-thiadiazole-2-yl] -1,2,3-trihydro-benzo-[1,2-e][1,3] diazepine -4,7-dithione - (10abc) . the structures of these compounds were characterized by FT-IR, 1H,13C-NMR,Uv/vis spectroscopy and the melting points were determined besides the evaluation of its biological activity.
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5

Plotnikova, M. D., A. B. Shein, M. G. Shcherban`, and A. D. Solovyev. "The study of thiadiazole derivatives as potential corrosion inhibitors of low-carbon steel in hydrochloric acid." Bulletin of the Karaganda University. "Chemistry" series 103, no. 3 (September 30, 2021): 93–102. http://dx.doi.org/10.31489/2021ch3/93-102.

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The inhibition effect of series of thiadiazole derivatives against the corrosion of mild steel in 15 % HCl was studied by weight-loss method and electrochemical measurements. The experiments were performed on steel St3 at 293 K, the exposure time of the samples in solution for weight-loss measurements was 24 h. Potentiodynamic polarization curves were obtained in a typical three electrode cell with the help of electrochemical measuring complex SOLARTRON 1280 C. A scan rate was 1 mV⋅s-1 and a measurement point was taken every 0.2 s. 2-aminothiazole, 5-amino-1,3,4-thiadiazole-2-thiol, 2-amino-1,3,4-thiadiazole, 2-amino-5-(furan-2-yl)- 1,3,4-thiadiazole, 1,3,4-thiadiazole-2-ylamide of acetic acid were studied as potential inhibitors. The maximal inhibition efficiency was obtained at concentration 0.10-0.20 g⋅L−1. The best result was demonstrated by 5-amino-1,3,4-thiadiazole-2-thiol (inhibition effect was more than 90 %). The minimal inhibition effect had 1,3,4-thiadiazole-2-ylamide acetic acid. The corrosion inhibition effect calculated from data of the corrosion current density and from the weight-loss measurements were in sufficiently good agreement. The effective activation energy of the corrosion of St3 increased significantly due the presence of the inhibitors (from 3.3 to 94.8 kJ⋅mol-1). The results point to promising of investigating of series of thiadiazole derivatives and inhibitory compositions based on thiadiazole as potential acid corrosion inhibitors.
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6

Tyutina, Marina A., Tatyana V. Kudayarova, and Elena A. Danilova. "PRODUCTS OF INTERACTION BETWEEN 2,5-DIAMINO- 1,3,4-THIADIAZOLE AND p-AMINOBENZALDEHYDE." IZVESTIYA VYSSHIKH UCHEBNYKH ZAVEDENIY KHIMIYA KHIMICHESKAYA TEKHNOLOGIYA 59, no. 5 (July 12, 2018): 16. http://dx.doi.org/10.6060/tcct.20165905.5351.

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5-Amino-2N-benzylidene-4'-amino-1,3,4-thiadiazole and 2,5 bis (N-benzylidene-4'-amino) - 1,3,4-thiadiazole was synthesized by interaction between 2,5-diamino-1,3,4-thiadiazole and p –ami-nobenzaldehyde in ethanol environment. The structure was established on data of mass spectrometry, the elemental analysis, UV-Vis, IR, 1H NMR spectroscopy. An electronic and geometrical structure of the synthesized compounds was studied by methods of quantum chemistry.
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7

Journal, Baghdad Science. "SYNTHESIS AND ANTIMICROBIAL ACTIVITY OF SOME (2-AMINO-5-THIOL-1, 3, 4-THIADIAZOLE DERIVATIVES." Baghdad Science Journal 4, no. 1 (March 4, 2007): 89–94. http://dx.doi.org/10.21123/bsj.4.1.89-94.

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Five derivatives of thiadiazole were prepared with aldehydes and alkyl halides, compoundA: 2-amino-5-thiol-1,3,4- thiadiazole, compound B :2-(o-hydroxybenzylidine)amino-5-thiol-1,3,4-thiadiazole, compoundC: 2(2-butan-lidine)amino-5-thiol-1,3,4-thiadiazole, compound E: 2- amino-5-(2-Propanylthio)-1,3,4-thiadiazol) and compound F:2(o-chlorobenzylamino)-5-(2-propanyl thio)-1,3,4 thiadiazol. All prepared compounds were diagnosed by (IR) and (UV) Spectroscopy. All of those compounds were screened for their anti-microbial activity in vitro. The results show that most of the compounds A, B, C exhibited moderate to good activity against Gram-positive bacteria and the same compound exhibit low to moderate activity on most gram-negative bacteria under study. Finally, compound E and F had little or no effect organism.
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8

Schäfer, W., U. Rosenfeld, H. Zaschke, H. Stettin, and H. Kresse. "Kristallin-flüssige 1,3,4-Thiadiazole. II [1]. 1,3,4-Thiadiazole mit Cyclohexanstrukturfragmenten." Journal für Praktische Chemie 331, no. 4 (1989): 631–36. http://dx.doi.org/10.1002/prac.19893310413.

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9

Shi, Da-Hua, Hui-Long Zhu, Yu-Wei Liu, Zong-Ming Tang, Chen Lu, Xiao-Dong Ma, Xiao-Kai Song, Wei-Wei Liu, Tong Dong, and Meng-Qiu Song. "Synthesis and Evaluation of 5-Benzyl-1,3,4-Thiadiazole Derivatives as Acetylcholinesterase Inhibitors." Journal of Chemical Research 41, no. 11 (November 2017): 664–67. http://dx.doi.org/10.3184/174751917x15094552081242.

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Three novel 5-benzyl-1,3,4-thiadiazole derivatives were synthesised starting from phenylacetic acid derivatives. These compounds were characterised by NMR, HRMS and single-crystal X-ray diffraction analysis. 2-Pyrrolidyl-5-[2-(4-bromophenyl)methyl]-1,3,4-thiadiazole showed moderate acetylcholinesterase-inhibition activity with a 50% inhibitory concentration value of 33.16 μM. 2-Pyrrolidyl-5-[2-(4-bromophenyl)methyl]-1,3,4-thiadiazole and acetylcholinesterase docking was demonstrated using the Molecular Operating Environment program.
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10

Ila, Reshmi Dani, Surya Pratap Verma, and G. Krishnamoorthy. "The origin of the longer wavelength emission in 2-(4-fluorophenylamino)-5-(2,4-dihydroxybenzeno)-1,3,4-thiadiazole and its analogue 2-phenylamino-5-(2-hydroxybenzono)-1,3,4-thiadiazole." Photochemical & Photobiological Sciences 19, no. 6 (2020): 844–53. http://dx.doi.org/10.1039/c9pp00490d.

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11

Han, Jie, Feng Yan Zhang, and Juan Yu Wang. "Synthesis and Mesomorphic Property of 2,5-Aryl-1,3,4-Oxadiazole/Thiadiazole Derivatives Bearing a Terminal Thiophene Unit." Key Engineering Materials 428-429 (January 2010): 52–56. http://dx.doi.org/10.4028/www.scientific.net/kem.428-429.52.

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The synthesis and characterization of a series of heterocyclic compounds 2a-2d based on 1,3,4-oxadiazole/ thiadiazole, furan and thiophene units are reported. The thermal behaviors of these compounds were investigated by means of differential scanning calorimetry (DSC), polarizing optical microscopy (POM) and thermogravimetric analysis (TGA). The 1,3,4-thiadiazole derivative 2b exhibited enantiotropic smectic C and A mesophases with wide temperature range and good thermal stability, while all of the other compounds did not show liquid crystalline behaviors. The results indicate that 1,3,4-thiadiazole-based compounds are more beneficial to form stable mesophases than the corresponding 1,3,4-oxadiazole analogues, and the compounds with a central furan unit as the rigid core may result in the loss of the meosgenic behaviors due to the non-linear molecular structure.
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12

Suvorova, Yu V., E. A. Petukhova, E. A. Danilova, and D. V. Tyurin. "Synthesis and Properties of Bisthiadiazoles with Ethyl and Butyl Spacers." Liquid Crystals and their Application 20, no. 4 (December 29, 2020): 27–34. http://dx.doi.org/10.18083/lcappl.2020.4.27.

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This article is devoted to a selection of the most effective preparative method for the synthesis of bis(5-amino-1,3,4-thiadiazole-2-yl)alkanes. These compounds are binuclear diamines consisting of symmetrical 1,3,4-thiadiazole fragments connected by alkyl spacers of various lengths. The structures of the obtained compounds were determined by IR spectroscopy, mass-spectrometry and elemental analysis. The possibility of using these molecules as precursors for the synthesis of macroheterocyclic compounds with expended coordination cavity consisting of six small cycles was demonstrated. Optimal synthesis conditions of bis(5-amino-1,3,4-thiadiazole-2-yl)ethane and bis(5-amino-1,3,4-thiadiazole-2-yl)butane were found by variation of reaction time and temperature. Virtual screening of the obtained compounds was carried out in order to predict antibacterial and biological activities as well as toxic properties of the targeted products. On the basis of the known literature data on polynuclear diamines, the exhibition of the liquid crystal properties of the synthesized molecules is supposed.
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13

Praveen, Aletti S., Hemmige S. Yathirajan, Manpreet Kaur, Badiadka Narayana, Eric C. Hosten, Richard Betz, and Christopher Glidewell. "Different patterns of supramolecular assembly in constitutionally similar 6-arylimidazo[2,1-b][1,3,4]thiadiazoles." Acta Crystallographica Section C Structural Chemistry 70, no. 9 (August 28, 2014): 920–26. http://dx.doi.org/10.1107/s2053229614018762.

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Four imidazo[2,1-b][1,3,4]thiadiazoles containing a simply-substituted 6-aryl group have been synthesized by reaction of 2-amino-1,3,4-thiadiazoles with bromoacetylarenes using microwave irradiation and brief reaction times. 6-(2-Chlorophenyl)imidazo[2,1-b][1,3,4]thiadiazole, C10H6ClN3S, (I), 6-(2-chlorophenyl)-2-methylimidazo[2,1-b][1,3,4]thiadiazole, C11H8ClN3S, (II), 6-(3,4-dichlorophenyl)imidazo[2,1-b][1,3,4]thiadiazole, C10H5Cl2N3S, (III), and 6-(4-fluoro-3-methoxyphenyl)-2-methylimidazo[2,1-b][1,3,4]thiadiazole, C12H10FN3OS, (IV), crystallize withZ′ values of 2, 1, 1 and 2 respectively. The molecular skeletons are all nearly planar and the dihedral angles between the imidazole and aryl rings are 1.51 (8) and 7.28 (8)° in (I), 9.65 (7)° in (II), 10.44 (8)° in (III), and 1.05 (8) and 7.21 (8)° in (IV). The molecules in (I) are linked by three independent C—H...N hydrogen bonds to form ribbons containing alternatingR22(8) andR44(18) rings, and these ribbons are linked into a three-dimensional array by three independent π-stacking interactions. Both (II) and (III) contain centrosymmetric dimers formed by π-stacking interactions but hydrogen bonds are absent, and the molecules of (IV) are linked into centrosymmetricR22(8) dimers by C—H...N hydrogen bonds. Comparisons are made with a number of related compounds.
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14

Alminderej, Elganzory, El-Bayaa, Awad, and El-Sayed. "Synthesis and Cytotoxic Activity of New 1,3,4-Thiadiazole Thioglycosides and 1,2,3-Triazolyl-1,3,4-Thiadiazole N-glycosides." Molecules 24, no. 20 (October 16, 2019): 3738. http://dx.doi.org/10.3390/molecules24203738.

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New 1,3,4-thiadiazole thioglycosides linked to substituted arylidine systems were synthesized via glycosylation of the prepared 1,3,4-thiadiazole thiol compounds. Click strategy was also used for the synthesis of new 1,3,4-thiadiazole and 1,2,3-triazole hybrid glycosides by reaction of the acetylenic derivatives with different glycosyl azids followed by deacetylation process. The cytotoxic activities of the prepared compounds were studied against HCT-116 (human colorectal carcinoma) and MCF-7 (human breast adenocarcinoma) cell lines using the MTT assay. The results showed that the key thiadiazolethione compounds 2 and 3, the triazole glycosides linked to p-methoxyarylidine derivatives 14 and 15 in addition to the free hydroxyl glycoside 20 were found potent in activity comparable to the reference drug doxorubicin against MCF-7 human cancer cells. The acetylenic derivative 2 and glycoside 20 were also found highly active against HCT-116 cell lines.
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15

Ismailova, D. S., R. Ya Okmanov, A. A. Ziyaev, Kh M. Shakhidoyatov, and B. Tashkhodjaev. "N-(5-Benzylsulfanyl-1,3,4-thiadiazol-2-yl)-2-(piperidin-1-yl)acetamide." Acta Crystallographica Section E Structure Reports Online 70, no. 3 (February 5, 2014): o241. http://dx.doi.org/10.1107/s160053681400213x.

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The title compound, C16H20N4OS2, was synthesized by the reaction of 2-benzylsulfanyl-5-chloroacetamido-1,3,4-thiadiazole and piperidine in a 1:2 ratio. The planes of the acetamide and 1,3,4-thiadiazole units are twisted by 10.8 (4)°. The thiadiazole S atom and the acetamide O atom aresyn-oriented due to a hypervalent S...O interaction of 2.628 (4) Å. In the crystal, molecules form centrosymmetric dimersviaN—H...N hydrogen bonds. These dimers are further connected by C—H...O interactions into (100) layers.
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16

Rakhmonov, R., Sh Sharipov, M. Odilzoda, B. Safarov, A. Kobilzoda, and A. Abdurakhmonov. "SYNTHESIS AND FUNCTIONALIZATION OF SOME PARA-R-PHENYLIMIDAZO[2,1-B][1,3,4]- THIADIAZOLE DERIVATIVES." East European Scientific Journal 1, no. 4(68) (May 14, 2021): 54–61. http://dx.doi.org/10.31618/essa.2782-1994.2021.1.68.15.

