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Chemistry

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Also known as: 865854-05-3, Np031112, Np-12, 4-benzyl-2-(naphthalen-1-yl)-1,2,4-thiadiazolidine-3,5-dione, Tideglusib [inn], Np-031112
Molecular Formula
C19H14N2O2S
Molecular Weight
334.4  g/mol
InChI Key
PMJIHLSCWIDGMD-UHFFFAOYSA-N
FDA UNII
Q747Y6TT42

Tideglusib
Tideglusib is under the investigation for the development of treatments for Alzheimer's disease and for progressive supranuclear palsy. It is reported to be a potent anti-inflammatory and neuroprotective that is a non-ATP competitive inhibitor of glycogen synthase kinase 3 (GSK-3). Tideglusib is being developed by the Spanish pharmaceutic company Zeltia group and its current status is withdrawn for the treatment of Alzheimer's disease as of 2012.
1 2D Structure

Tideglusib

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
4-benzyl-2-naphthalen-1-yl-1,2,4-thiadiazolidine-3,5-dione
2.1.2 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
2.1.3 InChI Key
PMJIHLSCWIDGMD-UHFFFAOYSA-N
2.1.4 Canonical SMILES
C1=CC=C(C=C1)CN2C(=O)N(SC2=O)C3=CC=CC4=CC=CC=C43
2.2 Other Identifiers
2.2.1 UNII
Q747Y6TT42
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 4-benzyl-2-(naphthalene-1-yl)-1,2,4-thiadiazolidine-3,5-dione

2. Np 031112

3. Np-031112

4. Np-12 Compound

5. Np031112

6. Np12 Compound

2.3.2 Depositor-Supplied Synonyms

1. 865854-05-3

2. Np031112

3. Np-12

4. 4-benzyl-2-(naphthalen-1-yl)-1,2,4-thiadiazolidine-3,5-dione

5. Tideglusib [inn]

6. Np-031112

7. Np 031112

8. 4-benzyl-2-naphthalen-1-yl-1,2,4-thiadiazolidine-3,5-dione

9. Q747y6tt42

10. 1,2,4-thiadiazolidine-3,5-dione, 2-(1-naphthalenyl)-4-(phenylmethyl)-

11. 2-(1-naphthalenyl)-4-(phenylmethyl)-1,2,4-thiadiazolidine-3,5-dione

12. Tideglusibum

13. Zentylor

14. Nypta

15. Unii-q747y6tt42

16. Tideglusib [who-dd]

17. Tideglusib(np-031112)

18. Schembl676929

19. Gtpl6929

20. Chembl3545157

21. Tideglusib, >=98% (hplc)

22. Dtxsid90235682

23. Ex-a600

24. Chebi:147398

25. Hms3673g17

26. Hms3744e05

27. Hms3884j18

28. 4-benzyl-2-(naphthalen-1-yl)-(1,2,4)thiadiazolidine-3,5-dione

29. Bcp06016

30. Tideglusib,cas:865854-05-3

31. Bdbm50166940

32. Mfcd18633296

33. Nsc800950

34. S2823

35. Zinc13985228

36. Akos025149085

37. Ccg-267855

38. Cs-0613

39. Db12129

40. Nsc-800950

41. Sb19268

42. Tideglusib (np031112, Np-12)

43. Ncgc00386380-06

44. Ac-31056

45. As-56156

46. Da-41071

47. Hy-14872

48. Ft-0700382

49. A857027

50. J-514478

51. Q10382411

52. 4-benzyl-2-(a-naphtyl)-1,2,4-thiadiazolidine-3,5-dione

53. 4-benzyl-2-(a-naphthyl)-1,2,4-thiadiazolidine-3,5-dione

2.4 Create Date
2006-10-26
3 Chemical and Physical Properties
Molecular Weight 334.4 g/mol
Molecular Formula C19H14N2O2S
XLogP34.3
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count3
Rotatable Bond Count3
Exact Mass334.07759887 g/mol
Monoisotopic Mass334.07759887 g/mol
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
4 Drug and Medication Information
4.1 Drug Indication

Tideglusib was initially formulated for the treatment of Alzheimer and progressive supranuclear palsy. The raising interest for the use of tideglusib comes from the significant upregulation of GSK-3 in the brain in patients with Alzheimer disease. Its function as a degradant of -catenin, was also important, as it prevents the transcription of cell survival genes. All these factors have directed current research towards this kinase as a potential target. Alzheimer disease is the most prevalent form of dementia. The most accepted hypothesis to explain this disease is related to the presence of amyloid , which triggers a cascade that will alter the Tau protein and provoke synaptic dysfunction and neuronal death. GSK-3 importance in the tissue repair pathway has also pointed out a novel application for tideglusib. Thus, it is also under the research for the natural repair treatment of deep caries lesions.


