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ChemicalBook--->CAS DataBase List--->301305-73-7

301305-73-7

301305-73-7 Structure

301305-73-7 Structure
IdentificationBack Directory
[Name]

TCS 359
[CAS]

301305-73-7
[Synonyms]

TCS359
CS-1153
TCS359; TCS-359
Flt-3 inhibitor
TCS 359 USP/EP/BP
2-(3,4-DIMETHOXY-BENZOYLAMINO)-4,5,6,7-T
Flt-3 Inhibitor - CAS 301305-73-7 - Calbiochem
2-[(3,4-Dimethoxybenzoyl)amino]-4,5,6,7-benzo[b]thiophene-3-carboxamide
2-(3,4-diMethoxybenzaMido)- 4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxaMide
2-[(3,4-Dimethoxybenzoyl)amino]-4,5,6,7-tetrahydro-benzo[b]thiophene-3-carboxamide
Benzo[b]thiophene-3-carboxaMide,2-[(3,4-diMethoxybenzoyl)aMino]-4,5,6,7-tetrahydro-
2-(3,4-Dimethoxy-benzoylamino)-4,5,6,7-tetrahydro-benzo[b]thiophene-3-carboxylic acid amide
[Molecular Formula]

C18H20N2O4S
[MDL Number]

MFCD00617269
[MOL File]

301305-73-7.mol
[Molecular Weight]

360.432
Chemical PropertiesBack Directory
[Boiling point ]

454.4±45.0 °C(Predicted)
[density ]

1.328±0.06 g/cm3(Predicted)
[storage temp. ]

−20°C
[solubility ]

H2O: <2mg/mL
[form ]

White solid
[pka]

12.43±0.20(Predicted)
[color ]

white to off-white
[Water Solubility ]

H2O: <2mg/mL
DMSO: ~8mg/mL
[Sensitive ]

Light Sensitive
[CAS DataBase Reference]

301305-73-7
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

36/37/38
[Safety Statements ]

26
[WGK Germany ]

3
[HS Code ]

2934.99.4400
Hazard InformationBack Directory
[Uses]

Fms-like tyrosine kinase (FLT3) is a cell-surface receptor with important roles in stem cell development, hematopoiesis, and cancer. FLT3 Inhibitor is a cell-permeable, ATP-competitive inhibitor of FLT3 (IC50 = 27 nM) that blocks the proliferation of myelomonocytic leukemia MV4-11 cells (IC50 = 0.41 μM). It is selective for FLT3 over a panel of 22 other kinases. FLT3 Inhibitor synergistically increases the cytotoxicity of an AF4-mimetic peptide against MV4-11 cells.
[Definition]

ChEBI: 2-[[(3,4-dimethoxyphenyl)-oxomethyl]amino]-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxamide is a dimethoxybenzene.
[Biological Activity]

Potent inhibitor of FLT3 receptor tyrosine kinase (IC 50 = 42 nM) that displays selectivity over a range of other kinases. Exhibits antiproliferative effects on MV4-11 cells, a human acute myelogenous leukaemia cell line expressing a constitutively active mutant FLT3 (IC 50 = 340 nM).
[storage]

4°C, protect from light
[References]

[1]. trzci′nska-daneluti a.m., nguyen l., jiang c., et al. use of kinase inhibitors to correct δf508-cftr function. molecular & cellular proteomics, 2012, 11(9):745-757.
[2]. patch r.j., baumann c.a., liu j., et al. identification of 2-acylaminothiophene-3-carboxamides as potent inhibitors of flt3. bioorganic & medicinal chemistry letters, 2006, 16: 3282-3286.
[3]. kar r.k., suryadevara p., roushan r., et al. quantifying the structural requirements for designing newer flt3 inhibitors. medicinal chemistry, 2012, 8:913-927.
[4]. nishijima c., kawamura k., okamoto n., et al. regulation of preimplantation embryo development in mice by fms-like tyrosine kinase 3 ligand. journal of mammalian ova research, 2014, 31(1):45-51.
[5]. o'farrell a.m., yuen h.a., smolich b., et al. effects of su5416, a small molecule tyrosine kinase receptor inhibitor, on flt3 expression and phosphorylation in patients with refractory acute myeloid leukemia. leuk. res., 2004, 28(7):679-89.
Spectrum DetailBack Directory
[Spectrum Detail]

TCS 359(301305-73-7)1HNMR
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