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The article describes the synthesis of new modifications of derivatives of 6-phenyl-, 6-piodophenyl- and 6-p-bromophenylimidazo[2,1-b][1,3,4]-thiadiazoles - N -((6-(4-iodophenyl)-2-R-imidazo[2,1-b][1,3,4]-thiadiazol-5-yl)methyl)-alkyl/ heterylamine based on the Mannich reaction, bromination 2((ethylsulfonyl)methyl)-6-phenylimidazo[2,1-b][1,3,4]-thiadiazole and the structure of the resulting compounds was established on the basis of IR spectroscopy. It was shown that the presence of substituents at the 2-nd position of the thiadiazole fragment and substituents at the 5th and 6th positions of the imidazole fragment of this heterocycle cause the appearance of a nonequivalent absorption band in the imidazo-thiadiazole fragment.
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17

Janowska, Sara, Agata Paneth, and Monika Wujec. "Cytotoxic Properties of 1,3,4-Thiadiazole Derivatives—A Review." Molecules 25, no. 18 (September 20, 2020): 4309. http://dx.doi.org/10.3390/molecules25184309.

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During recent years, small molecules containing five-member heterocyclic moieties have become the subject of considerable growing interest for designing new antitumor agents. One of them is 1,3,4-thiadiazole. This study is an attempt to collect the 1,3,4-thiadiazole and its derivatives, which can be considered as potential anticancer agents, reported in the literature in the last ten years.
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18

Prasad, Malavattu G., Chapala V. Lakshmi, Naresh K. Katari, and Manojit Pal. "Lemon Juice as a Biocatalyst Under Ultrasound Irradiation: Synthesis and Pharmacological Evaluation of 2-amino 1,3,4-thiadiazoles." Anti-Cancer Agents in Medicinal Chemistry 20, no. 11 (July 8, 2020): 1379–86. http://dx.doi.org/10.2174/1871520620666200409143513.

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Background: The 2-amino 1,3,4-thiadiazole framework has attracted considerable interest because of its prevalence in compounds possessing a wide range of pharmacological properties including anticancer/antitumor activities. Though a number of methods have been reported for the synthesis of this class of compounds, some of them are not straightforward, inexpensive and environmentally friendly. Objective: To synthesize 2-amino-1,3,4-thiadiazole derivatives that could act as potential anticancer agents. Methods: The use of lemon juice as an inexpensive and readily available biocatalyst was explored in the synthesis of 2-amino 1,3,4-thiadiazole derivatives. Accordingly, a convenient method has been developed for the rapid synthesis of this class of compounds under a mild and non-hazardous reaction condition in good yields. The methodology involved the reaction of various acid hydrazides with TMSNCS in the presence of lemon juice in PEG-400 at room temperature (25-30ºC) under ultrasound irradiation. These compounds were assessed for their cytotoxic properties against two different metastatic breast cancer cell lines e.g., MDAMB-231 and MCF-7 and subsequently against SIRT1. Results: The 2-amino 1,3,4-thiadiazole derivatives 3a, 3i, 3j and 3l showed promising growth inhibition of MDAMB- 231 and MCF-7 cell lines and SIRT1 inhibition in vitro. Indeed, 3i was found to be a potent inhibitor of SIRT1. Conclusion: An ultrasound-assisted method facilitated by lemon juice has been developed to synthesize 2-amino- 1,3,4-thiadiazole derivatives that could act as potential anticancer agents.
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19

Bentiss, Fouad, Moha Outirite, Michel Lagrenée, Mohamed Saadi, and Lahcen El Ammari. "Aquabis[2,5-bis(pyridin-2-yl)-1,3,4-thiadiazole-κ2N2,N3](trifluoromethanesulfonato-κO)copper(II) trifluoromethanesulfonate." Acta Crystallographica Section E Structure Reports Online 68, no. 4 (March 3, 2012): m360—m361. http://dx.doi.org/10.1107/s1600536812008732.

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2,5-Bis(pyridin-2-yl)-1,3,4-thiadiazole (denotedL) has been found to act as a bidentate ligand in the monomeric title complex, [Cu(CF3O3S)(C12H8N4S)2(H2O)](CF3O3S). The complex shows a distorted octahedrally coordinated copper(II) cation which is linked to two thiadiazole ligands, one water molecule and one trifluoromethanesulfonate anion. The second trifluoromethanesulfonate anion does not coordinate the copper(II) cation. Each thiadiazole ligand uses one pyridyl and one thiadiazole N atom for the coordination of copper. The N atom of the second non-coordinating pyridyl substituent is found on the same side of the 1,3,4-thiadiazole ring as the S atom. The trifluoromethanesulfonate ions are involved in a three-dimensional network of O—H...O hydrogen bonds. C—H...N interactions also occur.
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20

Yadav, M., Sumit Kumar, and Debasis Behera. "Inhibition Effect of Substituted Thiadiazoles on Corrosion Activity of N80 Steel in HCl Solution." Journal of Metallurgy 2013 (April 18, 2013): 1–14. http://dx.doi.org/10.1155/2013/256403.

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The inhibition effect of some prepared compounds, namely, thiadiazole derivatives, on N80 steel corrosion in 15% HCl solutions has been studied by using the weight loss, electrochemical polarization, and electrochemical impedance spectroscopy techniques. It was found that the inhibition efficiency of the thiadiazole derivatives, namely, 2-amino-5-(4-methoxyphenyl)-1,3,4-thiazole (AMPT), 2-amino-5-phenyl-1,3,4-thiazole (APT), and 2-amino-5-(4-chlorophenyl)-1,3,4-thiazole (ACPT), increases with the increase in concentration. Inhibition efficiency follows the order AMPT > APT > ACPT. The effect of temperature on the corrosion was investigated by the weight loss method, and some thermodynamic parameters were calculated. The inhibitive action may be attributed to the adsorption of inhibitor molecules on the active sites of the metal surface following Langmuir adsorption isotherm. Polarization measurements indicated that thiadiazole derivatives act as mixed-type corrosion inhibitor. The adsorption of thiadiazole derivatives on N80 surface exposed to inhibitor-containing solutions was confirmed using SEM and FT-IR spectra.
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21

Lynch, Daniel E. "2-Amino-5-methyl-1,3,4-thiadiazole and 2-amino-5-ethyl-1,3,4-thiadiazole." Acta Crystallographica Section C Crystal Structure Communications 57, no. 10 (October 12, 2001): 1201–3. http://dx.doi.org/10.1107/s0108270101011817.

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22

Patel, Navin B., Rahul B. Parmar, and Hetal I. Soni. "Lewis Acid Promoted, One-Pot Synthesis of Fluoroquinolone Clubbed 1,3,4-Thiadiazole Motifs under Microwave Irradiation: Their Biological Activities." Current Microwave Chemistry 7, no. 1 (June 23, 2020): 60–66. http://dx.doi.org/10.2174/2213335606666191016111642.

