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445800

Merbarone

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

Synonym(s):

Merbarone, 5-(N-Phenylcarboxamido)-2-thiobarbituric Acid, NSC-336628

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About This Item

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
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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

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)

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Nootan Pandey et al.
The Journal of cell biology, 219(1) (2019-11-13)
Topoisomerase II (Topo II) is essential for mitosis since it resolves sister chromatid catenations. Topo II dysfunction promotes aneuploidy and drives cancer. To protect from aneuploidy, cells possess mechanisms to delay anaphase onset when Topo II is perturbed, providing additional

Global Trade Item Number

SKUGTIN
445800-25MG04055977204568