5 Pharmacology and Biochemistry
5.1 Pharmacology

It is reported that tideglusib administration inhibits the activation of astrocytes and microglial cells, thus it presented a neuroprotective effect. It is known as well that the inactivation of GSK-3 protects against excitotoxicity. In pre-clinical trials, there have been reports of decrease Tau hyperphosphorylation, lower brain amyloid plaque load, learning and memory enhancement, prevention of neuronal loss and significant increases of the insulin growth factor 1 which is a potent neurotrophic peptide with therapeutic value.The reports in clinical trials have shown a trend in cognition increase of Alzheimer patients treated for 24 weeks.


5.2 Mechanism of Action

GSK-3 is a proline/serine protein kinase that is ubiquitously expressed and involved in many cellular signaling pathways. From all its diverse functions, it plays a key role in Alzheimer's disease. This role is related to its link with -amyloid and tau pathology. It has been suggested that aberrant Wnt or insulin signaling results in increased GSK-3 function. This kinase acts on -secretase producing the hyperphosphorylation of tau, the formation of neurofibrillary tangles and senile plaques. Tideglusib inhibits GSK-3 irreversibly by presenting a non-competitive inhibition pattern with respect to ATP. The binding of tideglusib seems to directly relate to the motif containing Cys199.


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ABOUT THIS PAGE

Tideglusib Manufacturers

A Tideglusib manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of Tideglusib, including repackagers and relabelers. The FDA regulates Tideglusib manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. Tideglusib API Manufacturers are required to adhere to Good Manufacturing Practices (GMP) to ensure that their products are consistently manufactured to meet established quality criteria.

click here to find a list of Tideglusib manufacturers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PhamaCompass.

Tideglusib Suppliers

A Tideglusib supplier is an individual or a company that provides Tideglusib active pharmaceutical ingredient (API) or Tideglusib finished formulations upon request. The Tideglusib suppliers may include Tideglusib API manufacturers, exporters, distributors and traders.

click here to find a list of Tideglusib suppliers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PharmaCompass.

Tideglusib GMP

Tideglusib Active pharmaceutical ingredient (API) is produced in GMP-certified manufacturing facility.

GMP stands for Good Manufacturing Practices, which is a system used in the pharmaceutical industry to make sure that goods are regularly produced and monitored in accordance with quality standards. The FDA’s current Good Manufacturing Practices requirements are referred to as cGMP or current GMP which indicates that the company follows the most recent GMP specifications. The World Health Organization (WHO) has its own set of GMP guidelines, called the WHO GMP. Different countries can also set their own guidelines for GMP like China (Chinese GMP) or the EU (EU GMP).

PharmaCompass offers a list of Tideglusib GMP manufacturers, exporters & distributors, which can be sorted by USDMF, JDMF, KDMF, CEP (COS), WC, API price, and more, enabling you to easily find the right Tideglusib GMP manufacturer or Tideglusib GMP API supplier for your needs.

Tideglusib CoA

A Tideglusib CoA (Certificate of Analysis) is a formal document that attests to Tideglusib's compliance with Tideglusib specifications and serves as a tool for batch-level quality control.

Tideglusib CoA mostly includes findings from lab analyses of a specific batch. For each Tideglusib CoA document that a company creates, the USFDA specifies specific requirements, such as supplier information, material identification, transportation data, evidence of conformity and signature data.

Tideglusib may be tested according to a variety of international standards, such as European Pharmacopoeia (Tideglusib EP), Tideglusib JP (Japanese Pharmacopeia) and the US Pharmacopoeia (Tideglusib USP).

Inform the supplier about your product requirements, specifying if you need a product with particular monograph like EP (Ph. Eur.), USP, JP, BP, or any other quality. In addition, clarify whether you need hydrochloride (HCl), anhydricum, base, micronisatum or a specific level of purity. To find reputable suppliers, utilize the filters and select those certified by GMP, FDA, or any other certification as per your requirement.
For your convenience, we have listed synonyms and CAS numbers to help you find the best supplier. The use of synonyms and CAS numbers can be helpful in identifying potential suppliers, but it is crucial to note that they might not always indicate the exact same product. It is important to confirm the product details with the supplier before making a purchase to ensure that it meets your requirements.
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