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Background: A Lewis acid promoted efficient and facile procedure for one-pot synthesis of a novel series of fluoroquinolone clubbed with thiadiazoles motifs under microwave irradiation is described here. This technique has more advantages such as high yield, a clean procedure, low reaction time, simple work-up and use of Lewis acid catalyst. Objective: Our aim is to generate a biologically active 1,3,4- thiadiazole ring system by using a onepot synthesis method and microwave-assisted heating. High yield and low reaction time were the main purposes to synthesize bioactive fluoroquinolone clubbed 1,3,4- thiadiazole moiety. Methods: Fluoroquinolone Clubbed 1,3,4-Thiadiazole Motifs was prepared by Lewis acid promoted, one-pot synthesis, under microwave irradiation. All the synthesized molecules were determined by IR, 1H NMR, 13C NMR, and Mass spectra. The antimicrobial activity of synthesized compounds was examined against two Gram-negative bacteria (Escherichia coli, Pseudomonas aeruginosa), two Gram-positive bacteria (Staphylococcus aureus, Streptococcus pyogenes), and three fungi (Candida albicans, Aspergillus niger, Aspergillus clavatus) using the MIC (Minimal Inhibitory Concentration) method and antitubercular activity H37Rv using L. J. Slope Method. Results: Lewis acid promoted, one-pot synthesis of Fluoroquinolone clubbed 1,3,4-Thiadiazole motifs under microwave irradiation is an extremely beneficial method because of its low reaction time and good yield. Some of these novel derivatives showed moderate to good in vitro antibacterial, antifungal, and antitubercular activity. Conclusion: One-pot synthesis of 1,3,4-Thiadiazole by using Lewis acid catalyst gives a good result for saving time and also getting more production of novel heterocyclic compounds with good antimicrobial properties via microwave heating method.
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23

Mastalerz, Harold, Taj Mohammad, and Martin S. Gibson. "A 2-methylthio-3,5-diaryl-1,3,4-thiadiazolium cation; its reactions, and further exploration of the chemistry of 2-alkyl-3,5-diaryl-1,3,4-thiadiazolium cations." Canadian Journal of Chemistry 65, no. 12 (December 1, 1987): 2713–16. http://dx.doi.org/10.1139/v87-450.

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Activation of a representative 3,5-diaryl-1,3,4-thiadiazole-2-thione by thione S-methylation gives a cation that is readily susceptible to nucleophilic substitution. Reactions with diethyl malonate, ethyl acetoacetate, acetylacetone, cyclopentan-1,3-dione, or 3-ethylrhodanine under basic conditions lead to β,β-disubstituted methine bases and (or) β-substituted methine bases in cases where deacetylation occurs under the reaction conditions. This cation and the 2-alkyl-3,5-diaryl-1,3,4-thiadiazolium cation are convenient sources of a series of neutral and cationic dyes containing the 1,3,4-thiadiazole ring system.
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24

Wang, Xi-Cun, Man-Gang Wang, Zhi Yang, Zheng-Jun Quan, Fang Wang, and Zheng Li. "A practical and rapid synthesis of 2-aryloxymethylene-6-arylimidazo [2,1-b][1,3,4]thiadiazole in aqueous media." Journal of Chemical Research 2005, no. 11 (November 2005): 744–46. http://dx.doi.org/10.3184/030823405774909450.

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A practical and rapid procedure is reported for the synthesis of a variety of 2-aryloxymethylene-6-arylimidazo[2,1-b][1,3,4]thiadiazole 3a–m by condensation reaction of 2-amino-5-aryloxymethylene-1,3,4-thiadiazole 1a–g with ω-bromoacetophenone derivatives 2a–b in aqueous media under microwave irradiation and yielded a series of novel compounds. The procedure is simple and the yields are good to excellent.
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25

Dutta, B. C., K. K. Das, and B. N. Goswami. "Cycloaddition Reaction: Synthesis of 5-Substituted 1,3,4-Thiadiazolo[3,2-a]pyrimidin-6-one." Journal of Chemical Research 23, no. 1 (January 1999): 36–37. http://dx.doi.org/10.1177/174751989902300124.

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26

Mague, Joel T., Mehmet Akkurt, Shaaban K. Mohamed, Ahmed M. M. El-Saghier, and Mustafa R. Albayati. "2,2′-[(1,3,4-Thiadiazole-2,5-diyl)bis(sulfanediyl)]diacetonitrile." Acta Crystallographica Section E Structure Reports Online 69, no. 12 (November 30, 2013): o1855. http://dx.doi.org/10.1107/s1600536813032194.

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In the title compound, C6H4N4S3, the 1,3,4-thiadiazole ring is essentially planar, with an r.m.s. deviation of 0.001 Å. The two N—C—S—C torsion angles in the molecule are −23.41 (15) and 0.62 (14)°. One acetonitrile group is above the plane of the 1,3,4-thiadiazole ring and the other is below it, indicatingsynandantiorientations. In the crystal, C—H...N hydrogen bonds link the molecules into ribbons along [010].
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27

Radovanović, Milan, Marija Petrović Mihajlović, and Milan Antonijević. "2-Amino-5-ethyl-1,3,4-thiadiazole as inhibitor of brass corrosion in 3% NaCl." Metallurgical and Materials Engineering 22, no. 1 (March 31, 2016): 51–60. http://dx.doi.org/10.30544/140.

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The electrochemical behaviour of brass and anticorrosion effect of 2-amino-5- ethyl-1,3,4-thiadiazole (AETD) in chloride solution was investigated using electrochemical techniques. Results show that inhibition efficiency depended on inhibitor concentration and immersion time of brass electrode in inhibitor solution. Mechanism of brass corrosion inhibition by 2-amino-5-ethyl-1,3,4-thiadiazole includes adsorption of inhibitor on active sites on electrode surface. Adsorption of AETD in 3% NaCl solution obeys Langmuir adsorption isotherm.
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28

Aliabadi, Alireza. "1,3,4-Thiadiazole Based Anticancer Agents." Anti-Cancer Agents in Medicinal Chemistry 16, no. 10 (August 24, 2016): 1301–14. http://dx.doi.org/10.2174/1871520616666160628100936.

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29

Le, Van-Duc, Charles W. Rees, and Sivaprasad Sivadasan. "Synthesis of 1,3,4-thiadiazole oligomers." Journal of the Chemical Society, Perkin Transactions 1, no. 13 (May 30, 2002): 1543–47. http://dx.doi.org/10.1039/b203705j.

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30

Burnett, Marianne E., Hannah M. Johnston, and Kayla N. Green. "Structural characterization of the aquaporin inhibitor 2-nicotinamido-1,3,4-thiadiazole." Acta Crystallographica Section C Structural Chemistry 71, no. 12 (November 17, 2015): 1074–79. http://dx.doi.org/10.1107/s2053229615021130.

