ChemicalBook > CAS DataBase List > 4-BENZYL-2-METHYL-1,2,4-THIADIAZOLIDINE-3,5-DIONE

4-BENZYL-2-METHYL-1,2,4-THIADIAZOLIDINE-3,5-DIONE

Product Name
4-BENZYL-2-METHYL-1,2,4-THIADIAZOLIDINE-3,5-DIONE
CAS No.
327036-89-5
Chemical Name
4-BENZYL-2-METHYL-1,2,4-THIADIAZOLIDINE-3,5-DIONE
Synonyms
CS-568;NP 01139;TDZD-8/TDZD8;TDZD-8, >=98%;TDZD-8 (NP-01139);GSK-3β Inhibitor I;GSK-3InhibitorI,TDZD-8;TDZD-8;TDZD 8;TDZD8;NP 01139;TDZD8; TDZD 8;GSK-3Β) INHIBITOR I; NP 01139;GSK-3β Inhibitor I - CAS 327036-89-5 - Calbiochem
CBNumber
CB7501586
Molecular Formula
C10H10N2O2S
Formula Weight
222.26
MOL File
327036-89-5.mol
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4-BENZYL-2-METHYL-1,2,4-THIADIAZOLIDINE-3,5-DIONE Property

Melting point:
63-64.4 °C
Boiling point:
335.5±35.0 °C(Predicted)
Density 
1.375±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
DMSO: 18 mg/mL
form 
needles
pka
-2.08±0.20(Predicted)
color 
white
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Safety

Hazard Codes 
Xi
Risk Statements 
43
Safety Statements 
36/37
WGK Germany 
3
HS Code 
2934999090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H334May cause allergy or asthma symptoms or breathing difficulties if inhaled

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P342+P311IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
T8325
Product name
TDZD-8
Purity
≥98% (HPLC), needles
Packaging
5mg
Price
$179
Updated
2024/03/01
Sigma-Aldrich
Product number
361540
Product name
GSK-3β Inhibitor I
Packaging
5mg
Price
$144
Updated
2024/03/01
TCI Chemical
Product number
B4436
Product name
4-Benzyl-2-methyl-1,2,4-thiadiazolidine-3,5-dione
Purity
>98.0%(HPLC)
Packaging
5mg
Price
$98
Updated
2024/03/01
TCI Chemical
Product number
B4436
Product name
4-Benzyl-2-methyl-1,2,4-thiadiazolidine-3,5-dione
Purity
>98.0%(HPLC)
Packaging
25mg
Price
$294
Updated
2024/03/01
Cayman Chemical
Product number
16287
Product name
TDZD-8
Purity
≥98%
Packaging
5mg
Price
$61
Updated
2024/03/01
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4-BENZYL-2-METHYL-1,2,4-THIADIAZOLIDINE-3,5-DIONE Chemical Properties,Usage,Production

Chemical Properties

White Solid

Uses

Glycogen Synthase Kinase-3? is a highly conserved ubiquitously expressed serine/threonine protein kinase involved in signal transduction cascades of multiple cellular processes. TDZD-8 is a thiadiazolidinone (TDZD) analogue that acts as a highly selectiv

Uses

TDZD-8 has been used to study the role of GSK-3 in maintaining MLL leukemia stem cell transcriptional program. TDZD-8 has also been used to analyze its effect on neural functions of the mouse olfactory bulb.

Definition

ChEBI: TDZD-8 is a member of the class of thiadiazolidines that is 1,2,4-thiadiazolidine-3,5-dione which is substituted by a methyl 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). An experimental compound which was being developed for the potential treatment of Alzheimer's disease. It has a role as an EC 2.7.11.26 (tau-protein kinase) inhibitor, an apoptosis inducer, an antineoplastic agent, a neuroprotective agent and an anti-inflammatory agent. It is a thiadiazolidine and a member of benzenes.

General Description

A cell-permeable, thiadiazolidinone (TDZD) analog that acts as a highly selective, non-ATP-competitive inhibitor of GSK-3β (IC50 = 2 μM). Inhibits Flt-3 and PKC activities (IC50 = 673 nM and 1.4-5.5 μM, respectively). Does not significantly affect the activities of Cdk1/cyclin B, CK-II, PKA, or PKC (IC50 >100 μM). Shown to inhibit collagen- and thrombin-induced platelet aggregation.

