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ChemicalBook >> CAS DataBase List >>4-Benzyl-2-(naphthalen-1-yl)-[1,2,4]thiadiazolidine-3,5-dione

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

CAS No.
865854-05-3
Chemical Name:
4-Benzyl-2-(naphthalen-1-yl)-[1,2,4]thiadiazolidine-3,5-dione
Synonyms
Tideglusib;NP031112;CS-596;NP-031112;NP 031112;Destructible;IUSIB(NP0311120);Tideglusib(NP-031112);TIDEGLUSIB;NP-12;NP031112;Tideglusib (NP031112, NP-12)
CBNumber:
CB22589642
Molecular Formula:
C19H14N2O2S
Molecular Weight:
334.39
MDL Number:
MFCD18633296
MOL File:
865854-05-3.mol
MSDS File:
SDS
Last updated:2024-10-30 18:52:02

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

Melting point 148 - 150oC
Boiling point 511.3±43.0 °C(Predicted)
Density 1.393
storage temp. 2-8°C
solubility DMSO: >15mg/mL
form powder
pka -1.51±0.20(Predicted)
color white to beige
InChIKey PMJIHLSCWIDGMD-UHFFFAOYSA-N
FDA UNII Q747Y6TT42

SAFETY

Risk and Safety Statements

WGK Germany  3

4-Benzyl-2-(naphthalen-1-yl)-[1,2,4]thiadiazolidine-3,5-dione price More Price(24)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich SML0339 Tideglusib ≥98% (HPLC) 865854-05-3 10mg $127 2024-03-01 Buy
Sigma-Aldrich SML0339 Tideglusib ≥98% (HPLC) 865854-05-3 50mg $202 2024-03-01 Buy
Cayman Chemical 16727 Tideglusib ≥98% 865854-05-3 5mg $33 2024-03-01 Buy
Cayman Chemical 16727 Tideglusib ≥98% 865854-05-3 10mg $62 2024-03-01 Buy
Cayman Chemical 16727 Tideglusib ≥98% 865854-05-3 25mg $96 2024-03-01 Buy
Product number Packaging Price Buy
SML0339 10mg $127 Buy
SML0339 50mg $202 Buy
16727 5mg $33 Buy
16727 10mg $62 Buy
16727 25mg $96 Buy

4-Benzyl-2-(naphthalen-1-yl)-[1,2,4]thiadiazolidine-3,5-dione Chemical Properties,Uses,Production

Uses

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

Uses

Tideglusib is used in the treatment of brain atrophy, and movement disorder issues.

Application

Tideglusib is used in the treatment of brain atrophy, and movement disorder issues.
As a reagent, 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.

Definition

ChEBI: 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 an EC 2.7.11.26 (tau-protein kinase) inhibitor, a neuroprotective agent, an anti-inflammatory agent and an apoptosis inducer. It is a member of naphthalenes, a member of benzenes and a thiadiazolidine.

Biological Activity

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.

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.

in vitro

in vitro studies showed that after the unbound tideglusib was removed from the reaction medium, the enzyme function could not be recovered. in addition, the dissociation rate constant of the reaction was as low as nearly zero. all above findings suggested that tideglusib blocked gsk-3 irreversibly. such irreversibility might be responsible for the non-competitive inhibition pattern with respect to atp of tideglusib and perhaps other structurally related compounds. [1]

in vivo

based on double transgenic mice model co-expressing human mutant app and tau, a study demonstrated that tideglusib could suppress gsk-3, reduced amyloid and tau pathologies, blocked neuronal cell death and memory deficits in vivo. [2]

IC 50

a potent, selective and irreversible non-atp-competitive gsk-3β suppressor with an ic50 of 60 nm.