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Nicotinamides are a class of compounds with a wide variety of applications, from use as antimicrobial agents to inhibitors of biological processes. These compounds are also cofactors, which are necessary components of metabolic processes. Structural modification gives rise to the activities observed. Similarly, 1,3,4-thiadiazoles have been shown to possess antioxidant, antimicrobial, or anti-inflammatory biological activity. To take advantage of each of the inherent characteristics of the two aforementioned functional groups, 2-nicotinamido-1,3,4-thiadiazole, C8H6N4OS, was synthesized. Since defining chemical connectivity is paramount in understanding biological activity, in this report, the structural characterization of 2-nicotinamido-1,3,4-thiadiazole has been carried out using X-ray crystallographic methods. The NMR-derived assignments were made possible by utilizing one- (1D) and two-dimensional (2D) NMR techniques. In addition, UV–Visible and IR spectroscopies, and elemental analysis were used to fully characterize the product synthesized by the one-step reaction between nicotinoyl chloride hydrochloride and 2-amino-1,3,4-thiadiazole. Computational parameters related to blood–brain barrier permeability are also presented.
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31

Jitianu, Andrei, Marc A. llies, Fabrizio Briganti, Andrea Scozzafava, and Claudiu T. Supuran. "Complexes With Biologically Active Ligands. Part 91 Metal Complexes of 5-Benzoylamino- and 5-(3-Nitrobenzoyl-Amino)-1,3,4-Thiadiazole-2-Sulfonamide as Carbonic Anhydrase Inhibitors." Metal-Based Drugs 4, no. 1 (January 1, 1997): 1–7. http://dx.doi.org/10.1155/mbd.1997.1.

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Complexes containing the anions of 5-benzoylamido-1,3,4-thiadiazole-2-sulfonamide and 5-(3-nitro-benzoylamido)-1,3,4-thiadiazole-2-sulfonamid as ligands, and V(IV); Cr(III); Fe(III); Co(II); Ni(II); Cu(II) and Ag(I) were synthesized and characterized by standard procedures (elemental analysis; IR, electronic, and EPR spectroscopy; TG, magnetic and conductimetric measurements). The original sulfonamides and their metal complexes are strong inhibitors of two carbonic anhydrase (CA) isozymes, CA I and II.
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32

Xiong, Sang, Jian Lin Sun, and Yang Xu. "Adsorption Behavior of Thiadiazole as Corrosion Inhibitors on Copper Surface." Materials Science Forum 817 (April 2015): 204–11. http://dx.doi.org/10.4028/www.scientific.net/msf.817.204.

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Adsorption behavior of four typical thiadiazole derivatives as corrosion inhibitors on copper surface both in vacuum and aqueous media, including 1,3,4-thiadiazole-2,5-mercapto (T-SH), (1,3,4-thiadiazole-2,5-diyl) bis (sulfanol) (T-OH), S,S'-(1,3,4-thiadiazole-2,5-diyl) bis (O-hydrogen carbonothioate) (T-COOH) and O,O'-dimethyl S,S'-(1,3,4-thiadiazole-2,5-diyl) bis (carbonothioate) (T-COOCH3), has been theoretically studied using quantum chemistry calculations and molecular dynamics simulations method, and the corrosion inhibition mechanism has been analyzed. The present conclusions have been experimentally verified by corrosion test. Global activity indices indicate that T-OH has the highest reaction activity among the four molecules both in vacuum and aqueous environment. The reaction activity of T-SH is little weaker than T-OH. For the two other molecules, Fukui indices suggest that T-COOCH3 possesses five electrophilic attack centers, which enable multi-center adsorption of the molecule on metal surfaces and thus it has a preferable corrosion inhibition performance compared to T-COOH in vacuum. However, T-COOH has the higher reaction activity in aqueous. At the same time, molecular dynamics results show that T-COOCH3 is more stably adsorbed on copper with surface (110) crystallographic plane than T-COOH does both in vacuum and aqueous environment when the interaction of the inhibitor molecules with four layers of copper atoms is considered. The theoretical results show that the efficiency of the four inhibitors accorded well with experimental results. The study of the questions of oxidation and discoloration of copper surface is to be provided a new method.
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33

Pandey, Alok, R. Rajavel, Sandeep Chandraker, and Deepak Dash. "Synthesis of Schiff Bases of 2-amino-5-aryl-1,3,4-thiadiazole and Its Analgesic, Anti-Inflammatory and Anti-Bacterial Activity." E-Journal of Chemistry 9, no. 4 (2012): 2524–31. http://dx.doi.org/10.1155/2012/145028.

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Schiff Bases of 2-amino-5-aryl-1,3,4-thiadiazole derivatives have been synthesized with different aromatic aldehyde. 1,3,4-thiadiazole derivatives were prepared by the reaction of thiosemicarbazide, sodium acetate and aromatic aldehyde. The structures of the titled Schiff bases were elucidated by IR and1H NMR spectral measurements. All the compounds were evaluated for their analgesic activity against swiss albino mice, anti-inflammatory activity against Wister albino rats. The compounds showed significant antibacterial activity againstStaphylococcus aureus(gram-positive) bacteria andE. coli(gram-negative) bacteria.
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34

Keerthi Kumar, Chinnagiri T., Jathi Keshavayya, Tantry N. Rajesh, Sanehalli K. Peethambar, and Angadi R. Shoukat Ali. "Synthesis, Characterization, and Biological Activity of 5-Phenyl-1,3,4-thiadiazole-2-amine Incorporated Azo Dye Derivatives." Organic Chemistry International 2013 (August 18, 2013): 1–7. http://dx.doi.org/10.1155/2013/370626.

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5-Phenyl-1,3,4-thiadiazole-2-amine has been synthesized by single step reaction. A series of heterocyclic azodyes were synthesized by diazotisation of 5-phenyl-1,3,4-thiadiazole-2-amine by nitrosyl sulphuric acid followed by coupling with different coupling compounds such as 8-hydroxyquinoline, 2,6-diaminopyridine, 2-naphthol, N,N-dimethyl aniline, resorcinol, and 4,6-dihydroxypyrimidine. The dyes were characterized by UV-Vis, IR, 1H-NMR, 13C NMR, and elemental analysis. The synthesized compounds were also screened for biological activity.
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35

Kantlehner, Willi, Erwin Haug, Willy Kinzy, Oliver Scherr, and Ivo C. Ivanov. "Die Synthese von 2-Methyl-5-phenacyl-1,3,4-thiadiazolen / The Synthesis of 2-Methyl-5-phenacyl-1,3,4-thiadiazoles." Zeitschrift für Naturforschung B 59, no. 4 (April 1, 2004): 366–74. http://dx.doi.org/10.1515/znb-2004-0403.

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Keywords2,5-Dimethyl-1,3,4-thiadiazole (1a) reacts which aromatic carboxylic acid esters 8a - u in the presence of excessive sodium hydride under condensation to give sodium enolates which afford on hydrolysis the phenacyl-1,3,4-thiadiazoles 9a - u. The action of aromatic carboxylic acid chlorides on 1a in the presence of triethylamine gives rise to the formation of mixtures of diacylated thiadiazole derivatives 16 and 18. In some cases the pure 3-acyl-phenacylidene-2,3-dihydro-1,3,4-thiadiazoles 16 can be isolated. Generally the compounds 16 are rearranged on heating in higher boiling solvents to give the enolbenzoates 18. Hydrolysis of the diacylated thiadiazoles 16 and 18 yields the phenacylthiadiazoles 9a, c, d, g - j, v, w.
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36

Lelyukh, M. I. "Biological activity of heterocyclic systems based on functionally substituted 1,3,4-thia(oxa)diazoles (a review)." Farmatsevtychnyi zhurnal, no. 6 (December 21, 2019): 43–53. http://dx.doi.org/10.32352/10.32352/0367-3057.6.19.05.

