445800

Merbarone

≥95% (HPLC), solid, topoisomerase II inhibitor, Calbiochem^®

• Synonym(s): Merbarone, 5-(N-Phenylcarboxamido)-2-thiobarbituric Acid, NSC-336628
• Empirical Formula (Hill Notation): C₁₁H₉N₃O₃S
• CAS Number: 97534-21-9
• Molecular Weight: 263.27
• UNSPSC Code: 12352200
• NACRES: NA.77
• MDL number: MFCD00866337
• Assay: ≥95% (HPLC)
• Form: solid
• Quality level: 100
• Storage condition: OK to freeze, protect from light

Properties

• Product Name: Merbarone, A cell-permeable anticancer drug that inhibits the catalytic activity of topoisomerase II (topo II) without damaging DNA or stabilizing DNA-topo II cleavable complexes.
• Quality Level: 100
• description: RTECS - UV7714625
• assay: ≥95% (HPLC)
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze, protect from light
• color: faint pink
• solubility: DMSO: 100 mg/mL
• shipped in: ambient
• storage temp.: 2-8°C
• SMILES string: Sc1nc(c(c(n1)O)C(=O)Nc2ccccc2)O
• InChI: 1S/C11H9N3O3S/c15-8(12-6-4-2-1-3-5-6)7-9(16)13-11(18)14-10(7)17/h1-5H,(H,12,15)(H3,13,14,16,17,18)
• InChI key: GFYRZTLCYQQVHZ-UHFFFAOYSA-N

Description

General description

A cell-permeable anticancer drug that inhibits the catalytic activity of topoisomerase II (topo II) without damaging DNA or stabilizing DNA-topo II cleavable complexes (IC₅₀ = 20 µM for purified mammalian topo II versus IC₅₀ = ~ 200 µM for topo I). Also induces apoptosis in human leukemic CEM cells through a caspase-3-like protease-dependent mechanism.

A cell-permeable, anticancer drug that inhibits the catalytic activity of DNA topoisomerase II (topo II) without damaging DNA or stabilizing DNA-topo II cleavable complexes (IC₅₀ = 20 µM for purified mammalian topoisomerase II versus IC₅₀ ~200 µM for topoisomerase I). Also induces apoptosis in human leukemic CEM cells through a caspase-3-like protease-dependent mechanism.

Biochem/physiol Actions

Cell permeable: yes

Primary Target
Catalytic activity of topoisomerase II

Product does not compete with ATP.

Reversible: no

Target IC₅₀: 20 µM for purified topoisomerase II (topo II)

Packaging

Packaged under inert gas

Other Notes

Khelifa, T., and Beck, W.T. 1999. Mol. Pharmacol. 55, 548.
Drake, F.H., et al. 1989. Cancer Res.49, 2578.
Brewer, A.D., et al. 1985. Biochem. Pharmacol.34, 2047.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Standard Handling (A)

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable