ChemicalBook--->CAS DataBase List--->893449-38-2

893449-38-2

893449-38-2 Structure

893449-38-2 Structure
IdentificationBack Directory
[Name]

PRL-3 INHIBITOR I
[CAS]

893449-38-2
[Synonyms]

P0180
PRL-3 Inhibitor
PRL-3 INHIBITOR I
PRL-3 Inhibitor - CAS 893449-38-2 - Calbiochem
Phosphatase of regenerating liver-3, Inhibitor I
5-(5-Bromo-2-((2-bromobenzyl)oxy)benzylidene)-2-thioxothiazolidin-4-one
5-[[5-bromo-2-[(2-bromophenyl)methoxy]phenyl]methylene]-2-thioxo-4-thiazolidinone
Phosphatase of regenerating liver-3, Inhibitor I, 5-[[5-bromo-2-[(2-bromophenyl)methoxy]phenyl]methylene]-2-thioxo-4-thiazolidinone
[Molecular Formula]

C17H11Br2NO2S2
[MDL Number]

MFCD11045303
[MOL File]

893449-38-2.mol
[Molecular Weight]

485.21
Chemical PropertiesBack Directory
[density ]

1.85±0.1 g/cm3(Predicted)
[storage temp. ]

−20°C
[solubility ]

DMSO: >10mg/mL
[form ]

Yellow solid
[pka]

7.11±0.50(Predicted)
[color ]

yellow
[Stability:]

Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 2 months.
[InChI]

1S/C17H11Br2NO2S2/c18-12-5-6-14(22-9-10-3-1-2-4-13(10)19)11(7-12)8-15-16(21)20-17(23)24-15/h1-8H,9H2,(H,20,21,23)/b15-8+
[InChIKey]

HXNBAOLVPAWYLT-OVCLIPMQSA-N
[SMILES]

Brc1ccc(OCc2ccccc2Br)c(c1)\C=C3\SC(=S)NC3=O
Safety DataBack Directory
[Hazard Codes ]

Xi,N
[Risk Statements ]

36/37/38-50/53
[Safety Statements ]

26-36/37-60-61
[RIDADR ]

UN 3077 9/PG 3
[WGK Germany ]

3
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Description]

P0108 (893449-38-2) is a potent inhibitor of phosphatase of regenerating liver-3 (PRL-3), IC50=0.9 μM.1? Reduces the invasive properties of mouse melanoma B16F10 cells in a cellular model.2 Sensitizes PRL-3-expressing cancer cells to chemotherapeutics.3 Inhibits dephosphorylation of tyrosine-783 of integrin β1 in BGC823 and SW480 cells.4
[Uses]

5-[[5-Bromo-2-[(2-bromophenyl)methoxy]phenyl]methylene]-2-thioxo-4-thiazolidinone is a a cell-permeable benzylidene rhodamine that inhibits Phosphatase of regenerating liver 3 (PRL-3).
[Definition]

ChEBI: 5-[[5-bromo-2-[(2-bromophenyl)methoxy]phenyl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one is an aromatic ether.
[in vitro]

prl-3 inhibitor, in a dose-dependent fashion, blocked the dephosphorylation of difmup by prl-3 and strongly suppressed the activity of prl-3 phosphatase in prl-3 overexpressing dld-1 colon tumor cells [dld-1 (prl-3)]. also, prl-3 inhibitor dose-dependently blocked the migration of dld-1 (prl-3) cells, however, it did not inhibit the proliferation of dld-1(prl-3) cells, suggesting that prl-3 inhibitor significantly blocked cell immigration and invasion without cytotoxicity [1].
[IC 50]

900 nm: blocks human phosphatase of regenerating liver 3 (prl-3) in vitro.
[References]

1) Ahn et al. (2006), Synthesis and biological evaluation of rhodanine derivatives as PRL-3 inhibitors; Bioorg. Med. Chem. Lett., 16 2996 2) Min et al. (2013), Rhodanine-based PRL-3 inhibitors blocked the migration and invasion of metastatic cancer cells; Bioorg. Med. Chem. Lett., 23 3769 3) Zhao et al. (2011), PRL-3, a metastasis associated tyrosine phosphatase, is involved in FLT3-ITD signaling and implicated in anti-AML therapy; PLoS One, 6(5) e19798 4) Tian et al. (2012), Phosphatase of regenerating liver-3 directly interacts with integrin β1 and regulates its phosphorylation at tyrosine 783; BMC Biochemistry, 13 22
Spectrum DetailBack Directory
[Spectrum Detail]

PRL-3 INHIBITOR I(893449-38-2)1HNMR
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