Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

Safety Information

SML0339

Sigma-Aldrich

Tideglusib

≥98% (HPLC)

Synonym(s):

4-Benzyl-2-(naphthalen-1-yl)-[1,2,4]thiadiazolidine-3,5-dione, NP-12, NP031112

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C19H14N2O2S
CAS Number:
865854-05-3
Molecular Weight:
334.39
MDL number:
MFCD18633296
UNSPSC Code:
12352200
PubChem Substance ID:
329825344
NACRES:
NA.77

Quality Level

100

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, 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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

SML0339-50MG:
SML0339-IP:
SML0339-VAR:
SML0339-10MG:
SML0339-BULK:

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
Chromatin-modifying agents convert fibroblasts to OCT4+ and VEGFR-2+ capillary tube-forming cells
Wary A, et al.
Testing, 12(5), e0176496-e0176496 (2017)
Pottayil G Sasikumar et al.
Molecular cancer therapeutics, 18(6), 1081-1091 (2019-04-25)
Pioneering success of antibodies targeting immune checkpoints such as PD-1 and CTLA4 has opened novel avenues for cancer immunotherapy. Along with impressive clinical activity, severe immune-related adverse events (irAE) due to the breaking of immune self-tolerance are becoming increasingly evident

Articles

Glycogen Synthase Kinase 3 (GSK-3) Overview

Glycogen synthase kinase 3 (GSK-3) is a highly conserved family of serine/threonine kinases for over 100 proteins in many pathways. See a list of accepted GSK-3 modulators and related products.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service