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    APR 246

    ACTIVE PHARMA INGREDIENTS

    DIGITAL CONTENT

    PharmaCompass
    $ API Ref.Price (USD/KG) : 12,796Xls

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    2D Structure
    Also known as: Apr-246, 5291-32-7, Eprenetapopt, 2-(hydroxymethyl)-2-(methoxymethyl)-1-azabicyclo[2.2.2]octan-3-one, Apr 246, 2-(hydroxymethyl)-2-(methoxymethyl)quinuclidin-3-one
    Molecular Formula
    C10H17NO3
    Molecular Weight
    199.25  g/mol
    InChI Key
    BGBNULCRKBVAKL-UHFFFAOYSA-N
    FDA UNII
    Z41TGB4080
    Eprenetapopt is a methylated derivative and structural analog of PRIMA-1 (p53 re-activation and induction of massive apoptosis), with potential antineoplastic activity. Upon administration, eprenetapopt covalently modifies the core domain of mutated forms of cellular tumor antigen p53 (p53) through the alkylation of thiol groups. These modifications restore both the wild-type conformation and function to mutant p53, which reconstitutes endogenous p53 activity, leading to cell cycle arrest and apoptosis in tumor cells. This agent may work synergistically with other antineoplastic agents. p53, a tumor suppressor and transcription factor normally activated upon DNA damage, is frequently mutated and overexpressed in cancer cells; it plays a key role in both DNA repair and the induction of apoptosis.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    2-(hydroxymethyl)-2-(methoxymethyl)-1-azabicyclo[2.2.2]octan-3-one
    2.1.2 InChI
    InChI=1S/C10H17NO3/c1-14-7-10(6-12)9(13)8-2-4-11(10)5-3-8/h8,12H,2-7H2,1H3
    2.1.3 InChI Key
    BGBNULCRKBVAKL-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    COCC1(C(=O)C2CCN1CC2)CO
    2.2 Other Identifiers
    2.2.1 UNII
    Z41TGB4080
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 2-hydroxymethyl-2-methoxymethylazabicyclo(2.2.2)octan-3-one

    2. Apr-246

    3. Eprenetapopt

    4. Prima-1(met)

    2.3.2 Depositor-Supplied Synonyms

    1. Apr-246

    2. 5291-32-7

    3. Eprenetapopt

    4. 2-(hydroxymethyl)-2-(methoxymethyl)-1-azabicyclo[2.2.2]octan-3-one

    5. Apr 246

    6. 2-(hydroxymethyl)-2-(methoxymethyl)quinuclidin-3-one

    7. Eprenetapopt [usan]

    8. Z41tgb4080

    9. 3-quinuclidinone, 2-(hydroxymethyl)-2-(methoxymethyl)-

    10. 1-azabicyclo(2.2.2)octan-3-one, 2-(hydroxymethyl)-2-(methoxymethyl)-

    11. Prima 1met

    12. Unii-z41tgb4080

    13. Eprenetapopt [inn]

    14. Mls006010767

    15. Eprenetapopt [who-dd]

    16. Apr246

    17. Schembl2228161

    18. Chembl3186011

    19. Schembl21636035

    20. Prima-1met(apr-246)

    21. Apr-246 (prima-1met)

    22. Dtxsid401164013

    23. Bcp20294

    24. Ex-a2772

    25. Mfcd20620963

    26. Nsc791496

    27. S7724

    28. Who 11387

    29. Akos024457764

    30. Ccg-266578

    31. Cs-7614

    32. Db11684

    33. Nsc-791496

    34. Sb19737

    35. Ncgc00346881-01

    36. Ac-32964

    37. As-72033

    38. Ba176962

    39. Hy-19980

    40. Smr004701457

    41. A901731

    42. Q27294965

    43. 2-hydroxymethyl-2-methoxymethyl-1-azabicyclo[2.2.2]octan-3-one

    2.4 Create Date
    2011-06-02
    3 Chemical and Physical Properties
    Molecular Weight 199.25 g/mol
    Molecular Formula C10H17NO3
    XLogP3-0.1
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count4
    Rotatable Bond Count3
    Exact Mass199.12084340 g/mol
    Monoisotopic Mass199.12084340 g/mol
    Topological Polar Surface Area49.8 Ų
    Heavy Atom Count14
    Formal Charge0
    Complexity236
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count1
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1