CAS 86189-66-4

Idarubicinol

Description:

Idarubicinol, with the CAS number 86189-66-4, is a metabolite of idarubicin, an anthracycline antibiotic used primarily in cancer treatment. It exhibits similar pharmacological properties to its parent compound, including antitumor activity, but with a different pharmacokinetic profile. Idarubicinol is characterized by its ability to intercalate DNA, thereby inhibiting topoisomerase II, which is crucial for DNA replication and repair. This mechanism leads to the disruption of cancer cell proliferation. The substance is typically administered intravenously and is known for its potential side effects, including cardiotoxicity, which is a common concern with anthracycline derivatives. Idarubicinol is also notable for its solubility in organic solvents, which facilitates its formulation for therapeutic use. Its efficacy and safety profile make it a subject of ongoing research, particularly in the context of hematological malignancies and solid tumors. Overall, idarubicinol represents an important compound in the field of oncology, contributing to the arsenal of chemotherapeutic agents available for cancer treatment.

Formula: C₂₆H₂₉NO₉

InChI: InChI=1S/C26H29NO9/c1-10-21(29)15(27)7-17(35-10)36-16-9-26(34,11(2)28)8-14-18(16)25(33)20-19(24(14)32)22(30)12-5-3-4-6-13(12)23(20)31/h3-6,10-11,15-17,21,28-29,32-34H,7-9,27H2,1-2H3/t10-,11-,15-,16-,17-,21+,26-/m0/s1

InChI key: InChIKey=KMIBSUUWQWSRQV-BAYOIBAISA-N

SMILES: O([C@@H]1C2=C(C(O)=C3C(=C2O)C(=O)C=4C(C3=O)=CC=CC4)C[C@]([C@H](C)O)(O)C1)[C@H]5C[C@H](N)[C@H](O)[C@H](C)O5

Synonyms:

• 5,12-Naphthacenedione, 7-[(3-amino-2,3,6-trideoxy-α-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,9,11-trihydroxy-9-(1-hydroxyethyl)-, [7S-[7α,9α,9(R*)]]-
• 5,12-Naphthacenedione, 7-[(3-amino-2,3,6-trideoxy-α-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,9,11-trihydroxy-9-[(1S)-1-hydroxyethyl]-, (7S,9S)-
• 4-Demethoxydaunorubicinol
• (7S,9S)-7-[(3-Amino-2,3,6-trideoxy-α-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,9,11-trihydroxy-9-[(1S)-1-hydroxyethyl]-5,12-naphthacenedione
• Antibiotic FCE 22723

Idarubicinol

CAS: 86189-66-4

Formula: C₂₆H₂₉NO₉

Molecular weight: 499.52

Ref: 4Z-I-055003

Idarubicinol-d4 (Mixture of Diastereomers) (>80%)

Controlled Product

CAS: 86189-66-4, 91738-92-0

Stability Hygroscopic
Applications Labelled Idarubicinol is the alcohol analog of Idrabucin (I167000), an orally active anthracycline; analog of Daunorubicin. Antineoplastic.
References Arcamone, F., et al.: Caner Treat. Rep., 60, 829 (1976), Zini, G., et al.: Cancer Chemother. Pharmacol., 16, 107 (1986), Gillies, H.C., et al.: Br.J. Clin. Pharmacol., 23, 303 (1987), Villani, F., et al.: Eur. J. Cancer Clin. Oncol., 25, 13 (1989),

Formula: C₂₆D₄H₂₅NO₉

Purity: >80%

Color and Shape: Neat

Molecular weight: 503.53

Ref: TR-I167022

Idarubicinol (Mixture of Diastereomers)

CAS: 86189-66-4

Stability Hygroscopic
Applications Idarubicinol is the alcohol analog of Idrabucin (I167000), an orally active anthracycline; analog of Daunorubicin. Antineoplastic.
References Arcamone, F., et al.: Caner Treat. Rep., 60, 829 (1976), Zini, G., et al.: Cancer Chemother. Pharmacol., 16, 107 (1986), Gillies, H.C., et al.: Br.J. Clin. Pharmacol., 23, 303 (1987), Villani, F., et al.: Eur. J. Cancer Clin. Oncol., 25, 13 (1989),

Formula: C₂₆H₂₉NO₉

Color and Shape: Neat

Molecular weight: 499.51

Ref: TR-I167020

Idarubicinol

CAS: 86189-66-4

Idarubicinol is an analog of the anticancer drug idarubicin and is known for its potent apoptotic effects on cancer cells. It works by inhibiting protein kinases, which are enzymes that play a crucial role in cancer cell growth and division. Idarubicinol has been shown to be effective against a wide range of human cancers, including Chinese hamster ovary (CHO) tumors. This medicinal compound has been identified in urine samples from patients undergoing chemotherapy with idarubicin, indicating that it may play a role in the treatment of cancer. As an inhibitor of kinases, Idarubicinol has potential as a therapeutic agent for the treatment of various types of cancer.

Formula: C₂₆H₂₉NO₉

Purity: Min. 95%

Molecular weight: 499.5 g/mol

Ref: 3D-LDA18966