40176-04-3

Basic information

• Product Name: {5-[1-(4-Methoxy-phenyl)-meth-(Z)-ylidene]-2,4-dioxo-thiazolidin-3-yl}-acetic acid ethyl ester
• Synonyms: {5-[1-(4-Methoxy-phenyl)-meth-(Z)-ylidene]-2,4-dioxo-thiazolidin-3-yl}-acetic acid ethyl ester
• CAS NO: 40176-04-3
• Molecular Weight: 321.354
• Mol File: 40176-04-3.mol

Chemical Properties

• CAS DataBase Reference: {5-[1-(4-Methoxy-phenyl)-meth-(Z)-ylidene]-2,4-dioxo-thiazolidin-3-yl}-acetic acid ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: {5-[1-(4-Methoxy-phenyl)-meth-(Z)-ylidene]-2,4-dioxo-thiazolidin-3-yl}-acetic acid ethyl ester(40176-04-3)
• EPA Substance Registry System: {5-[1-(4-Methoxy-phenyl)-meth-(Z)-ylidene]-2,4-dioxo-thiazolidin-3-yl}-acetic acid ethyl ester(40176-04-3)

Safety Data

• Hazardous Substances Data: 40176-04-3(Hazardous Substances Data)

Upstream product

• 6320-51-0 5-(4-methoxybenzylidene)thiazolidine-2,4-dione 
• 105-39-5 chloroacetic acid ethyl ester 
• 123-11-5 4-methoxy-benzaldehyde 
• 105-36-2 ethyl bromoacetate 

Relevant articles and documents

Design, synthesis and in vitro antiproliferative activity of new thiazolidinedione-1,3,4-oxadiazole hybrids as thymidylate synthase inhibitors

Thymidylate synthase (TS) has been an attention-grabbing area of research for the treatment of cancers due to their role in DNA biosynthesis. In the present study, we have synthesised a library of thiazolidinedione-1,3,4-oxadiazole hybrids as TS inhibitors. All the synthesised hybrids followed Lipinski and Veber rules which indicated good drug likeness properties upon oral administration. Among the synthesised hybrids, compound 9 and 10 displayed 4.5 and 4.4 folds activity of 5-Fluorouracil, respectively against MCF-7 cell line whereas 3.1 and 2.5 folds cytotoxicity against HCT-116 cell line. Furthermore, compound 9 and 10 also inhibited TS enzyme with IC50 = 1.67 and 2.21 μM, respectively. Finally, the docking studies of 9 and 10 were found to be consistent with in vitro TS results. From these studies, compound 9 and 10 has the potential to be developed as TS inhibitors.

Synthesis and antimicrobial activity of a new series of thiazolidine-2,4-diones carboxamide and amino acid derivatives

Novel thiazolidine-2,4-dione carboxamide and amino acid derivatives were synthesized in excellent yield using OxymaPure/N,N'-diisopropylcarbodimide coupling methodology and were characterized by chromatographic and spectrometric methods, and elemental ana

A class of carbonic anhydrase IX/XII–selective carboxylate inhibitors

A small series of 2,4-dioxothiazolidinyl acetic acids was prepared from thiourea, chloroacetic acid, aromatic aldehydes, and ethyl-2-bromoacetate. They were assayed for the inhibition of four physiologically relevant carbonic anhydrase (CA, EC 4.2.1.1) isoforms of human (h) origin, the cytosolic hCA I and II, and the transmembrane hCA IX and XII, involved among others in tumorigenesis (hCA IX and XII) and glaucoma (hCA II and XII). The two cytosolic isoforms were not inhibited by these carboxylates, which were also rather ineffective as hCA IX inhibitors. On the other hand, they showed submicromolar hCA XII inhibition, with KIs in the range of 0.30–0.93 μM, making them highly CA XII-selective inhibitors.