Epirubicin EP Impurity F

Epirubicin EP Impurity F Structure
CAS No.
57918-24-8
Chemical Name:
Epirubicin EP Impurity F
Synonyms
4’-epi-Daunorubicin;Epirubicin EP Impurity F;Epirubicin hydrochloride EP Impurity F(epi-Daunorubicin);5,12-Naphthacenedione, 8-acetyl-10-[(3-amino-2,3,6-trideoxy-α-L-arabino-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-, (8S,10S)-
CBNumber:
CB65479522
Molecular Formula:
C27H29NO10
Molecular Weight:
527.53
MOL File:
57918-24-8.mol
Modify Date:
2023/9/6 16:57:38

Epirubicin EP Impurity F Properties

Boiling point 770.0±60.0 °C(Predicted)
Density 1.55±0.1 g/cm3(Predicted)
storage temp. Amber Vial, -20°C Freezer, Under inert atmosphere
solubility DMSO (Slightly, Heated), Methanol (Slightly, Heated)
form Solid
pka 7.39±0.60(Predicted)
color Dark Red to Black
Stability Light Sensitive
InChIKey STQGQHZAVUOBTE-WXNQWCPFNA-N
SMILES OC1=C2C(C3=CC=CC(OC)=C3C(=O)C2=C(O)C2[C@H](C[C@](O)(C(=O)C)CC1=2)O[C@]1([H])O[C@@H](C)[C@H](O)[C@@H](N)C1)=O |&1:18,20,28,31,33,35,r|

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07,GHS08
Signal word  Danger
Hazard statements  H340-H312-H360-H332-H350-H302
Precautionary statements  P280-P302+P352-P312-P322-P363-P501-P261-P271-P304+P340-P312-P264-P270-P301+P312-P330-P501

Epirubicin EP Impurity F Chemical Properties,Uses,Production

Uses

Daunorubicin (D194500) impurity. Daunomycin analog antitumor.

Uses

Epirubicin EP Impurity F is an impurity of the drug Epirubicin, which is a pharmaceutical impurity standard in accordance with the European Pharmacopoeia, which can be used as a reference to analyze the quality of the drug. It is often used in the pharmaceutical industry. Epirubicin is an anthracycline topoisomerase II inhibitor used as an adjuvant to treating axillary node metastases in patients who have undergone surgical resection of primary breast cancer.

Preparation

9.0 g of the raw material was suspended in 460 mL of purified water. Then the temperature was cooled to 0 ~ 5 °C, and 60 mL of 3.5% sodium hydroxide solution was added dropwise for 50 minutes. After the reaction was complete, the pH was adjusted to 5.0 with hydrochloric acid. The reaction solution was subsequently washed twice with 200 mL of dichloromethane and the aqueous phase was collected. 1200 mL of dichloromethane and 80 mL of methanol were added to the aqueous phase, and the pH was adjusted to 8.2 with a 0.1 mol/L sodium hydroxide solution. Collect the organic phase. The organic phase was concentrated to dryness under reduced pressure Daunorubicin7.48g.
Epirubicin EP Impurity F

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Epirubicin EP Impurity F 5,12-Naphthacenedione, 8-acetyl-10-[(3-amino-2,3,6-trideoxy-α-L-arabino-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-, (8S,10S)- 4’-epi-Daunorubicin Epirubicin hydrochloride EP Impurity F(epi-Daunorubicin) 57918-24-8