ChemicalBook--->CAS DataBase List--->97534-21-9

97534-21-9

97534-21-9 Structure

97534-21-9 Structure
IdentificationBack Directory
[Name]

MERBARONE
[CAS]

97534-21-9
[Synonyms]

MERBARONE
NSC-336628
Merbarone - CAS 97534-21-9 - Calbiochem
5-(N-PHENYLCARBAMOYL)-2-THIOBARBITURIC ACID
5-(N-PHENYLCARBOXAMIDO)-2-THIOBARBITURIC ACID
5-(N-Phenylcarbamoyl)-2-thiobarbituric acid, NSC-336628
hexahydro-4,6-dioxo-n-phenyl-2-thioxo-5-pyrimidinecarboxamid
4,6-dioxo-N-phenyl-2-sulfanylidene-1,3-diazinane-5-carboxamide
5-Pyrimidinecarboxamide, hexahydro-4,6-dioxo-N-phenyl-2-thioxo-
[Molecular Formula]

C11H9N3O3S
[MDL Number]

MFCD00866337
[MOL File]

97534-21-9.mol
[Molecular Weight]

263.27
Chemical PropertiesBack Directory
[density ]

1.51±0.1 g/cm3(Predicted)
[storage temp. ]

2-8°C
[solubility ]

DMSO: >5mg/mL
[form ]

solid
[pka]

-2.16±0.20(Predicted)
[color ]

Pink to purple
[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)
[InChIKey]

GFYRZTLCYQQVHZ-UHFFFAOYSA-N
[SMILES]

Sc1nc(c(c(n1)O)C(=O)Nc2ccccc2)O
Safety DataBack Directory
[WGK Germany ]

3
[RTECS ]

UV7714625
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Uses]

Merbarone has been used to study its effect on the occurrence of DNA lesions.
[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.
[Biochem/physiol Actions]

Cell permeable: yes
[in vivo]

Merbarone (50 mg/kg; daily i.p. for 5 d) achieves a maximum increased life span (ILS) of 101% in P388 murine leukemia[2].
Merbarone (124 mg/kg; daily p.o. for 9 d) has anti-tumor activity in mice[2].

Spectrum DetailBack Directory
[Spectrum Detail]

MERBARONE(97534-21-9)MS
MERBARONE(97534-21-9)IR1
MERBARONE(97534-21-9)IR2
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