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Chemistry

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Also known as: 929016-96-6, Sb939, Sb 939, Pracinostat (sb939), Sb-939, Pracinostat [inn]
Molecular Formula
C20H30N4O2
Molecular Weight
358.5  g/mol
InChI Key
JHDKZFFAIZKUCU-ZRDIBKRKSA-N
FDA UNII
GPO2JN4UON

Pracinostat
Pracinostat is an orally available, small-molecule histone deacetylase (HDAC) inhibitor with potential antineoplastic activity. Pracinostat inhibits HDACs, which may result in the accumulation of highly acetylated histones, followed by the induction of chromatin remodeling; the selective transcription of tumor suppressor genes; the tumor suppressor protein-mediated inhibition of tumor cell division; and, finally, the induction of tumor cell apoptosis. This agent may possess improved metabolic, pharmacokinetic and pharmacological properties compared to other HDAC inhibitors.
1 2D Structure

Pracinostat

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(E)-3-[2-butyl-1-[2-(diethylamino)ethyl]benzimidazol-5-yl]-N-hydroxyprop-2-enamide
2.1.2 InChI
InChI=1S/C20H30N4O2/c1-4-7-8-19-21-17-15-16(10-12-20(25)22-26)9-11-18(17)24(19)14-13-23(5-2)6-3/h9-12,15,26H,4-8,13-14H2,1-3H3,(H,22,25)/b12-10+
2.1.3 InChI Key
JHDKZFFAIZKUCU-ZRDIBKRKSA-N
2.1.4 Canonical SMILES
CCCCC1=NC2=C(N1CCN(CC)CC)C=CC(=C2)C=CC(=O)NO
2.1.5 Isomeric SMILES
CCCCC1=NC2=C(N1CCN(CC)CC)C=CC(=C2)/C=C/C(=O)NO
2.2 Other Identifiers
2.2.1 UNII
GPO2JN4UON
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 3-(2-butyl-1-(2-diethylaminoethyl)-1h-benzoimidazol-5-yl)-n-hydroxyacrylamide-hydrochloride

2. Sb939 Compound

2.3.2 Depositor-Supplied Synonyms

1. 929016-96-6

2. Sb939

3. Sb 939

4. Pracinostat (sb939)

5. Sb-939

6. Pracinostat [inn]

7. (e)-3-(2-butyl-1-(2-(diethylamino)ethyl)-1h-benzo[d]imidazol-5-yl)-n-hydroxyacrylamide

8. Gpo2jn4uon

9. Chembl1851943

10. 2-propenamide, 3-(2-butyl-1-(2-(diethylamino)ethyl)-1h-benzimidazol-5-yl)-n-hydroxy-, (2e)-

11. Unii-gpo2jn4uon

12. Pracinostatum

13. (2e)-3-[2-butyl-1-[2-(diethylamino)ethyl]-1h-benzimidazol-5-yl]-n-hydroxyacrylamide

14. (2e)-3-{2-butyl-1-[2-(diethylamino)ethyl]-1h-benzimidazol-5-yl}-n-hydroxyacrylamide

15. Sb939,pracinostat

16. Pracinostat(sb939)

17. Sb939 (pracinostat)

18. Pracinostat [who-dd]

19. Mls006011217

20. Schembl833105

21. Gtpl8365

22. Chebi:95071

23. Dtxsid00239196

24. Ex-a351

25. Bcp02073

26. Bdbm50105330

27. Mfcd17215206

28. Nsc758249

29. S1515

30. Zinc43152558

31. Ccg-264903

32. Cs-0567

33. Db05223

34. Nsc-758249

35. (e)-3-[2-butyl-1-[2-(diethylamino)ethyl]benzimidazol-5-yl]-n-hydroxyprop-2-enamide

36. Ncgc00263136-04

37. Ac-33161

38. As-19395

39. Hy-13322

40. Smr004702979

41. Sw219429-1

42. Ec-000.2481

43. A850037

44. Q18344027

45. Kaempferol 3-o-.beta.-d-(6-e-p-coumaroylglucoside)

46. (2e)-3-[2-butyl-1-[2-(diethylamino)ethyl]-1h-benzimidazol-5-yl]-n-hydroxy-2-propenamide

47. (e)-3-[2-butyl-1-(2-diethylaminoethyl)benzimidazol-5-yl]prop-2-enehydroxamic Acid

48. (2e)-3-(2-butyl-1-(2-(dimethylamino)ethyl)-1h-benzimidazol-5-yl)-n-hydroxyprop-2-enamide

49. (2e)-3-{2-butyl-1-[2-(diethylamino)ethyl]-1h-1,3-benzodiazol-5-yl}-n-hydroxyprop-2-enamide

50. (e)-3-(2-butyl-1-(2-diethylaminoethyl)-1h-benzimidazol-5-yl)-n-hydroxy-2-propenamide

2.4 Create Date
2011-02-14
3 Chemical and Physical Properties
Molecular Weight 358.5 g/mol
Molecular Formula C20H30N4O2
XLogP33.1
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count10
Exact Mass358.23687621 g/mol
Monoisotopic Mass358.23687621 g/mol
Topological Polar Surface Area70.4 Ų
Heavy Atom Count26
Formal Charge0
Complexity453
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Indication

For the treatment of various forms of cancer.


Treatment of acute myeloid leukaemia


5 Pharmacology and Biochemistry
5.1 Pharmacology

SB939 is a novel compound with superior pharmaceutical, metabolic and pharmacokinetic properties. SB939 has demonstrated excellent in vivo anti-tumour activity in various animal models with dose proportional pharmacodynamic effects. The pharmacokinetics and pharmacodynamic attributes of SB939 explain and differentiate it as the best in class HDAC inhibitor.


5.2 Absorption, Distribution and Excretion

Absorption

Oral bioavailability in mice is 34%.


5.3 Mechanism of Action

Inhibition of HDAC activity allows for the accumulation of acetyl groups on the histone lysine residues resulting in an open chromatin structure and transcriptional activation. In vitro, SB939 causes the accumulation of acetylated histones and induces cell cycle arrest and/or apoptosis of some transformed cells. The mechanism of the antineoplastic effect of SB939 has not been fully characterized.


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ABOUT THIS PAGE

Pracinostat Manufacturers

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

Pracinostat Suppliers

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

Pracinostat GMP

Pracinostat 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 Pracinostat 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 Pracinostat GMP manufacturer or Pracinostat GMP API supplier for your needs.

Pracinostat CoA

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

Pracinostat CoA mostly includes findings from lab analyses of a specific batch. For each Pracinostat 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.

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