402-93-7

Usage

Uses

Used in Food Production:
AKOS B018301 is used as a flavoring agent for its distinctive, sweet smell, enhancing the taste of various food products.
Used in Pharmaceutical Industry:
AKOS B018301 is used as a selective inhibitor of aldehyde oxidase, playing a role in medical applications.
Used in Chemical Synthesis:
AKOS B018301 is used as a reagent in the preparation of various pharmaceutical compounds, contributing to the development of new chemical entities.

InChI:InChI=1/C10H6FNOS2/c11-7-3-1-6(2-4-7)5-8-9(13)12-10(14)15-8/h1-5H,(H,12,13,14)/b8-5+

Upstream product

• 462-06-6 fluorobenzene 
• 98026-85-8 5-chloromethylene-2-thioxo-thiazolidin-4-one 
• 141-84-4 2-thioxo-4-thiazolidinone 
• 459-57-4 4-fluorobenzaldehyde 

Downstream Products

• 29529-79-1 (4-fluorophenyl)-2-mercaptoacrylic acid 
• 104183-61-1 5-(p-Fluorobenzylidene)-3--4-oxo-thiazolidine-2-thione 
• 104183-63-3 5-(p-Fluorobenzylidene)-3--4-oxo-thiazolidine-2-thione 
• 104183-60-0 5-(p-Fluorobenzylidene)-3--4-oxo-thiazolidine-2-thione 
• 104183-62-2 5-(p-Fluorobenzylidene)-3--4-oxo-thiazolidine-2-thione 

Relevant academic research and scientific papers

Introducing broadened antibacterial activity to rhodanine derivatives targeting enoyl-acyl carrier protein reductase

Broadened antibacterial activity was introduced to rhodanine derivatives targeting Mycobacterial tuberculosis enoyl-acyl carrier protein reductase (Mtb InhA) by recruiting feature of xacins to bring DNA Gyrase B inhibitory capability. This is significant for preventing further bacterial injections in the tuberculosis treatment. The most potent compound Cy14 suggested comparable bioactivity (IC50=3.18μM for Mtb InhA; IC50=10nM for DNA Gyrase B) with positive controls. Structure–activity relationship discussion and molecular docking model revealed the significance of rhodanine moiety and derived methoxyl on meta-position, pointing out orientations for future modification.

The chelating behaviour of 3-(4-X-phenyl)-2-sulfanylpropenoic acids with the PbII ion - Relevance of the lone electron pair in the supramolecular structures of the 2:1 complexes

The interaction of 3-(4-X-phenyl)-2-sulfanylpropenoic acids [H 2(X-pspa); X = -F, -Cl, -Br, -I, -OCH3, -OCF3, -OH] with lead(II) acetate in an alcoholic medium was explored in the search for new chelating agents for the Pb2+ ion. The direct reactions afforded [Pb(X-pspa)] complexes in yields of 67 (X = -Br) to 95 % (X = -OCH 3). When the PbII/H2(X-pspa) reaction was performed in the presence of diisopropylamine (Q), the derivatives [HQ] 2[Pb(X-pspa)2] (X = Cl, Br) were obtained. All of the complexes were characterized by spectrometric (FAB-MS and ESI-MS) and spectroscopic (IR, 1H and 13C NMR spectroscopy) methods and these showed the permanence of the O,S coordination of the ligands to the metal ion in dimethyl sulfoxide (DMSO) solution. H2(Cl-pspa), [HQ]2[Pb(Cl-pspa)2] and [HQ]2[Pb(Br-pspa) 2] were also fully characterized in the solid state by X-ray diffraction. The importance of the stereochemically active lone electron pair of the PbII ion in the supramolecular arrangement of [HQ] 2[Pb(X-pspa)2] (X = Cl, Br) is discussed. The characteristics of complexes formed by 3-(4-X-phenyl)-2-sulfanylpropenoic acids with lead(II) cations have been explored both in the solid state and in solution. The importance of the stereochemically active lone electron pair of the PbII ion in the supramolecular arrangement of [HQ] 2[Pb(X-pspa)2] (X = Cl, Br; Q = diisopropylamine) is discussed. Copyright

Highly efficient one-pot synthesis, antimicrobial and docking studies of newer β-amino carbonyl derivatives catalyzed by silica sulfuric acid

Mannich reaction was applied between 4-fluorobezaldehyde, selected acetophenone and several anilines, catalyzed by silica sulfuric acid for the synthesis of β-amino carbonyl derivatives. Reaction time and yield of the products depended on the nature of ac

A solvent-free protocol for the green synthesis of arylalkylidene rhodanines in a task-specific ionic liquid

2-Hydroxyethylammonium formate acts as a task-specific ionic liquid (TSIL) for the Knoevenagel condensation of carbonyl compounds with rhodanine to afford arylalkylidene rhodanines under solvent-free conditions and in good-to-excellent yields. Additionally, compared with those in organic solvents, the yields obtained in the presence of our ionic liquid (IL) were significantly increased. The detailed mechanism of the catalytic effect of TSIL is also reported for the first time.

Green synthesis of 5-benzylidene rhodanine derivatives catalyzed by 1-butyl-3-methyl imidazolium hydroxide in water

A basic functionalized ionic liquid, 1-butyl-3-methyl imidazolium hydroxide ([bmim][OH]), catalyzed the Knoevenagel condensation of rhodanine with aromatic aldehydes. It proceeded smoothly in water to afford the 5-benzylidene rhodamine derivatives in high yields at room temperature. This new method offers several advantages, such as excellent yields, short reaction times, and simple procedure. The catalyst can be reused at least 5 times without significant loss of activity.