E9406

Epirubicin hydrochloride

≥90% (HPLC)

• Synonym(s): 4′-Epidoxorubicin hydrochloride, Epidoxorubicin hydrochloride
• Empirical Formula (Hill Notation): C₂₇H₂₉NO₁₁ · HCl
• CAS Number: 56390-09-1
• Molecular Weight: 579.98
• NACRES: NA.85
• PubChem Substance ID: 329799084
• UNSPSC Code: 51102829
• EC Number: 260-145-2
• MDL number: MFCD00941448

Properties

• biological source: synthetic
• Quality Segment: 100
• assay: ≥90% (HPLC)
• form: powder
• color: red to deep red
• solubility: H₂O: soluble
• antibiotic activity spectrum: neoplastics
• mode of action: DNA synthesis | interferes, enzyme | inhibits
• storage temp.: −20°C
• SMILES string: Cl.COc1cccc2C(=O)c3c(O)c4C[C@](O)(C[C@H](O[C@H]5C[C@H](N)[C@@H](O)[C@H](C)O5)c4c(O)c3C(=O)c12)C(=O)CO
• InChI: 1S/C27H29NO11.ClH/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;1H/t10-,13-,15-,17-,22-,27-;/m0./s1
• InChI key: MWWSFMDVAYGXBV-FGBSZODSSA-N

Description

Application

Epirubicin is used to inhibit topoisomerase II and DNA helicase activity. Epirubicin is used to study metastatic breast cancer[1]and cardiac toxicity[2].

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.

Safety Information

• pictograms: GHS08,GHS07
• signalword: Danger
• hcodes: H302,H340,H350,H360
• pcodes: P201 - P301 + P312 + P330 - P308 + P313
• Hazard Classifications: Acute Tox. 4 Oral - Carc. 1B - Muta. 1B - Repr. 1B
• Storage Class: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• wgk: WGK 3
• ppe: dust mask type N95 (US), Eyeshields, Gloves