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1,3,4-Thiadiazole and oxadiazole hetetocycles are well-known pharmacophore scaffolds, which possess wide possibility for chemical modification and identified diverse pharmacological potential. Such essential and many-sided activities let to consider the mentioned heterocycles as ones of the crucial for expression of pharmacological activity, which confirm their importance for medicinal chemistry. Moreover, 1,3,4-oxadiazole cycle is a bioisostere for carboxylic, amide and ester groups, which mostly contribute to enhancement the pharmacological activity by participating in hydrogen bonding interactions with different enzymes and receptors. The aim of the work was analysis of literature data about biological activity of non-condensed heterocyclic systems based on 1,3,4-thia(oxa)diazole rings as promising objects for modern bioorganic and medicinal chemistry. In this study are presented the analysis of actual literature data about pharmacological activity of heterocyclic systems based on 1,3,4-thiadiazole. It has been established that mentioned scaffolds were identified as the main structural component of biological agents with antimicrobial, anti-inflammatory, analgetic, antitumor antitubercular and antiviral activity. Moreover, the combination of 1,3,4-thiadiazole or 1,3,4-oxadiazole core with various heterocycles led to synergistic effect in many cases. Thus, mentioned scaffolds are important heterocyclic fragments that are considered as promising structural matrices for the construction of new drug-likes molecules. An analysis of the biological activity of 1,3,4-thia(oxa)diazole derivatives was carried out, which allowed to confirm their versatile pharmacological potential. Obtained data can be considered as background for further in-depth studies of chemical and pharmacological properties such heterocyclic systems with possible application in medicine.
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37

Tan, Ting Feng, Yan Xia Li, Li Gang Bai, Bian Peng Wu, Hua Yan Guo, and Zhi Cheng Suo. "A Facile Synthesis and Optical Properties of Novel 2-substituted-5-naphthylmethylene Thiadiazole Derivatives." Advanced Materials Research 1052 (October 2014): 188–92. http://dx.doi.org/10.4028/www.scientific.net/amr.1052.188.

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Three aryl and three naphthylmethylene derivatives containing thiadiazole ring have been synthesized. The structures of target compounds were characterized on the basis of spectral (FT-IR, 1H NMR, and MS). The optical properties were detected using UV-vis absorption spectroscopy and fluorescence spectroscopy. The absorption spectra of 1a, 2a and 3a substituted by naphthylmethylene are primarily characterized by a peak around 284 nm originating from naphthalene, which is different from that of compounds 1b, 2b and 3b. Compared to 1a and 2a (separated by a saturable atomic cluster −CH2−), the maximum absorption wavelength of 1b and 2b takes on obvious red-shifted, which is from thiadiazole and benzene with more large conjugated system. The fluorescence intensity of 2-(4-aminobenzoyl) amide-5-naphthylmethylene-1,3,4-thiadiazole (3a) was significantly higher than that of 5-(4-aminobenzoyl)-1,3,4-thiadiazole (3b) due to the presence of naphthalene.
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38

Shamanth, Sadashivamurthy, Kempegowda Mantelingu, Haruvegowda Kiran Kumar, Hemmige S. Yathirajan, Sabine Foro, and Christopher Glidewell. "Crystal structures of three 6-aryl-2-(4-chlorobenzyl)-5-[(1H-indol-3-yl)methyl]imidazo[2,1-b][1,3,4]thiadiazoles." Acta Crystallographica Section E Crystallographic Communications 76, no. 1 (January 1, 2020): 18–24. http://dx.doi.org/10.1107/s2056989019016050.

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Three title compounds, namely, 2-(4-chlorobenzyl)-5-[(1H-indol-3-yl)methyl]-6-phenylimidazo[2,1-b][1,3,4]thiadiazole, C26H19ClN4S, (I), 2-(4-chlorobenzyl)-6-(4-fluorophenyl)-5-[(1H-indol-3-yl)methyl]imidazo[2,1-b][1,3,4]thiadiazole, C26H18ClFN4S, (II), and 6-(4-bromophenyl)-2-(4-chlorobenzyl)-5-[(1H-indol-3-yl)methyl]imidazo[2,1-b][1,3,4]thiadiazole, C26H18BrClN4S, (III), have been prepared using a reductive condensation of indole with the corresponding 6-aryl-2-(4-chlorobenzyl)imidazo[2,1-b][1,3,4]thiadiazole-5-carbaldehydes (aryl = phenyl, 4-fluorophenyl or 4-bromophenyl), and their crystal structures have been determined. The asymmetric unit of compound (I) consists of two independent molecules and one of the molecules exhibits disorder of the 4-chlorobenzyl substituent with occupancies 0.6289 (17) and 0.3711 (17). Each type of molecule forms a C(8) chain motif built from N—H...N hydrogen bonds, which for the fully ordered molecule is reinforced by C—H...π interactions. In compound (II), the chlorobenzyl unit is again disordered, with occupancies 0.822 (6) and 0.178 (6), and the molecules form C(8) chains similar to those in (I), reinforced by C—H...π interactions involving only the major disorder component. The chlorobenzyl unit in compound (III) is also disordered with occupancies of 0.839 (5) and 0.161 (5). The molecules are linked by a combination of one N—H...N hydrogen bond and four C—H...π interactions, forming a three-dimensional framework.
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39

Pazalja, Mirha. "Electrochemical Oxidation of 2,5-Dimercapto-1,3,4-thiadiazole on Carbon Electrodes Modified with Ru(III) Schiff Base Complex." Kemija u industriji 70, no. 7-8 (2021): 401–10. http://dx.doi.org/10.15255/kui.2020.068.

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The thiol compound 2,5-dimercapto-1,3,4-thiadiazole is a potential cathode material. The redox reactions of the mentioned thiol compound are slow at room temperature but can be enhanced using electron transfer mediators. The electrochemical oxidation of 2,5-dimercapto-1,3,4-thiadiazole on the surface of carbon electrodes modified with Ruthenium(III) Schiff base complex was studied by voltammetric methods and amperometric flow injection analysis. The electrocatalytic properties of Ruthenium(III) Schiff base complex on glassy carbon and screen printed carbon electrodes are enhanced by the addition of multi-walled carbon nanotubes and Nafion. Voltammetric studies showed that anodic oxidation of DMcT on a modified glassy carbon electrode occurs at a potential of +0.28 V vs. Ag/AgCl in Britton-Robinson buffer (pH 6.50). Flow injection amperometric measurements were performed at +0.20 V vs. Ag/AgCl in Britton-Robinson buffer solutions pH 6.50 at a 0.40 cm3 min–1 flow rate. The results of amperometric measurements for modified screen printed and glassy carbon electrodes showed that the screen printed electrode had a lower value of detection limit (0.38 mg dm–3) and quantification (1.28 mg dm–3), and a linear dynamic range from 1 to 500 mg dm–3 of 2,5-dimercapto-1,3,4-thiadiazole. Modified glassy carbon electrode provided a linear dynamic range up to 750 mg dm–3 of 2,5-dimercapto-1,3,4-thiadiazole with a detection limit of 3.90 mg dm–3 and quantification of 13.20 mg dm–3.
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40

Sun, Na-Bo, Jian-Zhong Jin, and Wei Ke. "2,5-Bis[(3-chlorobenzyl)sulfanyl]-1,3,4-thiadiazole." Acta Crystallographica Section E Structure Reports Online 68, no. 6 (May 5, 2012): o1620. http://dx.doi.org/10.1107/s1600536812019150.

