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Upstream product

• 110-89-4 piperidine 
• 141-84-4 2-thioxo-4-thiazolidinone 
• 105-07-7 4-cyanobenzaldehyde 
• 29947-08-8 4-(4-oxo-2-thioxo-thiazolidin-5-ylidenemethyl)-benzonitrile 

Relevant academic research and scientific papers

Xanthine oxidase inhibitory properties and anti-inflammatory activity of 2-amino-5-alkylidene-thiazol-4-ones

Thirty 2-amino-5-alkylidene-thiazol-4-ones were assayed for inhibitory activity against commercial enzyme xanthine oxidase (XO) in vitro and XO in rat liver homogenate as well as for anti-inflammatory response on human peripheral blood mononuclear cells (PBMCs). 4-((2-Benzylamino-4-oxothiazol-5(4H)-ylidene)-methyl)benzonitrile showed the most potent inhibitory effect against commercial XO (IC50 = 17.16 μg/mL) as well as against rat liver XO (IC50 = 24.50 μg/mL). All compounds containing the 4-cyanobenzylidene group or (indol-3-yl)methylene group at the position 5 of thiazol-4-one moiety were moderately potent inhibitors of commercial XO. The assayed compounds were docked into the crystal structures of XO enzyme complexes with three diverse inhibitors (PDB codes: 1FIQ, 1VDV, and 1V97) using OEDocking software. Our results strongly point to a correlation between the data on inhibitory activity against commercial XO and data on antioxidant activity of studied compounds, screened using a lipid peroxidation (LP) method. 2-(Benzylamino)-5-((thiophen-2-yl)methylene)thiazol-4(5H)-one showed the highest anti-inflammatory response on PBMCs, exerted most probably through the NF-κB inhibition. Studied 2-amino-5-alkylidene-thiazol-4-ones obey the "Rule of five" and meet all criteria for good solubility and permeability.

An efficient one-pot synthesis of 2-amino-5-arylidenethiazol-4-ones catalyzed by MgO nanoparticles

A mild and efficient protocol for the synthesis of 2-amino-5-arylidene-1,3- thiazol-4(5H)-ones is reported by three component reaction of aldehydes, rhodanine and secondary amines in the presence of magnesium oxide nanoparticles as heterogeneous nanocatalyst in good yields and short reaction times. A mild and efficient protocol for the synthesis of 2-amino-5-arylidene-1,3-thiazol- 4(5H)-ones is reported by three component reaction of aldehydes, rhodanine and secondary amines in the presence of magnesium oxide nanoparticles as heterogeneous nanocatalyst in good yields and short reaction times. Copyright

Three-component one-pot synthetic route to 2-amino-5-alkylidene-thiazol-4-ones

A fast and straightforward three-component reaction to 2-amino-5-alkylidene-thiazol-4-ones is described. The one-pot methodology, reported for the first time, involves Knoevenagel condensation of aromatic aldehydes and rhodanine followed by displacement o