EPIRUBICIN

Epirubicin is an anthracycline chemotherapeutic intercalating DNA and inhibiting topoisomerase II. Used in breast and other cancers. Side effects include cardiotoxicity, myelosuppression, and nausea.

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Product Description


Mechanism of Action

Epirubicin is an anthracycline chemotherapeutic structurally related to doxorubicin but with reduced cardiotoxicity. It intercalates DNA, inhibits topoisomerase II, induces double‑strand breaks and generates free radicals, triggering apoptosis in rapidly dividing cells.

Benefits and Advantages

Used in DNA‑damage‑response research, oncologic model development, topoisomerase II inhibition assays, and anthracycline SAR studies.

Side Effects and Risks

Risks include myelosuppression, cardiomyopathy (dose‑dependent), alopecia, mucositis, red urine discoloration and necrosis upon extravasation. Handle with cytotoxic‑anthracycline precautions.

Datasheet


Molecular Formula

C27H29NO11

Molecular Weight

543.5 g/mol

CAS Number

56420-45-2

Storage Condition

Store refrigerated between 2 °C and 8 °C (36 °F and 46 °F). Do not freeze. Protect from light. Storage of the solution for injection at refrigerated conditions can result in the formation of a gelled product. This gelled product will return to a slightly viscous to mobile solution after 2 to a maximum of 4 hours equilibration at controlled room temperature (15-25 °C). Solution for injection should be used within 24 hours after removal from refrigeration.

Solubility

Solubility depends on solvent and conditions (e.g., pH). Please contact us for solvent-specific guidance.

Purity

Purity information is available upon request (COA).

Synonym

Epirubicin; 56420-45-2; Epiadriamycin; Epidoxorubicin; 4'-Epiadriamycin

IUPAC/Chemical Name

(7S,9S)-7-[(2R,4S,5R,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy-6,9,11-trihydroxy-9-(2-hydroxyacetyl)-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione

InChl Key

AOJJSUZBOXZQNB-VTZDEGQISA-N

InChl Code

InChI=1S/C27H29NO11/c1-10-22(31)13(28)6-17(38-10)39-15-8-27(36,16(30)9-29)7-12-19(15)26(35)21-20(24(12)33)23(32)11-4-3-5-14(37-2)18(11)25(21)34/h3-5,10,13,15,17,22,29,31,33,35-36H,6-9,28H2,1-2H3/t10-,13-,15-,17-,22-,27-/m0/s1

References

https://pubchem.ncbi.nlm.nih.gov/compound/41867;

3D Conformer.

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