199111-94-9

Upstream product

• 636-12-4 N-(4'-fluorophenyl)-2-isonicotinoylhydrazine-1-carbothioamide 
• 1544-68-9 4-fluorophenyl isothiocyanate 
• 371-40-4 4-fluoroaniline 
• 19182-34-4 ammonium p-fluorophenyldithiocarbamate 
• 54-85-3 isoniazid 

Downstream Products

• 333792-29-3 C₁₄H₁₁FN₄S 

Relevant academic research and scientific papers

Is Bismuth Really the "green" Metal? Exploring the Antimicrobial Activity and Cytotoxicity of Organobismuth Thiolate Complexes

Antimicrobial resistance is becoming an ever-increasing threat for human health. Metal complexes and, in particular, those that incorporate bismuth offer an attractive alternative to the typically used organic compounds to which bacteria are often able to develop resistance determinants. Herein we report the synthesis, characterization, and biological evaluation of a series of homo- and heteroleptic bismuth(III) thiolates incorporating either one (BiPh2L), two (BiPhL2), or three (BiL3) sulfur-containing azole ligands where LH = tetrazolethiols or triazolethiols (thiones). Despite bismuth typically being considered a nontoxic heavy metal, we demonstrate that the environment surrounding the metal center has a clear influence on the safety of bismuth-containing complexes. In particular, heteroleptic thiolate complexes (BiPh2L and BiPhL2) display strong antibacterial activity yet are also nonselectively cytotoxic to mammalian cells. Interestingly, the homoleptic thiolate complexes (BiL3) were shown to be completely inactive toward both bacterial and mammalian cells. Further biological analysis of the complexes revealed the first insights into the biological mode of action of these particular bismuth thiolates. Scanning electron microscopy images of methicillin-resistant Staphylococcus aureus (MRSA) cells have revealed that the cell membrane is the likely target site of action for bismuth thiolates against bacterial cells. This points toward a nonspecific mode of action that is likely to contribute to the poor selectivity's demonstrated by the bismuth thiolate complexes in vitro. Uptake studies suggest that reduced cellular uptake could explain the marked difference in activity between the homo- and heteroleptic complexes.

Design, synthesis and molluscicidal activity of new phosphorus compounds bearing fluorine substituted 1,2,4-triazolo[3,2-c][1,2,4]triazine derivatives

Novel phosphorus compounds bearing fluorine substituted 1,2,4-triazolo[3,2-c][1,2,4]triazine derivatives have been synthesized, starting from ring closure reactions of 3-hydrazino-4-(4`-fluorophenyl)-5-(prydin-4`-yl)-1,2,4-trizole (4) with 1,2-bioxygen co

Synthesis, anti-inflammatory, antimicrobial potential and molecular docking studies of 4,5-disubstituted-1,2,4-triazole thioacetate derivatives

Background: In the present study synthesis and biological assessment of nine new ethyl [(4,5-disubstituted-4H-1,2,4-triazol-3-yl)sulfanyl]acetate derivatives 2(a-i) is performed. Methods: The title compounds were characterized by their analytical and spec

Synthesis and antimicrobial activity of some new 1,2,4-trizoles

A series of 1,2,4-triazole derivatives were synthesized using appropriate synthetic route and structures were confirmed by IR,1H NMR and elemental analysis. All the synthesized compounds (6a-6h and 7a-7h) were evaluated for antimicrobial activity by determining their minimum inhibitory concentrations (MICs) against a panel of Gram-positive, Gram-negative bacteria and fungi. Most of the compounds showed significant antimicrobial activity against Gram-positive bacteria viz. S. aureus, B. subtilis, Gram-negative bacteria viz. E. coli, P. aerugenosa and fungi viz. C. albicans, A. niger. Some of the compounds showed better antibacterial activities against Gram-positive bacteria compared to Gram-negative bacteria. Compounds 7g, 6g, 6a exhibited good MICs against Gram-positive bacteria and 7f showed better MICs against Gram-negative bacteria compared to reference norfloxacin. Compounds 7f and 7d exhibited MICs which is equipotent to the reference drug ketoconazole.

Selective synthesis and characterization of substituted 1,3,4-thiadiazole/oxadiazole and 1,2,4-triazole heterocyclic rings

A new series of 5-(isomeric pyridyl)-1,3,4-thiadiazole 3(a-c)/oxadiazole 6(a-c) and 4-(4-fluoro phenyl)-5-(isomeric pyridyl)-1,2,4-triazole- 3-thiol 4(a-c)/3-methyl thiol 5(a-c) derivatives were synthesized in excellent yield and under different condition

Synthesis, structure and alkylation of 4-(4-Fluoro phenyl)-5-(isomeric pyridyl)-1,2,4-triazole-3-thiole

New 3,5-disubstituted-1,2,4-triazole and their derivatives 3(a-c) were synthesized in excellent yield by the intra molecular cyclization of 1,4- disubstituted thiosemicarbazides 2(a-c) with sodium hydroxide. Their further alkylation with methyl iodide in

Synthesis and structure elucidation of some new thioether derivatives of 1,2,4-triazoline-3-thiones and their antimicrobial activities.

5-(4-Pyridinyl)-4-substituted-2.4-dihydro-3H-1,2,4-triazole-3-thiones and 5-(4-pyridinyl)-4-substituted-3-(benzoylmethyl)thio-4H-1,2,4-triazoles were synthesized. The structures of original nine compounds were confirmed by IR, 'H NMR, mass spectral methods and elemental analysis. The antibacterial, antifungal and antimycobacterial activities, together with those of known intermediate 1,4-disubstituted thiosemicarbazides, were reported.