Epirubicin is an anthracycline that exhibits anticancer chemotherapeutic activity; it is an isomer of doxorubicin. Epirubicin acts as a DNA intercalator and topoisomerase II inhibitor, inhibiting DNA and RNA synthesis. This compound also increases levels of ROS. Epirubicin is clinically used to treat breast cancer.
| Cas No. | 56390-09-1 |
|---|---|
| Purity | ≥90% |
| Formula | C27H29NO11 • HCl |
| Formula Wt. | 579.99 |
| Chemical Name | 10-((3-amino-2,3,6-trideoxy-beta-L-arabino-hexopyranosyl)oxy)-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(hydroxyacetyl)-1-methoxy-(8S-cis)-5,12-naphthacenedione hydrochloride |
| IUPAC 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;hydrochloride |
| Synonym | 4'-Epiadriamycin; Epiadriamycin; Ridorubicin, Ellence, Farmorubicin, Pharmorubicin |
| Melting Point | 185°C (dec.) |
| Solubility | Soluble in water, methanol. Insoluble in acetone |
| Appearance | Orange-red powder |
| Store Temp | 4°C |
|---|---|
| Ship Temp | Ambient |
| MSDS | E6235 MSDS PDF |
|---|---|
| Info Sheet | E6235 Info Sheet PDF |
Monteiro LJ, Khongkow P, Kongsema M, et al. The Forkhead Box M1 protein regulates BRIP1 expression and DNA damage repair in epirubicin treatment. Oncogene. 2013 Sep 26;32(39):4634-45. PMID: 23108394.
Conte PF, Gennari A, Landucci E, et al. Role of epirubicin in advanced breast cancer. Clin Breast Cancer. 2000 Sep;1 Suppl 1:S46-51. PMID: 11970749.
