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 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).

  

MedKoo Code#:  100290

Name:  Epirubicin hydrochloride

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

 

Chemical structure:

Theoretical analysis :

 

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

 

 

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.

 

Quality control data:

Product will be shipped with supporting analytical data.

 

 

Information about this agent

  

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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