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Brand names,
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Analogs
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Brand Names Mixture
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Chemical_Formula
C27H29NO11
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RX_link
http://www.rxlist.com/cgi/generic2/epirub.htm
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fda sheet
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msds (material safety sheet)
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Synthesis Reference
Smith et al.; J.Org.Chem.; 42;3653,3658(1977)
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Molecular Weight
543.519 g/mol
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Melting Point
344.53oC
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H2O Solubility
0.093 mg/ml
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State
Solid
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LogP
0.455
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Dosage Forms
Powder for solution; Solution
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Indication
For use as a component of adjuvant therapy in patients with evidence of axillary node tumor involvement following resection of primary breast cancer
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Pharmacology
Epirubicin is an antineoplastic in the anthracycline class. General properties of drugs in this class include: interaction with DNA in a variety of different ways including intercalation (squeezing between the base pairs), DNA strand breakage and inhibition with the enzyme topoisomerase II. Most of these compounds have been isolated from natural sources and antibiotics. However, they lack the specificity of the antimicrobial antibiotics and thus produce significant toxicity. The anthracyclines are among the most important antitumor drugs available. Doxorubicin is widely used for the treatment of several solid tumors while daunorubicin and idarubicin are used exclusively for the treatment of leukemia. Epirubicin may also inhibit polymerase activity, affect regulation of gene expression, and produce free radical damage to DNA. Epirubicin possesses an antitumor effect against a wide spectrum of tumors, either grafted or spontaneous. The anthracyclines are cell cycle-nonspecific.
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Absorption
100%
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side effects and Toxicity
bone marrow aplasia, grade 4 mucositis, and gastrointestinal bleeding
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Patient Information
Patients should be informed of the expected adverse effects of epirubicin, including gastrointestinal symptoms (nausea, vomiting, diarrhea, and stomatitis) and potential neutropenic complications. Patients should consult their physician if vomiting, dehydration, fever, evidence of infection, symptoms of CHF, or injection-site pain occurs following therapy with ELLENCE. Patients should be informed that they will almost certainly develop alopecia. Patients should be advised that their urine may appear red for 1 to 2 days after administration of ELLENCE and that they should not be alarmed. Patients should understand that there is a risk of irreversible myocardial damage associated with treatment with ELLENCE, as well as a risk of treatment-related leukemia. Because epirubicin may induce chromosomal damage in sperm, men undergoing treatment with ELLENCE should use effective contraceptive methods. Women treated with ELLENCE may develop irreversible amenorrhea, or premature menopause.
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Organisms Affected
Humans and other mammals