36140-65-5

Usage

Uses

Used in Pharmaceutical Industry:
5-[(2-nitrophenyl)methylidene]thiazolidine-2,4-dione is used as a potential pharmaceutical agent for its possible anti-inflammatory, antidiabetic, and antitumor activities. 5-[(2-nitrophenyl)methylidene]thiazolidine-2,4-dione's unique structure, including the nitrophenyl group, may contribute to its biological effects, making it a candidate for further research and development in medicinal applications.
Used in Medicinal Chemistry Research:
In the field of medicinal chemistry, 5-[(2-nitrophenyl)methylidene]thiazolidine-2,4-dione serves as a subject of investigation for its potential to be modified or used as a lead compound in the development of new drugs. Its chemical properties and structural features may offer insights into the design of novel therapeutic agents.
Used in Drug Development:
5-[(2-nitrophenyl)methylidene]thiazolidine-2,4-dione is utilized in drug development processes to explore its therapeutic potential. Given the known activities of thiazolidine-2,4-dione derivatives, 5-[(2-nitrophenyl)methylidene]thiazolidine-2,4-dione may be optimized for specific medical uses, pending further research into its safety, efficacy, and mechanism of action.

InChI:InChI=1/C10H6N2O4S/c13-9-8(17-10(14)11-9)5-6-3-1-2-4-7(6)12(15)16/h1-5H,(H,11,13,14)

Upstream product

• 2295-31-0 thiazoline-2,4-dione 
• 552-89-6 2-nitro-benzaldehyde 

Relevant academic research and scientific papers

Antileishmanial activity evaluation of thiazolidine-2,4-dione against Leishmania infantum and Leishmania braziliensis

Leishmaniasis is responsible for approximately 65,000 annual deaths. Despite the mortality data, drugs available for the treatment of patients are insufficient and have moderate therapeutic efficacy in addition to serious adverse effects, which makes the development of new drugs urgent. To achieve this goal, the integration of kinetic and DSF assays against parasitic validated targets, along with phenotypic assays, can help the identification and optimization of bioactive compounds. Pteridine reductase 1 (PTR1), a validated target in Leishmania sp., is responsible for the reduction of folate and biopterin to tetrahydrofolate and tetrahydrobiopterin, respectively, both of which are essential for cell growth. In addition to the in vitro evaluation of 16 thiazolidine-2,4-dione derivatives against Leishmania major PTR1 (LmPTR1), using the differential scanning fluorimetry (ThermoFluor), phenotypic assays were employed to evaluate the compound effect over Leishmania braziliensis (MHOM/BR/75/M2903) and Leishmania infantum (MHOM/BR/74/PP75) promastigotes viability. The ThermoFluor results show that thiazolidine-2,4-dione derivatives have micromolar affinity to the target and equivalent activity on Leishmania cells. 2b is the most potent compound against L. infantum (EC50 = 23.45 ± 4.54 μM), whereas 2a is the most potent against L. braziliensis (EC50 = 44.16 ± 5.77 μM). This result suggests that lipophilic substituents on either—meta and/or—para positions of the benzylidene ring increase the potency against L. infantum. On the other hand, compound 2c (CE50 = 49.22 ± 7.71 μM) presented the highest selectivity index.