ChemicalBook--->CAS DataBase List--->919091-63-7

919091-63-7

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        919091-63-7 Structure

        919091-63-7 Structure
        IdentificationBack Directory
        [Name]

        RA-9
        [CAS]

        919091-63-7
        [Synonyms]

        4-Piperidinone, 3,5-bis[(4-nitrophenyl)methylene]-, (3E,5E)-
        [Molecular Formula]

        C19H15N3O5
        [MDL Number]

        MFCD28400615
        [MOL File]

        919091-63-7.mol
        [Molecular Weight]

        365.34
        Chemical PropertiesBack Directory
        [Melting point ]

        230-233 °C(Solv: ethyl ether (60-29-7); acetonitrile (75-05-8))
        [Boiling point ]

        588.5±50.0 °C(Predicted)
        [density ]

        1.414±0.06 g/cm3(Predicted)
        [storage temp. ]

        Store at -20°C
        [solubility ]

        DMSO: 4.17 mg/mL (11.41 mM; ultrasonic and warming and heat to 80°C)
        [form ]

        Solid
        [pka]

        5.13±0.20(Predicted)
        [color ]

        Light yellow to yellow
        Safety DataBack Directory
        [Symbol(GHS) ]

        Exclamation Mark (GHS07)
        GHS07
        [Signal word ]

        Warning
        [Hazard statements ]

        H302
        [Precautionary statements ]

        P264-P270-P301+P312-P330-P501
        Hazard InformationBack Directory
        [Uses]

        RA-9 is a potent and selective proteasome-associated deubiquitinating enzymes (DUBs) inhibitor with favorable toxicity profile and anticancer activity. RA-9 blocks ubiquitin-dependent protein degradation without impacting 20S proteasome proteolytic activity. RA-9 selectively induces onset of apoptosis in ovarian cancer cell lines and primary cultures derived from donors. RA-9 induces endoplasmic reticulum (ER)-stress responses in ovarian cancer cells[1].
        [Biological Activity]

        RA-9 is a potent and selective inhibitor of cell-permeable proteasome-associated deubiquitinating enzymes (DUBs) with favorable toxicity and anticancer activity. It selectively induces apoptosis in ovarian cancer cell lines.
        [in vivo]

        RA-9 (5 mg/kg; ip; one-day on, two-days off) inhibits human ovarian cancer cell growth in vivo and prolongs survival in a mouse model for ovarian cancer.

        < td class="col1 fwb"> Animal Model:
        Six-week-old female immunodeficient (NCr nu/nu) mice
        Dosage: 5 mg/kg
        Administration: Ip; one-day on, two-days off
        Result: Significant reduction in tumor burden at day 12.
        [target]

        TargetValue
        DUBs
        ()
        [storage]

        Store at -20°C
        [References]

        [1] Coughlin K, et al. Small-molecule RA-9 inhibits proteasome-associated DUBs and ovarian cancer in vitro and in vivo via exacerbating unfolded protein responses. Clin Cancer Res. 2014;20(12):3174-3186. DOI:10.1158/1078-0432.CCR-13-2658
        Spectrum DetailBack Directory
        [Spectrum Detail]

        RA-9(919091-63-7)1HNMR
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