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The complete molecule of the title compound, C16H12Cl2N2S3, is generated by crystallographic twofold symmetry, with the S atom of the thiadiazole ring lying on the rotation axis. The dihedral angle between the mean planes of the 1,3,4-thiadiazole and benzene rings is 87.19 (7)°. In the crystal, molecules are linked by C—H...N interactions and short S...S contacts [3.3389 (9) Å] occur.
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41

Hegab, Mohamed I., and Mohamed F. El Shehry. "Reactions of 2,2-Dialkyl-3-thioxochroman-4-one S-(1-Adamantylimides) with Some Nitrilimines." Zeitschrift für Naturforschung B 69, no. 4 (April 1, 2014): 461–65. http://dx.doi.org/10.5560/znb.2014-3276.

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2a(E)-3-Thioxospiro[chroman-2,1ʹ-cyclohexane]-4-one S-(1-adamantylimide) (1) reacted with numerous nitrilimines (generated in situ via triethylamine dehydrohalogenation of the corresponding hydrazonoyl chlorides - i) in refluxing dry toluene to afford 3ʺ,5ʺ-disubstituted-300H,4ʹHdispiro[ cyclohexane-1,2ʹ-chromene-3ʹ,2ʺ-[1,3,4]thiadiazole]-4ʹ-ones 3a - i. Similarly, reaction of 2,2-dimethyl-3-thioxochroman-4-one S-(1-adamantylimide) (4) with nitrilimines in refluxing dry toluene afforded the corresponding 3ʹ,5ʹ-disubstituted-3,3-dimethyl-3ʹH,4H-spiro[chromene-3,2ʹ- [1,3,4]thiadiazole]-ones 5a - i.
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42

Tomma., Jumbad H., Mustafa S. Khazaal, and Rajaa K. Baker. "Synthesis, Characterization and Antibacterial Activity of New Chalcones Derived from New Aldehyde; 4-[5-(4`tolyl)-1,3,4-thiadiazole-2-yl] benzaldehyde." Ibn AL- Haitham Journal For Pure and Applied Science 30, no. 3 (December 28, 2017): 68. http://dx.doi.org/10.30526/30.3.1603.

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New chalcones of -{ - - - y - - hi di z e- -y he y - - e e- - e- - - substituted phenyl have been prepared from condensation of a new of 4-[5-(4`-tolyl)1,3,4-thiadiazole-2-yl] benzaldehyde (which is synthesized by the reaction of 2- amino-5- (4`-tolyl) -1,3,4-thiadiazole and benzaldehyde) with 3- or 4- substituted acetophenones in alkaline medium. The physical, CHNS analysis and spectral data of the synthesized compounds were determined. The biological activity evaluated of new compounds showed that many of these compounds possess antibacterial activity.
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43

Zhivotova, T. S., R. E. Bakirova, S. D. Fazylov, S. K. Kabieva, and T. V. Kryazheva. "Synthesis and Biological Activity of 2,5-Bisubstituted Derivatives of 1,3,4-Thiadiazol-2,5-dithiol." Journal of Chemistry 2013 (2013): 1–4. http://dx.doi.org/10.1155/2013/635079.

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By reaction of 1,3,4-thiadiazol-2,5-dithiol with different organohalogens, chlorides of carboxylic acids, acrylic acid derivatives, alkaloids, and secondary amines, various derivatives of 2,5-bi-substituted 1,3,4-thiadiazole were synthesized, and biological properties of some of them were studied.
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44

EL-Mahdy, Ahmed F. M., Hassan A. H. EL-Sherief, Zeinab A. Hozien, and Shiao-Wei Kuo. "A Convenient One-Pot and Rapid Microwave-Assisted Synthesis of Biologically Active s-Triazolo[3,4-b][1,3,4]Thiadiazine and s-Triazolo[3,4-b][1,3,4]Thiadiazole Nanoarchitectonics." Journal of Nanoscience and Nanotechnology 20, no. 5 (May 1, 2020): 2917–29. http://dx.doi.org/10.1166/jnn.2020.17452.

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A rapid and efficient one-pot protocol has been developed for the synthesis of s-triazolo[3,4-b][1,3,4]thiadiazine and s-triazolo[3,4-b][1,3,4]thiadiazole nanoarchitectonics through the reaction of s-triazoles with ketones and nitriles in acetic acid containing a catalytic amount of sulfuric acid under microwave irradiation in excellent yields. With this catalytic reaction, the cheap sulfuric acid as well as other acids were examined as catalysts and the highly toxic and irritating haloketones and halonitriles were avoided to form. The effects of microwave power, temperature, time, solvent and catalyst were examined. This method achieved a better performance; e.g., higher yields, shorter reaction time and easier work-up as compared to other conventional methods. Therefore, the proposed method will be readily applicable to the synthesis of biologically important compounds containing s-triazolo[3,4-b][1,3,4]thiadiazine and s-triazolo[3,4-b][1,3,4]thiadiazole framework.
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45

Drapak, І. V. "Synthesis, diuretic activity research and QSAR-analysis of N-(1,3,4-tiadiazol-2-il)substituted amides of alkanecarboxylic acids." Farmatsevtychnyi zhurnal, no. 2 (May 10, 2019): 55–65. http://dx.doi.org/10.32352/0367-3057.2.19.06.

