1442655-49-3

Basic information

• Product Name: N-(3-((Z)-(3-phenylethyl-2,4-dioxothiazolidin-5-ylidene)methyl)phenyl)-2-bromoacrylamide
• Synonyms: N-(3-((Z)-(3-phenylethyl-2,4-dioxothiazolidin-5-ylidene)methyl)phenyl)-2-bromoacrylamide
• CAS NO: 1442655-49-3
• Molecular Weight: 457.348
• Mol File: 1442655-49-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: N-(3-((Z)-(3-phenylethyl-2,4-dioxothiazolidin-5-ylidene)methyl)phenyl)-2-bromoacrylamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(3-((Z)-(3-phenylethyl-2,4-dioxothiazolidin-5-ylidene)methyl)phenyl)-2-bromoacrylamide(1442655-49-3)
• EPA Substance Registry System: N-(3-((Z)-(3-phenylethyl-2,4-dioxothiazolidin-5-ylidene)methyl)phenyl)-2-bromoacrylamide(1442655-49-3)

Safety Data

• Hazardous Substances Data: 1442655-49-3(Hazardous Substances Data)

Upstream product

• 1055980-73-8 (5Z)-5-(3-nitrobenzylidene)-1,3-thiazolidine-2,4-dione 
• 1442655-09-5 (Z)-5-(3-nitrobenzylidene)-3-phenethylthiazolidine-2,4-dione 
• 10443-65-9 2-bromo-2-propenoic acid 
• 1442655-29-9 (Z)-5-(3-aminobenzylidene)-3-phenethylthiazolidine-2,4-dione 
• 99-61-6 3-nitro-benzaldehyde 

Relevant articles and documents

Anticancer activity of novel hybrid molecules containing 5-benzylidene thiazolidine-2,4-dione

Hybridization of two different bioactive molecules with different mechanism of action is one of the methods that are being adopted to treat cancer. Molecules bearing a thiazolidine-2,4-dione scaffold have been recognized as antineoplastic agents with a broad spectrum of activity against many cancer cell lines. In this manuscript we have described the synthesis and biological evaluation of two series of N-3-substituted-5-arylidene thiazolidine-2,4-diones, bearing the α-bromoacryloylamido moiety at the para- or meta-position on the phenyl of the arylidene portion. We have observed that selected compounds 5a, 5c and 5g suppress proliferation of human myeloid leukaemia HL-60 and U937 cells by triggering morphological changes and internucleosomal DNA fragmentation, which are well-known features of apoptosis. Finally, our results indicated that the investigated compounds induced apoptotic cell death through a mechanism that involved activation of multiple caspases and was also associated with the release of cytochrome c from the mitochondria.