ChemicalBook--->CAS DataBase List--->64232-83-3

64232-83-3

64232-83-3 Structure

64232-83-3 Structure
IdentificationBack Directory
[Name]

6-Amino-2,3-dihydro-5-[(phenylmethylene)amino]-2-4(1H)-pyrimidineone
[CAS]

64232-83-3
[Synonyms]

L189
L 189;L189
(E)-6-amino-5-(benzylideneamino)-2-mercaptopyrimidin-4-ol
6-Amino-2,3-dihydro-5-[(phenylmethylene)amino]-2-4(1H)-pyrimidineone
6-Amino-2,3-dihydro-5-[(phenylmethylene)amino]-2-thioxo-4(1H)-pyrimidinone
4(1H)-PyriMidinone, 6-aMino-2,3-dihydro-5-[(phenylMethylene)aMino]-2-thioxo-
[Molecular Formula]

C11H10N4OS
[MDL Number]

MFCD11556233
[MOL File]

64232-83-3.mol
[Molecular Weight]

246.29
Chemical PropertiesBack Directory
[Melting point ]

250 °C (decomp)
[density ]

1.45±0.1 g/cm3(Predicted)
[storage temp. ]

Keep in dark place,Inert atmosphere,2-8°C
[solubility ]

≥62.5 mg/mL in DMSO; insoluble in EtOH; insoluble in H2O
[form ]

solid
[pka]

8.16±0.60(Predicted)
[color ]

Light yellow to yellow
Hazard InformationBack Directory
[Description]

L189 is a competitive inhibitor of DNA ligases I, III, and IV (IC50s = 5, 9, and 5 μM, respectively). It blocks DNA binding (Ki = 5 μM for DNA ligase I), increasing the cytotoxicity of DNA-damaging agents, including ionizing radiation. L189 preferentially inhibits the interaction of the ligase with damaged DNA, inhibiting base excision repair and non-homologous end-joining.
[Uses]

L189 has been shown to inhibit DNA ligases I, III, and IV and may have potential use in the development of anticancer agents.
[storage]

Store at -20°C
[References]

[1]. xi chen, shijun zhong, xiao zhu, et al. rational design of human dna ligase inhibitors that target cellular dna replication and repair. cancer res., 2008, 68(9): 3169-3177.
[2]. mark r. taylor, john a. conrad, daniel wahl, et al. kinetic mechanism of human dna ligase i reveals magnesium-dependent changes in the rate-limiting step that compromise ligation efficiency. journal of biological chemistry, 2011, 286(26): 23054-23062.
[3]. christian jekimovs, emma bolderson, amila suraweera, et al. chemotherapeutic compounds targeting the dna double-strand break repair pathways: the good, the bad, and the promising. frontiers in oncology, 2014, 4: article 86.
Spectrum DetailBack Directory
[Spectrum Detail]

6-Amino-2,3-dihydro-5-[(phenylmethylene)amino]-2-4(1H)-pyrimidineone(64232-83-3)1HNMR
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