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MedKoo product information:
Epirubicin
Hydrochloride
Epirubicin hydrochloride is the
hydrochloride salt of the 4'-epi-isomer of the anthracycline
antineoplastic antibiotic doxorubicin. 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. Check for
active clinical trials or
closed clinical trials using this agent. (NCI
Thesaurus).
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MedKoo Code#: 100290
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Name:
Epirubicin
hydrochloride
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CAS#: 56420-45-2
(Epirubicin);
56390-09-1(Epirubicin
hydrochloride)
Synonym: 4'-epiadriamycin;
4'-epidoxorubicin; 4'-epi-doxorubicin HCl; epi-ADR;
epidoxorubicin; pidorubicin; US brand name:
Ellence. Foreign brand name:
Pharmorubicin PFS. Abbreviations: 4'-epi
DX; EPI; epi DX; Code name: IMI-28.
IUPAC/Chemical 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
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Chemical structure:
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Theoretical analysis
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Epirubicin:
Chemical Formula: C27H29NO11
Exact Mass: 543.17406
Molecular Weight: 543.52
Elemental Analysis: C, 59.66; H, 5.38; N, 2.58; O, 32.38
Epirubicin
hydrochloride:
Chemical Formula: C27H30ClNO11
Molecular Weight: 579.98
Elemental Analysis: C, 55.91; H, 5.21; Cl, 6.11; N, 2.42;
O, 30.34
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Availability and price:
Epirubicin hydrochloride
(99%) is in stock
50 mg / $390.00
100 mg / $550.00
200 mg / $750.00
1 gram / $2,650.00
For quotation, question, and order, please send email to
sales@medkoo.com to describe your needs. A representative
will respond your email shortly. We offer significant discount
for larger quantity order.
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Quality control
data:
Product will be shipped with
supporting analytical data.
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Information about this agent
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DRUG DESCRIPTION
ELLENCE Injection (epirubicin hydrochloride injection) is an
anthracycline cytotoxic agent, intended for intravenous
administration. ELLENCE is supplied as a sterile, clear, red
solution and is available in polypropylene vials containing 50 and
200 mg of epirubicin hydrochloride as a preservative-free,
ready-to-use solution. Each milliliter of solution contains 2 mg of
epirubicin hydrochloride. Inactive ingredients include sodium
chloride, USP, and water for injection, USP. The pH of the solution
has been adjusted to 3.0 with hydrochloric acid, NF. Epirubicin
hydrochloride is the 4-epimer of doxorubicin and is a semi-synthetic
derivative of daunorubicin. The chemical name is (8S- cis)-10-[(3-amino-2,3,6-trideoxy-α-L-arabino-hexopyranosyl)oxy]-7,8,9,10-tetrahydro6,8,11-trihydroxy-8-(hydroxyacetyl)-1-methoxy-5,12-naphthacenedione
hydrochloride. The active ingredient is a red-orange hygroscopic
powder, with the empirical formula C27 H29 NO11 HCl and a molecular
weight of 579.95.
CLINICAL PHARMACOLOGY
Epirubicin is an anthracycline cytotoxic agent.
Although it is known that anthracyclines can interfere with a number of
biochemical and biological functions within eukaryotic cells, the
precise mechanisms of epirubicin's cytotoxic and/or antiproliferative
properties have not been completely elucidated. Epirubicin forms a
complex with DNA by intercalation of its planar rings between nucleotide
base pairs, with consequent inhibition of nucleic acid (DNA and RNA) and
protein synthesis. Such intercalation triggers DNA cleavage by
topoisomerase II, resulting in cytocidal activity. Epirubicin also
inhibits DNA helicase activity, preventing the enzymatic separation of
double-stranded DNA and interfering with replication and transcription.
Epirubicin is also involved in oxidation/reduction reactions by
generating cytotoxic free radicals. The antiproliferative and cytotoxic
activity of epirubicin is thought to result from these or other possible
mechanisms. Epirubicin is cytotoxic in vitro to a variety of established
murine and human cell lines and primary cultures of human tumors. It is
also active in vivo against a variety of murine tumors and human
xenografts in athymic mice, including breast tumors.
Development history
The first trial of epirubicin in humans was published
in 1980. Upjohn applied for approval by the U.S. Food and Drug
Administration (FDA) in node-positive breast cancer in 1984, but was
turned down because of lack of data. It appears to have been licensed
for use in Europe from around this time however. In 1999 Pharmacia (who
had by then merged with Upjohn) received FDA approval for the use of
epirubicin as a component of adjuvant therapy in node-positive patients.
Patent protection for epirubicin expired in August 2007. from
http://en.wikipedia.org/wiki/Epirubicin.
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