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    Technical details about Tucidinostat, learn more about the structure, uses, toxicity, action, side effects and more

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    Tucidinostat

    APIs // Active Pharmaceutical Ingredients

    DEVELOPMENTS

    DIGITAL CONTENT

    PharmaCompass

    Inke S.A: APIs manufacturing plant.

    ChemWerth works in generic API development & supply, non-infringement patent strategy development and regulatory support.

    2D Structure
    1. Also known as: Epidaza, 1616493-44-7, Hbi-8000, Cs-055, Cs055, 743438-44-0
    Molecular Formula
    C22H19FN4O2
    Molecular Weight
    390.4  g/mol
    InChI Key
    SZMJVTADHFNAIS-BJMVGYQFSA-N
    FDA UNII
    87CIC980Y0
    Tucidinostat is an orally bioavailable benzamide-type inhibitor of histone deacetylase (HDAC) isoenzymes 1, 2, 3 and 10, with potential antineoplastic activity. Upon administration, tucidinostat binds to and inhibits HDACs, leading to an increase of acetylation levels of histone proteins. This agent also inhibits the expression of kinases in the PI3K/Akt and MAPK/Ras signaling pathways and may result in cell cycle arrest and the induction of tumor cell apoptosis. This may inhibit tumor cell proliferation in susceptible tumor cells. HDACs, a class of enzymes that deacetylate chromatin histone proteins, are upregulated in many tumor types and play key roles in gene expression. Compared to some other benzamide-type HDAC inhibitors, chidamide is more stable, more resistant to degradation and has a longer half-life.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    N-(2-amino-4-fluorophenyl)-4-[[[(E)-3-pyridin-3-ylprop-2-enoyl]amino]methyl]benzamide
    2.1.2 InChI
    InChI=1S/C22H19FN4O2/c23-18-8-9-20(19(24)12-18)27-22(29)17-6-3-16(4-7-17)14-26-21(28)10-5-15-2-1-11-25-13-15/h1-13H,14,24H2,(H,26,28)(H,27,29)/b10-5+
    2.1.3 InChI Key
    SZMJVTADHFNAIS-BJMVGYQFSA-N
    2.1.4 Canonical SMILES
    C1=CC(=CN=C1)C=CC(=O)NCC2=CC=C(C=C2)C(=O)NC3=C(C=C(C=C3)F)N
    2.1.5 Isomeric SMILES
    C1=CC(=CN=C1)/C=C/C(=O)NCC2=CC=C(C=C2)C(=O)NC3=C(C=C(C=C3)F)N
    2.2 Other Identifiers
    2.2.1 UNII
    87CIC980Y0
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. (e)-n-(2-amino-4-fluorophenyl)-4-((3-(pyridin-3-yl)acrylamido)methyl)benzamide

    2. Hbi-8000

    2.3.2 Depositor-Supplied Synonyms

    1. Epidaza

    2. 1616493-44-7

    3. Hbi-8000

    4. Cs-055

    5. Cs055

    6. 743438-44-0

    7. (e)-n-(2-amino-4-fluorophenyl)-4-((3-(pyridin-3-yl)acrylamido)methyl)benzamide

    8. De-5-fluoro 4-fluorochidamide

    9. Tucidinostat [usan]

    10. Chidamide [who-dd]

    11. 87cic980y0

    12. Cs 055

    13. N-(2-amino-4-fluorophenyl)-4-[[[(e)-3-pyridin-3-ylprop-2-enoyl]amino]methyl]benzamide

    14. N-(2-amino-4-fluorophenyl)-4-(((1-oxo-3-(3-pyridinyl)-2-propen-1-yl)amino)methyl)benzamide

    15. Benzamide, N-(2-amino-4-fluorophenyl)-4-((((2e)-1-oxo-3-(3-pyridinyl)-2-propen-1-yl)amino)methyl)-

    16. Benzamide, N-(2-amino-4-fluorophenyl)-4-(((1-oxo-3-(3-pyridinyl)-2-propen-1-yl)amino)methyl)-

    17. Tucidinostat Hcl

    18. Epidaza In China

    19. Epidaza (tn)

    20. Tucidinostat [inn]

    21. Tucidinostat [jan]

    22. Tucidinostat [who-dd]

    23. Unii-87cic980y0

    24. Tucidinostat (jan/usan/inn)

    25. Chembl3621988

    26. Schembl13815849

    27. Chebi:135918

    28. Dtxsid701032295

    29. Ex-a3245

    30. Bdbm50457079

    31. Db06334

    32. Chidamide; Hbi-8000; Cs-055 Hcl

    33. Bs-15501

    34. Hy-109015

    35. Cs-0030513

    36. A51185

    37. D10993

    38. A899933

    39. Q19903814

    40. Benzamide, N-(2-amino-4-fluorophenyl)-4-(((1-oxo-3-(3-pyridinyl)-2-propen-1-yl)amino)methyl)-benzamide, N-(2-amino-4-fluorophenyl)-4-((((2e)-1-oxo-3-(3-pyridinyl)-2-propen-1-yl)amino)methyl)-

    41. N-(2-amino-4-fluorophenyl)-4-(((2e)-3-(pyridin-3-yl)prop- 2-enamido)methyl)benzamide

    42. N-(2-amino-4-fluorophenyl)-4-{(3-(pyridin-3-yl)prop-2-enamido)methyl}benzamide N-(2-amino-4-fluorophenyl)-4-{((2e)-3-(pyridin-3-yl)prop-2-enamido)methyl}benzamide

    2.4 Create Date
    2007-02-07
    3 Chemical and Physical Properties
    Molecular Weight 390.4 g/mol
    Molecular Formula C22H19FN4O2
    XLogP32.3
    Hydrogen Bond Donor Count3
    Hydrogen Bond Acceptor Count5
    Rotatable Bond Count6
    Exact Mass390.14920402 g/mol
    Monoisotopic Mass390.14920402 g/mol
    Topological Polar Surface Area97.1 Ų
    Heavy Atom Count29
    Formal Charge0
    Complexity577
    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

    Investigated for use/treatment in cancer/tumors (unspecified).

    5 Pharmacology and Biochemistry
    5.1 Mechanism of Action

    Chidamide is an orally bioavailable histone deacetylase (HDAC) inhibitor derived from the benzamide class. Histone deacetylase inhibitors are a class of cancer drugs that induce selective regulation of gene expression in cancer cells. [HUYA Biosciences Press Release]

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