References

[1]domínguez jm, fuertes a, orozco l, monte-millan md, delgado e and medina m. evidence for irreversible inhibition of glycogen synthase kinase-3 by tideglusib. j biol chem. 2012 jan; 287(2): 893-904.
[2]serenóa(chǎn) l, coma m, rodríguez m, sánchez-ferrer p, sánchez mb, gich i, agulló jm, pérez m, avila j, guardia-laguarta c, clarimón j, lleó a, gómez-isla t. a novel gsk-3β inhibitor reduces alzheimer's pathology and rescues neuronal loss in vivo. neurobiol dis. 2009 sep; 35(3): 359-67.
[3]del ser, t. phase iia

4-Benzyl-2-(naphthalen-1-yl)-[1,2,4]thiadiazolidine-3,5-dione Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 155)Suppliers
Supplier Tel Email Country ProdList Advantage
Wuhan Nutra Biotechnology Co.,Ltd
+8617786394783 nutrabiotech@outlook.com China 300 58
PT CHEM GROUP LIMITED
peter68@ptchemgroup.com China 35425 58
Shanghai UCHEM Inc.
+862156762820 +86-13564624040 sales@myuchem.com China 7389 58
Hebei Chuanghai Biotechnology Co,.LTD
+86-13131129325 sales1@chuanghaibio.com China 5893 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21639 55
Hangzhou FandaChem Co.,Ltd.
008657128800458; +8615858145714 fandachem@gmail.com China 9218 55
ATK CHEMICAL COMPANY LIMITED
+undefined-21-51877795 ivan@atkchemical.com China 32820 60
career henan chemical co
+86-0371-86658258 +8613203830695 sales@coreychem.com China 29886 58
Biochempartner
0086-13720134139 candy@biochempartner.com CHINA 965 58
Hubei xin bonus chemical co. LTD
86-13657291602 linda@hubeijusheng.com CHINA 22963 58

View Lastest Price from 4-Benzyl-2-(naphthalen-1-yl)-[1,2,4]thiadiazolidine-3,5-dione manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Tideglusib pictures 2024-10-30 Tideglusib
865854-05-3
US $42.00-118.00 / mg 99.84% 10g TargetMol Chemicals Inc.
Tideglusib pictures 2024-10-30 Tideglusib
865854-05-3
US $0.00 / mg 10mg 99% 100g/month WUHAN FORTUNA CHEMICAL CO., LTD
4-Benzyl-2-(naphthalen-1-yl)-[1,2,4]thiadiazolidine-3,5-dione pictures 2024-10-11 4-Benzyl-2-(naphthalen-1-yl)-[1,2,4]thiadiazolidine-3,5-dione
865854-05-3
US $10.00-5.00 / KG 1KG 99% 10 Hebei Chuanghai Biotechnology Co,.LTD
  • Tideglusib pictures
  • Tideglusib
    865854-05-3
  • US $42.00-118.00 / mg
  • 99.84%
  • TargetMol Chemicals Inc.
  • Tideglusib pictures
  • Tideglusib
    865854-05-3
  • US $0.00 / mg
  • 99%
  • WUHAN FORTUNA CHEMICAL CO., LTD

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

865854-05-3(4-Benzyl-2-(naphthalen-1-yl)-[1,2,4]thiadiazolidine-3,5-dione)Related Search:

4-Benzyl-2-(naphthalen-1-yl)-[1,2,4]thiadiazolidine-3,5-dione Tideglusib(NP-031112) TIDEGLUSIB;NP-12;NP031112 NP 031112 NP-031112 1,2,4-Thiadiazolidine-3,5-dione, 2-(1-naphthalenyl)-4-(phenylmethyl)- Destructible Tideglusib (NP031112, NP-12) NP-12; NP031112; NP 031112; NP-031112 CS-596 4-Benzyl-2-(naphthalen-1-yl)-[1,2,4]thiadiazolidine-3,5-dione USP/EP/BP IUSIB(NP0311120) Tideglusib NP031112 4-Benzyl-2-(naphthalen-1-yl)-1,2,4-thiadiazolidine-3,5-dione(Tideglusib) 865854-05-3 Inhibitors Akt mTOR PI3K