CAS 57918-24-8

Epidaunorubicin

Description:

Epidaunorubicin is an anthracycline antibiotic that is primarily used in cancer chemotherapy. It is a derivative of daunorubicin, designed to enhance its therapeutic efficacy while reducing some of its side effects. The compound exhibits a complex polycyclic structure, which is characteristic of anthracyclines, allowing it to intercalate into DNA and inhibit topoisomerase II, thereby disrupting DNA replication and transcription in rapidly dividing cancer cells. Epidaunorubicin is known for its cytotoxic properties, making it effective against various types of tumors, including leukemias and solid tumors. Its pharmacokinetics involve metabolism primarily in the liver, and it is excreted mainly through the bile. The substance is typically administered intravenously, and its dosage must be carefully managed to minimize potential cardiotoxicity, a common side effect associated with anthracycline compounds. Overall, epidaunorubicin represents a significant tool in oncological pharmacotherapy, with ongoing research aimed at optimizing its use and mitigating adverse effects.

Formula: C₂₇H₂₉NO₁₀

InChI: InChI=1/C27H29NO10/c1-10-22(30)14(28)7-17(37-10)38-16-9-27(35,11(2)29)8-13-19(16)26(34)21-20(24(13)32)23(31)12-5-4-6-15(36-3)18(12)25(21)33/h4-6,10,14,16-17,22,30,32,34-35H,7-9,28H2,1-3H3/t10-,14-,16-,17-,22-,27-/m0/s1

InChI key: InChIKey=STQGQHZAVUOBTE-RPDDNNBZSA-N

SMILES: OC=1C2=C([C@@H](O[C@H]3C[C@H](N)[C@@H](O)[C@H](C)O3)C[C@@](C(C)=O)(O)C2)C(O)=C4C1C(=O)C=5C(C4=O)=C(OC)C=CC5

Synonyms:

• (8S,10S)-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-5,12-naphthacenedione
• 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-cis)-
• 4′-epi-Daunomycin
• 4′-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)-
• Epirubicin EP Impurity F

Epidaunorubicin ((8S,10S)-8-acetyl-10-(((2R,4S,5R,6S)-4-amino-5-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-6,8,11-trihydroxy-1-methoxy-7,8,9,10-tetrahydrotetracene-5,12-dione)

CAS: 57918-24-8

Aromatic heterocyclic compounds with oxygen hetero-atom(s) only, nesoi

Formula: C₂₇H₂₉NO₁₀

Color and Shape: Black Solid

Molecular weight: 527.17915

Ref: 45-1A07310

epi-Daunorubicin

CAS: 57918-24-8

Formula: C₂₇H₂₉NO₁₀

Color and Shape: Red Solid

Molecular weight: 527.53

Ref: 4Z-D-487

4’-epi-Daunorubicin

Controlled Product

CAS: 57918-24-8

Applications Daunorubicin (D194500) impurity. Daunomycin analog antitumor.
References Cassinelli, G., et al.: J. Antib., 38, 856 (1985), Arcamone, F., et al.: J. Med. Chem.,18, 703 (1975),

Formula: C₂₇H₂₉NO₁₀

Color and Shape: Neat

Molecular weight: 527.52

Ref: TR-D194490

4’-Epi-daunorubicin

CAS: 57918-24-8

4’-Epi-daunorubicin is an analog of the anticancer drug daunorubicin. It works by inhibiting protein kinases, which are enzymes that play a crucial role in cancer cell growth and survival. This inhibitor induces apoptosis, or programmed cell death, in tumor cells. 4’-Epi-daunorubicin has been shown to be effective against various types of cancer in human cells and Chinese hamster ovary cells. Additionally, it has been found to have potential as an inhibitor for tolvaptan, a drug used to treat hyponatremia by increasing urine output. Overall, 4’-Epi-daunorubicin is a promising candidate for the treatment of cancer due to its potent anticancer activity and ability to target specific kinases involved in cancer cell growth.

Formula: C₂₇H₂₉NO₁₀

Purity: Min. 95%

Molecular weight: 527.5 g/mol

Ref: 3D-HCA91824

Epirubicin EP Impurity F

CAS: 57918-24-8

Formula: C₂₇H₂₉NO₁₀

Molecular weight: 527.53

Ref: ST-EA-CP-E117005