M2070
Merbarone
≥98% (HPLC), solid
别名:
5-(N-Phenylcarbamoyl)-2-thiobarbituric acid, NSC-336628
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关于此项目
经验公式（希尔记法）:
C11H9N3O3S
化学文摘社编号:
分子量:
263.27
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
Assay:
≥98% (HPLC)
Form:
solid
Quality Segment
assay
≥98% (HPLC)
form
solid
drug control
regulated under CDSA - not available from Sigma-Aldrich Canada
solubility
DMSO: >5 mg/mL
storage temp.
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)
InChI key
JARCFMKMOFFIGZ-UHFFFAOYSA-N
Application
Merbarone has been used to study its effect on the occurrence of DNA lesions.
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.
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.
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存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)