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Epirubicin hydrochloride_Molecular_structure_CAS_56390-09-1)
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Epirubicin hydrochloride

Catalog No. E9406 Name Sigma Aldrich
CAS Number 56390-09-1 Website http://www.sigmaaldrich.com
M. F. C27H30ClNO11 Telephone 1-800-521-8956
M. W. 579.9802 Fax
Purity ≥90% (HPLC) Email
Storage Chembase ID: 72579

SYNONYMS

IUPAC name
(8S,10S)-10-{[(2R,4S,5R,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy}-6,8,11-trihydroxy-8-(2-hydroxyacetyl)-1-methoxy-5,7,8,9,10,12-hexahydrotetracene-5,12-dione hydrochloride
IUPAC Traditional name
epirubicin hydrochloride
Synonyms
Epidoxorubicin hydrochloride
4′-Epidoxorubicin hydrochloride

DATABASE IDS

MDL Number MFCD00941448
CAS Number 56390-09-1
EC Number 260-145-2

PROPERTIES

Empirical Formula (Hill Notation) C27H29NO11 · HCl
Purity ≥90% (HPLC)
GHS Pictograms GHS07
GHS Signal Word Warning
GHS Hazard statements H302
European Hazard Symbols Harmful Harmful (Xn)
MSDS Link Download
Personal Protective Equipment dust mask type N95 (US), Eyeshields, Gloves
Risk Statements 22
RTECS QI9295750
Storage Temperature -20°C
German water hazard class 3

DETAILS

Description (English)
Biochem/physiol Actions
Cell-permeable anthracycline antitumor antibiotic. Antineoplastic. A stereoisomer of doxorubicin that exhibits reduced cardiotoxicity. Its antitumor actions are mediated by targeting topoisomerase II.
Epirubicin is antimitotic and cytotoxic. It inhibits nucleic acid and protein synthesis. Epirubicin may do so by forming complexes with DNA and intercalation between base pairs, by inhibiting topoisomerase II activity by stabilizing the DNA-topoisomerase II complex, and by preventing the religation portion of the ligation-religation reaction that topoisomerase II catalyzes. It inhibits DNA helicase activity.
Application
Epirubicin is a cell-permeable anthracycline antitumor antibiotic. It is a stereoisomer(4′-epi-isomer) of doxorubicin that exhibits reduced cardiotoxicity. It is used to inhibit topoisomerase II and DNA helicase activity. Epirubicin is used to study metastatic breast cancer1and cardiac toxicity2.
Description (简体中文)
Biochem/physiol Actions
Cell-permeable anthracycline antitumor antibiotic. Antineoplastic. A stereoisomer of doxorubicin that exhibits reduced cardiotoxicity. Its antitumor actions are mediated by targeting topoisomerase II.
Epirubicin is antimitotic and cytotoxic. It inhibits nucleic acid and protein synthesis. Epirubicin may do so by forming complexes with DNA and intercalation between base pairs, by inhibiting topoisomerase II activity by stabilizing the DNA-topoisomerase II complex, and by preventing the religation portion of the ligation-religation reaction that topoisomerase II catalyzes. It inhibits DNA helicase activity.
Application
Epirubicin is a cell-permeable anthracycline antitumor antibiotic. It is a stereoisomer(4′-epi-isomer) of doxorubicin that exhibits reduced cardiotoxicity. It is used to inhibit topoisomerase II and DNA helicase activity. Epirubicin is used to study metastatic breast cancer1and cardiac toxicity2.

REFERENCES