(Z)-5-(3-(Trifluoromethyl)benzylidene)-thiazolidine-2,4-dione
Basic information
- CAS
438190-29-5- Standard SMILES
O=C1NC(=O)C(=Cc2cccc(C(F)(F)F)c2)S1- InChIKey
NGJLOFCOEOHFKQ-UHFFFAOYSA-N- Molecular formula
- C11H6F3NO2S
- Average molar mass
- 273.23 g/mol
- Monoisotopic mass
- 273.00713409
Names & identifiers
- Preferred name
- (Z)-5-(3-(Trifluoromethyl)benzylidene)-thiazolidine-2,4-dione
- IUPAC
- 5-[[3-(trifluoromethyl)phenyl]methylidene]-1,3-thiazolidine-2,4-dione
- English name
- (5Z)-5-[[3-(Trifluoromethyl)phenyl]methylene]-2,4-thiazolidinedione
- Molecular formula
- C11H6F3NO2S
- Molecular weight
- 273.23
Names & synonyms
SCHEMBL25413885-(3-(Trifluoromethyl)benzylidene)thiazolidine-2,4-dione2,4-Thiazolidinedione, 5-[[3-(trifluoromethyl)phenyl]methylene]-orb1303054CHEMBL3183803SCHEMBL30753540NGJLOFCOEOHFKQ-UHFFFAOYSA-NHMS3244E19HMS3244E20HMS3244F19HMS3653N17HMS3674C19
Show more names
SMI-4aCS-1477CS-2669SMI-4a（b）(Z)-SMI-4aTCS PIM-1 4aSMI-4a, >97%SMI-4ASMI4ATCS PIM-1 4a, >=98%SMI-4a TCS PIM-1 4a
AKOS026750640SB16474NCGC00345836-01DA-31875DA-42795SW125737-25-(3-trifluoromethylbenzylidene)thiazolidine-2,4-dione5-[[3-(trifluoromethyl)phenyl]methylene]thiazolidine-2,4-dione
Database identifiers
- CAS
438190-29-5- PubChem CID
- 2864586
- ChEMBL
CHEMBL3183803- EC Number
- 803-742-0
Properties
Computed structural properties
- XLogP
- 3.1
- Topological polar surface area
- 71.5 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 1
- Heavy atoms
- 18
- Formal charge
- 0
- Complexity
- 406
Physicochemical properties
- Density
- 1.53 · 1.530±0.06 g/cm3(Predicted)
- storage temp.
- 4 °C · Desiccate at +4°C
- solubility
- 10 mg/mL · DMSO: >10mg/mL
- form
- powder
- pka
- 7.38 · 7.38±0.20(Predicted)
- color
- white to beige
- Stability
- 1 year · Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 2 months.
- InChI
- 1S/C11H6F3NO2S/c12-11(13,14)7-3-1-2-6(4-7)5-8-9(16)15-10(17)18-8/h1-5H,(H,15,16,17)/b8-5-
- InChIKey
- NGJLOFCOEOHFKQ-YVMONPNESA-N
- SMILES
- FC(F)(F)c1cccc(\C=C2/SC(=O)NC2=O)c1
- UNSPSC Code
- 12352200 · 12352200
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 317 · H317-H319
- Precautionary statements
- 280 · P280-P305+P351+P338
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H317 (100%): May cause an allergic skin reaction [Warning Sensitization, Skin]
P261, P264+P265, P272, P280, P302+P352, P305+P351+P338, P321, P333+P317, P337+P317, P362+P364, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 39 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesSkin Sens. 1 (100%)
Safety data
- wgk
- 3
- risk_code
- 36-43
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26-36/37
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H317-H319
- Hazard Classifications
- Eye Irrit. 2Skin Sens. 1
- Precautionary statements
- P280-P305+P351+P338
Chemistry & industry
Applications
DescriptionSMI-4a (438190-29-5) is a selective, ATP-competitive inhibitor of the Pim protein kinases (IC50 = 24 and 100 nM for Pim-1 and Pim-2 respectively). Selective over a panel of ~50 other kinases.1Induces cell cycle arrest in leukemia and prostate cancer cells.2Blocks the growth of a wide range of myeloid and lymphoid cell lines with precursor T-cell lymphoblastic leukemia/lymphoma (pre-T-LBL/T-ALL) being highly sensitive.3SMI-4a is a useful tool for exploring the involvement of Pim in cellular signaling.4Cell permeable.
UsesSMI-4a is an aldose reductase inhibitor as well as a COX-2 inhibitor, a potential agent in the inhibition and treatment of cancer and cancer cell lines.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…