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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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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)
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)
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)
Yeonhwa Song et al.
Scientific reports, 14(1), 115-115 (2024-01-04)
Hepatocellular carcinoma (HCC) is a complex disease associated with a plethora of environmental and genetic/hereditary causative risk factors, more so than other oncological indications. Additionally, patients with HCC exhibit fibrosis, cirrhosis, and liver-related disease. This complicated etiology can affect the
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