1304787-72-1Relevant academic research and scientific papers
Synthesis and in vitro antimicrobial activity of 1,3,4-oxadiazole-2-thiol and its analogs
Galge,Raju,Degani,Thorat
, p. 352 - 357 (2015)
The present communication deals with the synthesis of 1,3,4-oxadiazole-2-thiol derivatives containing cyclic secondary amines such as morpholine, N-methyl piperizine, and piperizine. The structural elucidation is based on the spectral data (IR, 1H NMR, and 13C NMR).The newly synthesized compounds were then tested for their antimicrobial activity against a representative panel of micro-organisms such as Bacillus subtilis, Escherichia coli and Candida albicans by using ciprofloxacin and fluconazole as reference drugs for bacteria and fungi, respectively. These synthesized compounds showed moderate to potential antibacterial and antifungal activity in the range of 6-50 μM against the selected bacteria and 12-50 μM against the most common fungi, respectively.
Synthesis and anti-influenza activity of novel thiadiazole, oxadiazole and triazole based scaffolds
Tawfik, Samar S.,Farahat, Abdelbasset A.,El-Sayed, Magda A.-A.,Tantawy, Atif S.,Bagato, Ola,Ali, Mohamed A.
, p. 363 - 374 (2018/04/20)
Background: Influenza is a common respiratory tract infection caused by RNA-virus of the family Orthomyxoviridae; influenza virus, causing variety of symptoms including fever, nasal secretions, cough, muscle pain and pneumonia. It is classified into three distinct types A, B & C. Many 1,3,4-thiadiazoles, 1,3,4-oxadiazoles and 1,2,4-triazoles have showed broad spectrum of biological activities. These heterocycles are considered lead for their high antiviral activity against wide range of viruses. Methods: Research and online content related to chemistry of anti-influenza agents have been reviewed, five schemes were applied to obtain the target compounds, then these compounds underwent in vitro anti-influenza screening. Results: Thirty novel compounds were in vitro screened against the highly pathogenic avian influenza H5N1 virus in MDCK cells. Amantadine was used as control drug. Six compounds showed excellent activity (79-100 % virus inhibition) namely 6c, 14b, 14c, 19b, 30b, 30e with 14c being the most active compound. Five compounds exhibited moderate inhibition (44-70%) namely 5c, 6b, 23a, 23b, 30c. Conclusion: From the previous results, we found that presence of the triazole ring decreased the antiviral activity. While compound 19b that contains benzimidazole nucleus showed excellent inhibition. Presence of the thiadiazole ring greatly affected the activity in different ways according to the substitution on the ring. Moving to the oxadiazole series 14a-c, 16, 28b,c and 30a-f, the change in substitutions greatly affected the antiviral activity. Presence of 4-tolyl or 4-chlorophenyl at position 5 of the oxadiazole greatly enhanced the activity in 14b,c.
Inhibition of tobacco bacterial wilt with sulfone derivatives containing an 1,3,4-oxadiazole moiety
Xu, Wei-Ming,Han, Fei-Fei,He, Ming,Hu, De-Yu,He, Jiang,Yang, Song,Song, Bao-An
, p. 1036 - 1041 (2012/06/04)
A series of new sulfone compounds containing the 1,3,4-oxadiazole moiety were designed and synthesized. Their structures were identified by 1H and 13C nuclear magnetic resonance and elemental analyses. Antibacterial bioassays indicated that most compounds exhibited promising in vitro antibacterial bioactivities against tobacco bacterial wilt at 200 μg/mL. The relationship between structure and antibacterial activity was also discussed. Among the title compounds, 5′c, 5′h, 5′i, and 5′j could inhibit mycelia growth of Ralstonia solanacearum in vitro by approximately 50% (EC50) at 39.8, 60.3, 47.9, and 32.1 μg/mL, respectively. Among them, compound 5′j was identified as the most promising candidate due to its stronger effect than that of Kocide 3000 [Cu(OH)2] within the same concentration range. Field trials demonstrated that the control effect of compound 5′j against tobacco bacterial wilt was better than that of the commercial bactericide Saisentong. For the first time, the present work demonstrated that sulfone derivatives containing 1,3,4-oxadiazole can be used to develop potential bactericides for plants.
Synthesis, characterization and evaluation of some 5-substituted 1,3,4-oxadiazole-2-thioesters as antifungal agents
Hasan, Aurangzeb,Sheikh, Md Rezaul Karim,Gapil, Shelly
, p. 2573 - 2578 (2012/09/07)
A series of 5-substituted 1,3,4-oxadiazole-2-thioesters was synthesized by converting several substituted organic acids successively into the corresponding esters, hydrazides and 5-substituted 1,3,4-oxadiazole-2-thiols. Finally the target compounds: 5-substituted 1,3,4-oxadiazole-2-thioesters were obtained by refluxing 5-substituted 1,3,4-oxadiazole-2-thiols in the presence of acid chloride and potassium hydroxide. The structures of the synthesized compounds were established by physicochemical and spectroscopic methods. The synthesized compounds were evaluated for their in vitro antifungal activity. Some of the evaluated compounds possessed significant antifungal activity as compared to a terbinafine standard.
Synthesis, characterization and antifungal activity of some new 5-substituted 1,3,4-oxadiazole-2-thiols
Hasan, Aurangzeb,Gapil, Shelly,Khan, Izzat
, p. 2007 - 2010 (2012/02/14)
A series of 5-substituted 1,3,4-oxadiazol-2-thiols (3a-i) was synthesized by refluxing variably substituted organic acids (Ra-i) with methanol to the corresponding esters (1a-i). These esters were then converted to hydrazides (2a-i) by reaction with hydrazine hydrate in the presence of absolute ethanol which was followed by reaction with carbon disulfide and potassium hydroxide. Structure of the synthesized compounds was established by physicochemical and spectral data analysis. Synthesized compounds were subjected to antifungal activity. Antifungal activity was performed against Aspergillus flavus, Mucor species, Aspergillus niger and Aspergillus fumigates, with test compounds at a concentration of 200 μg/mL. Terbinafine was used as the standard drug.
Synthesis, characterization and antifungal activity of some 5-substituted 4-amino-1,2,4-triazole-3-thiols
Hasan, Aurangzeb,Akhtar, Mohammad Nadeem,Gapil, Shelly
, p. 5471 - 5476 (2012/07/27)
A series of 5-substituted 4-amino-1,2,4-triazole-3-thiols (4a-i) was synthesized by refluxing substituted organic acids (a-i) with methanol to the corresponding esters (1a-i). These esters were then converted to hydrazides (2a-i) by reaction with hydrazine hydrate in the presence of absolute ethanol. The hydrazides were then converted to 5-substituted 1,3,4-oxadiazole-2-thiols (3a-i) by cyclization reaction with carbon disulfide and KOH which was followed by reaction with hydrazine hydrate in the presence of absolute ethanol. Structure of the synthesized compounds was established by physico-chemical and spectral data analysis. Synthesized compounds were subjected to antifungal activity. Antifungal activity analysis was performed against Aspergillus flavus, Mucor species, Aspergillus niger and Aspergillus fumigates, with test compounds at a concentration of 200 μg/mL. Terbinafine was used as the standard drug.
