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M2070

Sigma-Aldrich

Merbarone

≥98% (HPLC), solid

Synonym(e):

5-(N-Phenylcarbamoyl)-2-thiobarbituric acid, NSC-336628

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25 MG
153,00 €

153,00 €

Voraussichtliches Versanddatum30. Mai 2025

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25 MG
153,00 €

About This Item

Empirische Formel (Hill-System):
C11H9N3O3S
CAS-Nummer:
97534-21-9
Molekulargewicht:
263.27
MDL-Nummer:
MFCD00866337
UNSPSC-Code:
12352200
PubChem Substanz-ID:
24724534
NACRES:
NA.77

153,00 €

Voraussichtliches Versanddatum30. Mai 2025

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Assay

≥98% (HPLC)

Form

solid

Arzneimittelkontrolle

regulated under CDSA - not available from Sigma-Aldrich Canada

Löslichkeit

DMSO: >5 mg/mL

Lagertemp.

2-8°C

SMILES String

O=C1NC(=S)NC(=O)C1C(=O)Nc2ccccc2

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)

InChIKey

JARCFMKMOFFIGZ-UHFFFAOYSA-N

Verwandte Kategorien

Anwendung

Merbarone has been used to study its effect on the occurrence of DNA lesions.[1]

Biochem./physiol. Wirkung

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.
Thiobarbituric acid with aniline joined by an amide linkage forms merbarone.[2] It is known to prolong cell cycle progression by inducing DNA double strand breaks, retarding S phase and arresting G2 phase.[3][4] This delays cell entry into mitosis.[3] Merbarone possesses cytotoxic and genotoxic action and promotes endoreduplication.[4] Merbarone has mild antitumor action and is also found to nephrotoxic.[2]

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)

Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (COA)

Lot/Batch Number
0000412102
0000412102
BGBC5054
103M4707V
BGBC0630V

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Yoko Otake et al.
Molecular pharmacology, 69(4), 1477-1485 (2006-01-26)
Studies were carried out to address possible cellular mechanisms by which merbarone, a catalytic inhibitor of DNA topoisomerase II, can block tumor cell growth without inducing extensive DNA cleavage. Merbarone induced the release of high molecular weight DNA fragments from
Alexei Mikhailov et al.
The Journal of cell biology, 166(4), 517-526 (2004-08-11)
When early prophase PtK(1) or Indian muntjac cells are exposed to topoisomerase II (topo II) inhibitors that induce little if any DNA damage, they are delayed from entering mitosis. We show that this delay is overridden by inhibiting the p38
Christy R Hagan et al.
Genes, chromosomes & cancer, 46(3), 248-260 (2006-12-16)
Among the cellular responses observed following treatment with DNA-damaging agents is the activation of Short Interspersed Elements (SINEs; retrotransposable genetic elements that comprise over 10% of the human genome). By placing a human SINE (the Alu element) into murine cells
U R Malik et al.
Medical oncology (Northwood, London, England), 14(3-4), 159-162 (1998-02-19)
The standard treatment for patients with primary malignant glioma includes surgical resection, radiotherapy, and nitrosourea. Despite this multimodality approach, adults with newly diagnosed glioblastoma multiforme (GBM) and high-grade astrocytoma have a median survival duration of 50 weeks and 150 weeks
Ling Wang et al.
Mutation research, 616(1-2), 70-82 (2006-12-19)
Merbarone, a topoisomerase II (topo II) inhibitor which, in contrast to etoposide, does not stabilize topo II-DNA cleavable complexes, was previously shown to be a potent clastogen in vitro and in vivo. To investigate the possible mechanisms, we compared the
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Artikel

Caspases Inhibitors and Activators

Agents reported to activate cellular caspases include chemotherapeutic drugs, TNF receptor agonists, and other enzymes. Inhibitors of apoptosis were the first identified endogenous caspase inhibitors.

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