Epirubicin

Description

Epirubicin · CAS 56420-45-2 · C27H29NO11. UNII 3Z8479ZZ5X. Melting Point: 344.53; Melting Point: 344.53 °C; Solubility: 0.093.

Identification

Computed Descriptors

Physical & Chemical Properties

Physical description & handling notes

• Solid
• Stable under recommended storage conditions. /Epirubicin hydrochloride/
• When heated to decomposition it emits toxic fumes of /nitrogen oxides/.
• 215.2 Ų [M+H-H2O]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
• 226.33 Ų [M+Na]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
• 224.59 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

GHS Hazard Classification

Documented Uses

• Antibiotics, Antineoplastic; Topoisomerase II Inhibitors
• Use (kg; approx.) in Germany (2009): >10
• Consumption (g per capita; approx.) in Germany (2009): 0.000122
• For use as a component of adjuvant therapy in patients with evidence of axillary node tumor involvement following resection of primary breast cancer.
• Sicor developed a route from doxorubicin, in which the hydroxyl groups at C-9 and C-14 are protected as dioxanones (by reaction of doxorubicin with triethyl orthoformate), the 3'-amino group is protected as its N-trifluoroacetyl derivative, the hydroxyl groups of ring B as their trimethylsilyl derivatives, and the 4'-hydroxy group of the daunosamine residue is converted to a triflate group, which by nucleophilic substitution of the triflate by formate and then deprotection leads to /epirubicin/.
• The most direct route starts with the N-trifluoroacetyl derivative of daunorubicin, which is oxidized at very low temperature (-70 °C) with dimethylsulfoxide activated by trifluroacetanhydride to afford the 4'-keto derivative. Stereoselective reduction with sodium borohydride at -30 °C gives the 4'-epi-N-trifluoroacetyl daunorubicin, which after alkaline hydrolysis of the trifluoroacetyl group can be converted into /epirubicin/ ...

Synonyms

Epirubicin; 56420-45-2; Epiadriamycin; Epidoxorubicin; 4'-Epiadriamycin; Epirubicine; 4'-epidoxorubicin; Epirubicina; Ridorubicin; Epirubicinum; Pidorubicina; Pidorubicine; Pidorubicinum; Farmorubicin; Epirubicinum [Latin]; Pidorubicin

Frequently Asked Questions

What are the CAS number and molecular formula of Epirubicin?

CAS 56420-45-2; molecular formula C27H29NO11; molecular weight — g/mol.

What other names is Epirubicin known by?

Epirubicin, 56420-45-2, Epiadriamycin, Epidoxorubicin, 4'-Epiadriamycin, Epirubicine.

Is Epirubicin classified as hazardous?

Hazard statements reported: H302.

What are the key physical properties of Epirubicin?

Melting Point: 344.53; Melting Point: 344.53 °C; Solubility: 0.093; Solubility: 1.18e+00 g/L.

Facts on this page are taken from PubChem (US National Library of Medicine) and Wikidata. Grade-specific data — assay, moisture, particle size, packaging, shelf life — is issued per batch on the COA and is not published here.