SML0339
Tideglusib
≥98% (HPLC), glycogen synthase kinase-3 inhibitor, powder
Synonym(s):
4-Benzyl-2-(naphthalen-1-yl)-[1,2,4]thiadiazolidine-3,5-dione, NP-12, NP031112
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About This Item
Empirical Formula (Hill Notation):
C19H14N2O2S
CAS Number:
Molecular Weight:
334.39
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Product Name
Tideglusib, ≥98% (HPLC)
Quality Level
assay
≥98% (HPLC)
form
powder
color
white to beige
solubility
DMSO: >15 mg/mL
storage temp.
2-8°C
SMILES string
O=C1SN(C(=O)N1Cc2ccccc2)c3cccc4ccccc34
InChI
1S/C19H14N2O2S/c22-18-20(13-14-7-2-1-3-8-14)19(23)24-21(18)17-12-6-10-15-9-4-5-11-16(15)17/h1-12H,13H2
InChI key
PMJIHLSCWIDGMD-UHFFFAOYSA-N
Gene Information
human ... GSK3B(2932)
Application
Tideglusib has been used:
- as a reference compound in ADP-GloTM Kinase assay
- as an allosteric inhibitor of GSK-3β to study its effects on myocardial remodeling and angiogenesis
- as a differentiation agent (specifically a glycogen synthase kinase (GSK)-3β inhibitor) to convert fibroblast cells into octamer-binding transcription factor-4 (OCT4)+ and vascular endothelial growth factor receptor-2 (VEGFR-2/fetal liver kinase-1 (FLK1)+ cells
Biochem/physiol Actions
Tideglusib is a potent non ATP-competitive inhibitor of glycogen synthase kinase-3 (GSK3).
Tideglusib, also known as NP031112 or NP-12, is a potent non ATP-competitive inhibitor of glycogen synthase kinase-3 (GSK3), an important kinase studied in stem cell research and neurodegenerative diseases. It is currently in clinical trials for Alzheimer′s disease and Progressive Supranuclear Palsy (PSP). Tideglusib reduces phosphorylation of the tau protein and the accumulation of amyloid plaques, reduces hippocampal and entorhinal cortex neuron loss and improves spatial memory deficits. It has also shown neuroprotective and anti-inflammatory activity in a variety of animal models.
Features and Benefits
This compound is featured on the GSK-3 page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Chromatin-modifying agents convert fibroblasts to OCT4+ and VEGFR-2+ capillary tube-forming cells
Wary A, et al.
Testing, 12(5), e0176496-e0176496 (2017)
The allosteric glycogen synthase kinase-3 inhibitor NP12 limits myocardial remodeling and promotes angiogenesis in an acute myocardial infarction model
Baruah J, et al.
The Journal of Biological Chemistry, 292(50), 20785-20798 (2017)
Combined Shape-Based Screening and Molecular Docking Approach
Chauhan N, et al.
International Journal of Pharmaceutical Sciences and Drug Research, 9(3), 145-148 (2017)