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SML1271

Sigma-Aldrich

TWS119

≥98% (HPLC)

Synonym(s):

3-[6-(3-Aminophenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yloxy]phenol

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About This Item

Empirical Formula (Hill Notation):
C18H14N4O2
CAS Number:
601514-19-6
Molecular Weight:
318.33
MDL number:
MFCD09037535
UNSPSC Code:
12352200
PubChem Substance ID:
329825758
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 20 mg/mL, clear

storage temp.

2-8°C

SMILES string

OC1=CC(OC2=NC=NC3=C2C=C(C4=CC=CC(N)=C4)N3)=CC=C1

InChI

1S/C18H14N4O2/c19-12-4-1-3-11(7-12)16-9-15-17(22-16)20-10-21-18(15)24-14-6-2-5-13(23)8-14/h1-10,23H,19H2,(H,20,21,22)

InChI key

VPVLEBIVXZSOMQ-UHFFFAOYSA-N

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Application

TWS119 has been used as glycogen synthase kinase-3β (GSK-3β) GSK3β inhibitor.

Biochem/physiol Actions

TWS119 favors the γδT cells survival and proliferation by activating the mammalian target of rapamycin (mTOR) pathway. It also promotes the expression of T-cell factor 1 (TCF1) and modulates cytokine production.
TWS119 is a potent Glycogen synthase kinase-3β (GSK-3β) inhibitor that can induce neurogenesis in embryonic stem cells (ESCs).

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Wnt pathway activator TWS119 enhances the proliferation and cytolytic activity of human gammadeltaT cells against colon cancer
Chen YQ, et al.
Experimental Cell Research, 362(1), 63-71 (2018)
Limin Gao et al.
Neuroreport, 35(3), 200-207 (2024-02-02)
Brain injury in preterm infants is a major cause of disability and mortality in children. GSK-3β is a common pathogenic factor for cognitive dysfunction and involves in neuronal proliferation and differentiation. However, GSK-3β affected neuronal differentiation and its molecular pathogenesis
Nurr1: A vital participant in the TLR4-NF-kappaB signal pathway stimulated by alpha-synuclein in BV-2 cells
Shao QH, et al.
Neuropharmacology, 144, 388-399 (2019)
Effects of Glycogen Synthase Kinase-3beta Inhibitor TWS119 on Proliferation and Cytokine Production of TILs From Human Lung Cancer
Tang YY, et al.
Journal of Immunotherapy, 41(7), 319-319 (2018)
Chen Chen et al.
International immunopharmacology, 85, 106577-106577 (2020-05-24)
Chemokine-like factor 1 (CKLF1) is a chemokine increased significantly in ischemic brain poststroke. It shows chemotaxis effects on various immune cells, but the mechanisms of CKLF1 migrating neutrophils are poorly understood. Recent studies have provided evidence that CC chemokine receptor
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