ChemicalBook--->CAS DataBase List--->599151-35-6

599151-35-6

599151-35-6 Structure

599151-35-6 Structure
IdentificationBack Directory
[Name]

8-(2-Ethoxyphenyl)-7,8-dihydro-1,3-Dioxolo[4,5-g]quinolin-6(5H)-one
[CAS]

599151-35-6
[Synonyms]

FQI1
FQI1 (FQI 1)
FQI1 >=98% (HPLC)
8-(2-Ethoxyphenyl)-7,8-dihydro-1,3-Dioxolo[4,5-g]quinolin-6(5H)-one
8-(2-ethoxyphenyl)-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]quinolin-6-one
[Molecular Formula]

C18H17NO4
[MDL Number]

MFCD03632583
[MOL File]

599151-35-6.mol
[Molecular Weight]

311.33
Chemical PropertiesBack Directory
[Boiling point ]

463.6±45.0 °C(Predicted)
[density ]

1.272±0.06 g/cm3(Predicted)
[storage temp. ]

2-8°C
[solubility ]

DMSO: soluble10mg/mL (clear solution)
[form ]

powder
[pka]

13.36±0.40(Predicted)
[color ]

white to beige
[Stability:]

Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 3 months.
[InChI]

1S/C18H17NO4/c1-2-21-15-6-4-3-5-11(15)12-8-18(20)19-14-9-17-16(7-13(12)14)22-10-23-17/h3-7,9,12H,2,8,10H2,1H3,(H,19,20)
[InChIKey]

YKSYGLXHLSPWLB-UHFFFAOYSA-N
[SMILES]

O=C1CC(C2=CC=CC=C2OCC)C3=CC4=C(OCO4)C=C3N1
Safety DataBack Directory
[Hazard Codes ]

T,N
[Risk Statements ]

25-50
[Safety Statements ]

45-61
[RIDADR ]

UN2811 - class 6.1 - PG 3 - EHS - Toxic solids, organic, n.o.s., HI: all
[WGK Germany ]

3
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Description]

FQI1 (599151-35-6) is an inhibitor of transcription factor LSF specifically targeting its DNA binding and corresponding transcriptional activity (IC50=2.1 μM). Rapidly induces apoptosis in an aggressive hepatocellular carcinoma (HCC) cell line and dramatically inhibits tumor growth in a mouse xenograft model with no general tissue cytotoxicity.1,2?In human HCC cells, FQI1 induced mitotic arrest with an accompanying increase in cyclin B1.3?Blocks LSF-stimulated activation of DNA methyltransferase 1.4?Cell permeable.
[Uses]

FQI1 is a Late SV40 Factor (LSF) inhibitor. FQI1 inhibits cell proliferation, with IC50s of 3, 0.79, 6.3 μM for NIH/3T3, HeLa, A549 cells. FQI1 can be used for cancer research[1].
[References]

1) Grant?et al.?(2012),?Antiproliferative small-molecule inhibitors of transcription factor LSF reveal oncogene addiction to LSF in hepatocellular carcinoma; Proc. Natl. Acad. Sci. USA,?109?4503 2) Santhekadur?et al. (2012),?The transcription factor LSF: a novel oncogene for hepatocellular carcinoma; Am. J. Cancer Res.,?2?269 3) Raiasekaran?et al. (2015),?Small molecule inhibitors of Late SV40 Factor (LSF) abrogate hepatocellular carcinoma (HCC): Evaluation using an endogenous HCC model;?Oncotarget?6?26266 4) Chin?et al.?(2016),?Transcription factor LSF-DNMT1 complex dissociation by FQI1 leads to aberrant DNA methylation and gene expression; Oncotarget,?7?83627
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