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Diuretics are effective drugs that are widely used in medicine, but have unwanted side effects. The derivative of thiadiazole – acetozolamide is a known diuretic. Therefore, the search for diuretics in this series and the establishment of quantitative «structure–activity» (QSAR) dependencies is appropriate. The aim of the work was to synthesis N-(1,3,4-thiadiazol-2-yl)substituted alkanes of alkanecarboxylic acids, study their diuretic activity, and QSAR analysis. The objects of the study were N-(1,3,4-thiadiazol-2-yl)substituted alkanes of alkanecarboxylic acids, obtained by the interaction of 2-amino-5-alkyl-1,3,4-thiadiazole with the corresponding acylchlorides. Investigation of diuretic activity of synthesized compounds was carried out by the method of Berchin. Hyper-Chem and BuildQSAR software were used for calculation of molecular descriptors and QSAR-models. Synthesis of 12 N-(1,3,4-thiadiazol-2-yl)substituted amides of alkanecarboxylic acids, the structure of which was confirmed by PMR spectroscopy and elemental analysis. Studies of diuretic activity showed that the synthesized compounds had pronounced diuretic properties, and some of them according to activity indicators were approaching or exceeding comparative preparations. Compound N-(5-methyl-[1,3,4]thiadiazol-2-yl) propionamide showed the best diuretic effect: increased daily diuresis in white rats, in comparison with intact control, in 2.47 times (p ≤ 0,001), in comparison with hydrochlorothiazide was in 1,6 times and acetazolamide was 1,75 times. The calculation of the molecular descriptors of N-(1,3,4-thiadiazol-2-yl)substituted amides of alkanecarboxylic acids was conducted. Based on the calculated values of molecular descriptors and diuretic activity values of 12 synthesized compounds, a QSAR analysis was performed. Analysis of structure-diuretic activity showed the greatest influence of lipophilicity, energy parameters, spatial structure and size of the molecule. Moreover, diuretic activity increases with increasing logP, decreasing the refractive, volume and area of the molecule, increasing the energy of the higher occupied molecular orbital. Increasing the charge on the Sulfur atom of the thiadiazole ring and the Оxygen atom of the carbonyl group, reducing the angle between the Sulfur atoms, the Nitrogen of the amide group and the Oxygen, and increasing the angle between the Nitrogene atoms of the thiadiazole ring, the Oxygen and the Nitrogen of the amide group, also increases diuretic activity. The results of the diuretic activity of the synthesized compounds N-(1,3,4-thiadiazol-2-yl)substituted amides of alkanecarboxylic acids show the potential for the search for diuretic agents among 1,3,4-thiadiazole derivatives. The resulting QSAR models will be used to modelling and prediction the activity of new potential diuretics.
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46

El Ashry, El Sayed H., El Sayed Ramadan, Mohammed R. Amer, Yeldez El Kilany, Mohamed E. I. Badawy, and Entsar I. Rabea. "Synthesis and Antioxidant Activity of Novel 5-amino-2-alkyl/glycosylthio-1,3,4- thiadiazoles: Regioselective Alkylation and Glycosylation of the 5-amino-1,3,4- thiadiazole-2-thiol Scaffold." Current Organic Synthesis 16, no. 5 (October 17, 2019): 801–9. http://dx.doi.org/10.2174/1570179416666190415113847.

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Objective: 5-Amino-2-alkyl/glycosylthio-1,3,4-thiadiazoles have been synthesized by the reaction of 5-amino-1,3,4-thiadiazole-2-thiol with a variety of alkylating agents or glycosyl halides in the presence of anhydrous potassium carbonate in dry acetone. Methods: The structures of the newly synthesized compounds have been established based on their spectral data (FT-IR, 1H- and 13C-NMR) and mass spectrometry. They were tested for their antioxidant behaviour by the use of 2,2-diphenyl-1-picrylhydrazyl (DPPH) free radical scavenging method. The in silico pharmacokinetics ADME properties of the potent antioxidant compounds were investigated by using Accelrys Discovery Studio (DS) 2.5 software. Results and Conclusion: Regioselective alkylation and glycosylation of 5-amino-1,3,4-thiadiazole-2-thiol were noticed during its reaction with alkylating agents and glycosyl halides. Alkylating agents gave the Sfunctionalized derivatives, while the acetylated glycosyl halides afforded the S-glycosylated products together with their respective N-acetyl derivatives. The benzoylated glycosyl halide behaved in a different manner and gave N-glycoside analogue of 1,3,4-thiadiazole-2(3H)-thione, in addition to the expected sulfanyl S-glycoside. Most of the synthesized compounds showed noticeable antioxidant activity with respect to ceftriaxone as a standard drug. Some of the most active compounds showed acceptable predicted pharmacokinetics and druglikeness properties.
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47

Wang, Pin-liang, Hai-ling Li, Si-shun Kang, and Hai-bo Wang. "2-{[3-(4-Chlorophenyl)-1,2,4-oxadiazol-5-yl]methylsulfanyl}-5-methyl-1,3,4-thiadiazole." Acta Crystallographica Section E Structure Reports Online 63, no. 11 (October 26, 2007): o4411. http://dx.doi.org/10.1107/s160053680705177x.

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The title compound, C12H9ClN4OS2, was synthesized via condensation of 5-chloromethyl-3-(4-chlorophenyl)-1,2,4-oxadiazole with 5-mercapto-2-methyl-1,3,4-thiadiazole. The benzene and oxadiazole rings are coplanar due to the extended aromatic system. The angle between this plane and the thiadiazole ring is 82.2 (3)°.
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48

Shiri, Fereshteh, Somaye Shahraki, Sadegh Baneshi, Massoud Nejati-Yazdinejad, and Mostafa Heidari Majd. "Synthesis, characterization, in vitro cytotoxicity, in silico ADMET analysis and interaction studies of 5-dithiocarbamato-1,3,4-thiadiazole-2-thiol and its zinc(ii) complex with human serum albumin: combined spectroscopy and molecular docking investigations." RSC Advances 6, no. 108 (2016): 106516–26. http://dx.doi.org/10.1039/c6ra17322e.

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49

Amiel, Pascale, Abdallah Mahamoud, Pierre Brouant, Jean Pierre Galy, Jacques Barbe, Janina Karolak-Wojciechowska, and Maciej Posel. "Tautomérie du 2,5-dimercapto-1,3,4-thiadiazole et synthèse de thiadiazoloacridiniques." Canadian Journal of Chemistry 73, no. 8 (August 1, 1995): 1258–66. http://dx.doi.org/10.1139/v95-154.

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Some 2(3H)-thione-5-alkylthio-1,3,4-thiadiazoles were prepared with a view to arylating these compounds with 9-chloroacridines. Using pyridine as solvent and base, this arylation led to the 2-thione-(N)3-acridinyl-5-alkylthio-1,3,4-thiadiazoles. Molecular structures of the latter were determined either by NMR spectroscopy or by referring to X-ray crystallography of the 5-(diethylaminoethylthio)-1,3,4-thiadiazole-2-thione. Thus, with respect to the tautomeric equilibrium of the compound investigated, the thione group was detected either in the solid state or in solution. In contrast, 2-acridinylthio-5-alkylthio-1,3,4-thiadiazoles were prepared by using the sodium salt of 2-mercapto-5-alkylthio-1,3,4-thiadiazoles as starting material. Keywords: acridines, thiadiazoles, tautomerism.
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50

Song, Ye, Yu-Fei Ji, Min-Yan Kang, and Zhi-Liang Liu. "Bis(2-amino-5-methyl-1,3,4-thiadiazole-κN 3)dichloridocobalt(II)." Acta Crystallographica Section E Structure Reports Online 68, no. 6 (May 16, 2012): m772. http://dx.doi.org/10.1107/s1600536812020995.

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In the monomeric title complex, [CoCl2(C3H5N3S)2], the CoII atom is tetracoordinated by two chloride anions and two N atoms from two monodentate 2-amino-5-methyl-1,3,4-thiadiazole ligands, giving a slightly distorted tetrahedral stereochemistry [bond angle range about Co = 105.16 (12)–112.50 (10)°]. In the complex, the dihedral angle between the 1,3,4-thiadiazole planes in the two ligands is 72.8 (1)°. There are two intramolecular N—H...Cl interactions in the complex unit, while in the crystal, intermolecular N—H...N and N—H...Cl hydrogen bonds link these units into a two-dimensional layered structure parallel to (011).
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