ChemicalBook--->CAS DataBase List--->1421227-53-3

1421227-53-3

1421227-53-3 Structure

1421227-53-3 Structure
IdentificationBack Directory
[Name]

WS6
[CAS]

1421227-53-3
[Synonyms]

WS6
CS-1811
WS-6;WS 6
WS6, >=98%
WS6 USP/EP/BP
WS6 >=98% (HPLC)
WS6, 1421227-53-3
4-[[6-[(cyclopropylcarbonyl)amino]-4-pyrimidinyl]oxy]-N-[4-[(4-methyl-1-piperazinyl)methyl]-3-(trifluoromethyl)phenyl]-benzeneacetamide
N-(6-{4-[({4-[(4-methylpiperazin-1-yl)methyl]-3-(trifluoromethyl)phenyl}carbamoyl)methyl]phenoxy}pyrimidin-4-yl)cyclopropanecarboxamide
N-(6-(4-(2-(4-((4-METHYLPIPERAZIN-1-YL)METHYL)-3-(TRIFLUOROMETHYL)PHENYLAMINO)-2-OXOETHYL)PHENOXY)PYRIMIDIN-4-YL)CYCLOPROPANECARBOXAMIDE
Benzeneacetamide, 4-[[6-[(cyclopropylcarbonyl)amino]-4-pyrimidinyl]oxy]-N-[4-[(4-methyl-1-piperazinyl)methyl]-3-(trifluoromethyl)phenyl]-
N-(6-{4-[2-({4-[(4-Methyl-1-piperazinyl)methyl]-3-(trifluoromethyl)phenyl}amino)-2-oxoethyl]phenoxy}-4-pyrimidinyl)cyclopropanecarboxamide
N-[6-[4-[2-[4-[(4-methylpiperazin-1-yl)methyl]-3-(trifluoromethyl)anilino]-2-oxoethyl]phenoxy]pyrimidin-4-yl]cyclopropanecarboxamide WS6
WS6 N-(6-(4-(2-(4-((4-METHYLPIPERAZIN-1-YL)METHYL)-3-(TRIFLUOROMETHYL)PHENYLAMINO)-2-OXOETHYL)PHENOXY)PYRIMIDIN-4-YL)CYCLOPROPANECARBOXAMIDE
[Molecular Formula]

C29H31F3N6O3
[MDL Number]

MFCD26793882
[MOL File]

1421227-53-3.mol
[Molecular Weight]

568.59
Chemical PropertiesBack Directory
[Boiling point ]

744.1±60.0 °C(Predicted)
[density ]

1.374±0.06 g/cm3(Predicted)
[storage temp. ]

Sealed in dry,2-8°C
[solubility ]

DMSO: soluble20mg/mL, clear
[form ]

powder
[pka]

11.82±0.20(Predicted)
[color ]

white to beige
[InChIKey]

FTODTDQFHDJWIQ-UHFFFAOYSA-N
[SMILES]

FC(F)(F)c1c(ccc(c1)NC(=O)Cc3ccc(cc3)Oc4ncnc(c4)NC(=O)C5CC5)CN2CCN(CC2)C
Safety DataBack Directory
[WGK Germany ]

3
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Uses]

WS6 is a β-cell proliferation indocer via the IκB kinase pathway and modulation of the Erb3 binding-protein. Potential treatment and cure for diabetes type I.
[Biological Activity]

ws6 is a small-molecule inducer of β cell proliferation [1].β cells are a subset of cells in the pancreatic islets and play an important role in regulating glucose homeostasis through the production of insulin [1].ws6 is a small-molecule inducer of β cell proliferation. in mouse β cell line r7t1, ws6 induced cell proliferation with ec50 value of 0.28 μm. ws6 was very active in primary human and rodent islets. in primary rat and human β cells, ws6 induced rat β cell proliferation with ec50 value of 0.4 μm and increased 4% of rat β cells and 3% of human β cells to proliferate. in intact islet cultures, ws6 significantly induced proliferation [1]. in cultured human islets, ws6 induced β cell proliferation and also α cell proliferation. however, ws6 didn’t influence the expression of β cell-specific transcription factors and the amount of insulin-positive β cells, which suggested that ws6 didn’t influence β cell differentiation and human islet cell viability [2].in type 1 diabetes (t1d) mice, ws6 significantly reduced blood glucose and increased β cell proliferation from 3.8% to 6.4% [1].
[in vivo]

WS6 (2.2 mg/kg; once a day; 28 days; i.p.) alleviates depression like behavior in rats by enhancing GABA signaling and dendritic density in the hippocampus of chronic unpredictable mild stress (CUMS) model rats[2].

Animal Model:Wild type male Sprague Dawley rat model of chronic unpredictable mild stress (CUMS) induced depression[2].
Dosage:2.2 mg/kg
Administration:Intraperitoneal injection (i.p.); once a day; 28 days
Result:Reversed the reduction of neurogenesis, GABAergic neurons, dendritic complexity, spinal density, and synaptic plasticity associated protein 95 (PSD95) by CUMS.
[storage]

Store at -20°C
[References]

[1]. shen w, tremblay ms, deshmukh va, et al. small-molecule inducer of β cell proliferation identified by high-throughput screening. j am chem soc, 2013, 135(5): 1669-1672.
[2]. boerner bp, george nm, mir su, et al. ws6 induces both alpha and beta cell proliferation without affecting differentiation or viability. endocr j, 2015, 62(4): 379-386.
Spectrum DetailBack Directory
[Spectrum Detail]

WS6(1421227-53-3)1HNMR
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