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    Epirubicin HCl
    Epirubicin HCl

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    This product is for research use only, not for human use. We do not sell to patients.
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    InvivoChem Cat #: V1395
    CAS #: 56390-09-1Purity ≥98%

    Description: Epirubicin HCl (formerly  4'-epidoxorubicin; epiADR; epidoxorubicin; IMI 28; IMI-28; Ellence; Pharmorubicin PFS), the hydrochloride salt of the 4'-epi-isomer of the anthracycline antineoplastic antibiotic doxorubicin, is a new anthracycline analog and a semisynthetic L-arabino derivative of doxorubicin approved as an anticancer medication. Doxorubicin is a potent anticancer agent, the use of which is limited by its cumulative dose-dependent cardiotoxicity. Epirubicin HCl has more favorable therapeutic index than doxorubicin and possesses less hematologic and cardiac toxicity at comparable doses. Epirubicin HCl is an antineoplastic agent that acts by inhibiting Topoisomerase. Epirubicin intercalates into DNA and interacts with topoisomerase II, thereby inhibiting DNA replication and repair and RNA and protein synthesis. This agent also produces toxic free-radical intermediates and interacts with cell membrane lipids causing lipid peroxidation.

    References: J Clin Oncol. 1986;4(3):425-39; Pol J Pharmacol. 2004;56(4):435-44; Ann Oncol. 1993;4(5):359-69.

    Related CAS #: 56390-09-1 (HCl); 56420-45-2 (free base);  

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    Molecular Weight (MW)579.98
    CAS No.56390-09-1 (HCl salt);
    Storage-20℃ for 3 years in powder form
    -80℃ for 2 years in solvent
    Solubility (In vitro)DMSO: 100 mg/mL (172.4 mM)
    Water: 100 mg/mL (172.41 mM)
    Ethanol: <1 mg/mL
    Technical infoChemical Name: (8S,10S)-10-(((2R,4S,5R,6S)-4-amino-5-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-6,8,11-trihydroxy-8-(2-hydroxyacetyl)-1-methoxy-7,8,9,10-tetrahydrotetracene-5,12-dione hydrochloride
    SMILES Code: O=C1C2=C(O)C(C[[email protected]](C(CO)=O)(O)C[[email protected]@H]3O[[email protected]]4C[[email protected]](N)[[email protected]@H](O)[[email protected]](C)O4)=C3C(O)=C2C(C5=C1C=CC=C5OC)=O.[H]Cl
    Synonyms4'-epidoxorubicin HCl; 4'-Epidoxorubicin hydrochloride; IMI28; 4-epi DX; EPI; epi DX; 4-epiadriamycin; 4-epidoxorubicin; 4-epidoxorubicin HCl; epiADR; epidoxorubicin; epidorubicin; IMI 28; IMI-28; brand name: Ellence; Pharmorubicin PFS

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    In Vitro

    In vitro activity: Epirubicin, like doxorubicin, exerts its antitumor effects by complex with DNA, resulting in damage to DNA and interference with the synthesis of DNA, RNA, and proteins. Epirubicin may also affect the integrity and activity of cellular membranes. Maximal cell kill caused by Epirubicin occurs during the S phase of the cell cycle. With higher concentrations effects are also seen in early G2 as well as G1 and M phases. Epirubicin display antineoplastic activity against most cancer cells. Epirubicin is cytotoxic to Hepatoma G2 cells with IC50 of 1.6 μg/mL at 24hr. 1.6 μg/mL Epirubicin induces apoptosis of Hep G2 cells, and higher activity of catalase by 50%, Se-dependent glutathione peroxidase by 110%, Cu, Zn-superoxide dismutase by 172% and Mn-superoxide dismutase by 135%. Epirbicin increases the cellular expression of NADPH-CYP 450 reductase, and reduces GST-π expression.

    Cell Assay: Hep G2 cells (500 cells/well, monolayer) are plated in a 96-well plate. The next day the cells are treated with Epirubicin in the medium. At the end of the incubation periods, 15% volume of MTT dye solution is added. After 1 hr of incubation at 37℃, an equal volume of solubilization/stop solution (dimethylsul-foxide) is added to each well for an additional 1 hr incubation. The absorbance of the reaction solution at 570 nm is recorded.

    In VivoEpirubicin are clinically active against a broad range of tumor types, including breast cancer, malignant lymphomas, soft tissue sarcomas, lung cancer, pleural mesothelioma, gastrointestinal cancer, head and neck cancer, ovarian cancer, prostatic carcinoma, transitional bladder carcinoma and so on. Epirubicin at a dose of 3.5 mg/kg suppresses tumor mass of human breast tumor xenograft R-27 by 74.4 %.
    Animal modelHuman breast tumor xenograft R-27
    Formulation & DosageDissolved in saline; 3.5 mg/kg; i.v. injection
    ReferencesJ Clin Oncol. 1986 Mar;4(3):425-39; Pol J Pharmacol. 2004 Jul-Aug;56(4):435-44; Ann Oncol. 1993 May;4(5):359-69.

    These protocols are for reference only. InvivoChem does not independently validate these methods.


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