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Merbarone

SIGMA/M2070 - ≥98% (HPLC), solid

Synonym: 5-(N-Phenylcarbamoyl)-2-thiobarbituric acid; NSC-336628

CAS Number: 97534-21-9
Empirical Formula (Hill Notation): C11H9N3O3S
Molecular Weight: 263.27
MDL Number: MFCD00866337
Linear Formula: C11H9N3O3S
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-M2070-25MG 25 mg
$178.00
1/EA
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assay ≥98% (HPLC)
drug control regulated under CDSA - not available from Sigma-Aldrich Canada
form solid
InChI 1S/C11H9N3O3S/c15-8(12-6-4-2-1-3-5-6)7-9(16)13-11(18)14-10(7)17/h1-5,7H,(H,12,15)(H2,13,14,16,17,18)
InChI key JARCFMKMOFFIGZ-UHFFFAOYSA-N
Quality Level 200 
SMILES string O=C1NC(=S)NC(=O)C1C(=O)Nc2ccccc2
solubility DMSO: >5 mg/mL
storage temp. 2-8°C
Application: Merbarone has been used to study its effect on the occurrence of DNA lesions.
Biochem/physiol Actions: Selective topoisomerase II inhibitor. Blocks topo II-mediated DNA cleavage without stabilizing DNA-topo II-cleavable complexes. Induces apoptosis in CEM cells via caspase 3 dependent mechanism.
Biochem/physiol Actions: Thiobarbituric acid with aniline joined by an amide linkage forms merbarone. It is known to prolong cell cycle progression by inducing DNA double strand breaks, retarding S phase and arresting G2 phase. This delays cell entry into mitosis. Merbarone possesses cytotoxic and genotoxic action and promotes endoreduplication. Merbarone has mild antitumor action and is also found to nephrotoxic.
Packaging: 25 mg in glass bottle
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥98% (HPLC)
Storage Temp. 2-8°C
UNSPSC 12352200

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