Biological Activity

tdzd-8 is an inhibitor of glycogen synthase kinase-3β (gsk-3β) with ic50 value of 1.4μm [1].tdzd-8 is a potent inhibitor of gsk-3β. it is found to act as a noncompetitive inhibitor of atp binding. tdzd-8 is selective against gsk-3β over other protein kinases including pka, casein kinase ii and cyclin dependent kinase 1 (cdk-1/cyclin b). however, it is also reported that tdzd-8 can inhibit the protein kinase c isoforms pkcβi and pkcδ with ic50 values of 1.4μm and 1.1μm, respectively [1, 2].in cellular assay, tdzd-8 is found to decrease pdt-induced necrosis of neurons and decrease pdt-induced apoptosis of glial cells through inhibiting gsk-3β as well as pkc. besides that, tdzd-8 also has anti-leukemia activity in many primary human leukemia cells. it is probably due to its inhibition of pkc and flt3 [3].

Biochem/physiol Actions

Primary TargetGsk-3β

storage

Store at -20°C

References

[1] komandirov m a, knyazeva e a, fedorenko y p, et al. on the role of phosphatidylinositol 3-kinase, protein kinase b/akt, and glycogen synthase kinase-3β in photodynamic injury of crayfish neurons and glial cells. journal of molecular neuroscience, 2011, 45(2): 229-235.
[2] martinez a, alonso m, castro a, et al. first non-atp competitive glycogen synthase kinase 3 β (gsk-3β) inhibitors: thiadiazolidinones (tdzd) as potential drugs for the treatment of alzheimer's disease. journal of medicinal chemistry, 2002, 45(6): 1292-1299.
[3] guzman m l, li x, corbett c a, et al. rapid and selective death of leukemia stem and progenitor cells induced by the compound 4-benzyl, 2-methyl, 1, 2, 4-thiadiazolidine, 3, 5 dione (tdzd-8). blood, 2007, 110(13): 4436-4444.

4-BENZYL-2-METHYL-1,2,4-THIADIAZOLIDINE-3,5-DIONE Preparation Products And Raw materials

Raw materials

Preparation Products

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4-BENZYL-2-METHYL-1,2,4-THIADIAZOLIDINE-3,5-DIONE Suppliers

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View Lastest Price from 4-BENZYL-2-METHYL-1,2,4-THIADIAZOLIDINE-3,5-DIONE manufacturers

Career Henan Chemical Co
Product
4-BENZYL-2-METHYL-1,2,4-THIADIAZOLIDINE-3,5-DIONE 327036-89-5
Price
US $2.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
100kg
Release date
2018-12-23

327036-89-5, 4-BENZYL-2-METHYL-1,2,4-THIADIAZOLIDINE-3,5-DIONERelated Search:

AR-A014418 Ethacrynic acid SB 415286 1-AZAKENPAULLONE KAHWEOL SEDANOLIDE S-[N-(3-PHENYLPROPYL)(THIOCARBAMOYL)]-L-CYSTEINE CAFESTOL 2-THIO(3-IODOBENZYL)-5-(1-PYRIDYL)-[1,3,4]-OXADIAZOLE SB216763 Belnacasan (VX-765) Bosutinib Saracatinib Tideglusib Z-VAD-FMK TDZD-8 TD 139 MANZAMINE A

  • GSK-3InhibitorI,TDZD-8
  • NP 01139
  • 1,2,4-Thiadiazolidine-3,5-dione,2-Methyl-4-(phenylMethyl)-
  • TDZD-8/TDZD8
  • 4-Benzyl-2-methyl-[1,2,4]thiadiazolidine-3,5-dione TDZD-8
  • TDZD-8, >=98%
  • TDZD-8;TDZD 8;TDZD8;NP 01139
  • 2-Methyl-4-(phenylmethyl)-1,2,4-thiadiazolidine-3,5-dione
  • GSK-3β Inhibitor I - CAS 327036-89-5 - Calbiochem
  • CS-568
  • TDZD8; TDZD 8;GSK-3Β) INHIBITOR I; NP 01139
  • TDZD-8 (NP-01139)
  • GSK-3β Inhibitor I
  • inhibit,TDZD8,Inhibitor,TDZD 8,NP01139,GSK-3,TDZD-8,Glycogen synthase kinase 3,NP-01139,Glycogen synthase kinase-3
  • 327036-89-5
  • Amines
  • Aromatics
  • Sulfur & Selenium Compounds
  • Other Enzyme Inhibitors and Activators.
  • Inhibitors
  • Akt
  • mTOR
  • PI3K