1H-Isoindole-1,3(2H)-dione, 5-[5-[[3-(4-broMophenyl)-2-iMino-4-oxo-5-thiazolidinylidene]Methyl]-2-furanyl]- Chemical Properties

Density 

1.75±0.1 g/cm3(Predicted)

storage temp. 

2-8°C

solubility 

DMSO: soluble2mg/mL, clear (warmed)

form 

powder

pka

9.62±0.20(Predicted)

color 

orange to dark orange red

InChI

1S/C22H12BrN3O4S/c23-12-2-4-13(5-3-12)26-21(29)18(31-22(26)24)10-14-6-8-17(30-14)11-1-7-15-16(9-11)20(28)25-19(15)27/h1-10,24H,(H,25,27,28)/b18-10-,24-22?

InChIKey

ULBOWKXOFOTCMU-NLDKGBHCSA-N

SMILES

S1\C(=C/c3[o]c(cc3)c4cc5c(cc4)C(=O)NC5=O)\C(=O)N(C1=N)c2ccc(cc2)Br

Safety Information

Hazard Codes 

Xn

Risk Statements 

22

WGK Germany 

3

Storage Class

11 - Combustible Solids

Hazard Classifications

Acute Tox. 4 Oral

1H-Isoindole-1,3(2H)-dione, 5-[5-[[3-(4-broMophenyl)-2-iMino-4-oxo-5-thiazolidinylidene]Methyl]-2-furanyl]- Usage And Synthesis

Description

Apoptosis is induced by certain cytokines including TNF and Fas ligand in the TNF family through their death domain containing receptors. TNF-related apoptosis-inducing ligand (TRAIL or Apo2L), a member of this family, activates apoptosis in a variety of tumor cell lines by signaling through the death receptors, DR4 and DR5. Bioymifi directly activates DR5 (K_d = 1.2 μM; IC₅₀ = 2 μM), inducing DR5 clustering, which leads to the initiation of FADD/caspase-8-dependent apoptosis in various cancer cells.

Uses

Bioymifi is thiazolidinone derivative that induces apoptosis. It is TRAIL receptor DR5 binding agent useful in human cancer cells.

References

[1] GELIN WANG. Small-molecule activation of the TRAIL receptor DR5 in human cancer cells[J]. Nature chemical biology, 2012, 9 2: 84-89. DOI: 10.1038/nchembio.1153