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Tideglusib

CAT: 0013-GTR19160970-05Size: 100 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19160970-05Size:100 mg
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Description
Tideglusib is an irreversible, non ATP-competitive GSK-3β inhibitor with IC50 of 60 nM in a cell-free assay; fails to inhibit kinases with a Cys homologous to Cys-199 located in the active site. Phase 2. (In Vitro) :Incubation of both astrocyte and microglial cultures with Tideglusib (NP031112) completely abrogates the induction of TNF-α and COX-2 expression after glutamate treatment. These effects of NP031112 are not caused by a loss of cell viability, because the 24 h exposure of astrocyte and microglial cells to this TDZD does not modify cell viability. (In Vivo) :Injection of Tideglusib (NP031112) (50 mg/kg) into the rat hippocampus dramatically reduces kainic acid-induced inflammation, as measured by edema formation using T2-weighted magnetic resonance imaging and glial activation and has a neuroprotective effect in the damaged areas of the hippocampus.
CAS Number
865854-05-3
Product Name Alternative
NP031112
Purity
>98% (HPLC)
Solubility
DMSO: 1 mg/mL (2.99 mM)
Smiles
O=C (N1CC2=CC=CC=C2) N (C3=C4C=CC=CC4=CC=C3) SC1=O
Molecular Formula
C19H14N2O2S
Molecular Weight
334.39
Storage Conditions
Storage temperature: -20°C. Stability: ≥ 2 years
Notes
For research use only.
Other Product Names
2- (1-naphthalenyl) -4- (phenylmethyl) -1,2,4-thiadiazolidine-3,5-dione

Chemical Information

Tideglusib

Tideglusib is a member of the class of thiadiazolidines that is 1,2,4-thiadiazolidine-3,5-dione which is substituted by a naphthalen-1-yl group at position 2 and by a benzyl group at position 4. It is a non-ATP competitive inhibitor of glycogen synthase kinase 3beta (GSK3beta) and has neuroprotective effects. Currently under clinical investigation for the treatment of Alzheimer's disease and progressive supranuclear palsy. It has a role as a neuroprotective agent, an anti-inflammatory agent, an apoptosis inducer and an EC 2.7.11.26 (tau-protein kinase) inhibitor. It is a member of benzenes, a member of naphthalenes and a thiadiazolidine.

CAS Number865854-05-3
PubChem CID11313622
IUPAC Name4-benzyl-2-naphthalen-1-yl-1,2,4-thiadiazolidine-3,5-dione
Molecular FormulaC19H14N2O2S
Molecular Weight334.4
XLogP4.3
Topological Polar Surface Area65.9
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count3
Rotatable Bond Count3
Heavy Atom Count24
Formal Charge0
Complexity492
SMILES
C1=CC=C(C=C1)CN2C(=O)N(SC2=O)C3=CC=CC4=CC=CC=C43
InChI
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
InChIKey
PMJIHLSCWIDGMD-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Tideglusib
CAS: 865854-05-3
CID: 11313622
Formula: C19H14N2O2S
MW: 334.4
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight334.4
XLogP34.3
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count3
Rotatable Bond Count3
Exact Mass334.07759887
Monoisotopic Mass334.07759887
Topological Polar Surface Area65.9 Ų
Heavy Atom Count24
Formal Charge0
Complexity492
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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