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325970-71-6

325970-71-6 Structure

325970-71-6 Structure
IdentificationBack Directory
[Name]

Glycine, N-(3,5-dibroMo-4-Methylphenyl)-, 2-[(2-hydroxy-5-nitrophenyl)Methylene]hydrazide
[CAS]

325970-71-6
[Synonyms]

L67 >=98% (HPLC)
DNA LIGASE INHIBITOR; L-67; L 67
Glycine, N-(3,5-dibroMo-4-Methylphenyl)-, 2-[(2-hydroxy-5-nitrophenyl)Methylene]hydrazide
[Molecular Formula]

C16H14Br2N4O4
[MDL Number]

MFCD00363966
[MOL File]

325970-71-6.mol
[Molecular Weight]

486.11
Chemical PropertiesBack Directory
[storage temp. ]

Store at -20°C
[solubility ]

DMSO:21.5(Max Conc. mg/mL);44.23(Max Conc. mM)
DMF:10.0(Max Conc. mg/mL);20.57(Max Conc. mM)
Water:1.0(Max Conc. mg/mL);2.06(Max Conc. mM)
[form ]

A crystalline solid
[color ]

Light yellow to yellow
[InChIKey]

KFEPVFJQVOMODD-IFRROFPPSA-N
[SMILES]

O=C(N/N=C/C1=CC([N+]([O-])=O)=CC=C1O)CNC2=CC(Br)=C(C)C(Br)=C2
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)Health Hazard (GHS08)Environment (GHS09)
GHS07,GHS08,GHS09
[Signal word ]

Danger
[Hazard statements ]

H302-H361-H372-H410
[Precautionary statements ]

P201-P264-P280-P301+P330+P331-P312
[WGK Germany ]

WGK 3
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Aquatic Chronic 4
Hazard InformationBack Directory
[Description]

L67 is a competitive inhibitor of DNA ligases I and III (IC50s = 10 and 10 μM for human DNA ligase I and human ligase IIIβ). It blocks DNA binding (Ki = 10 μM), increasing the cytotoxicity of DNA-damaging agents. It also inhibits mitochondrial DNA ligase IIIα and induces the production of reactive oxygen species (ROS) and apoptosis in cancerous, but not non-malignant, cells. It does not inhibit DNA ligase IV or T4 DNA ligase at concentrations up to 100 μM.
[Uses]

L 67 is used in the identification and validation of human DNA ligase inhibitors using computer-aided grug design.
[IC 50]

DNA ligases I: 10 μM (IC50); DNA ligases III: 10 μM (IC50); Caspase-1
[References]

[1] XI CHEN. Rational design of human DNA ligase inhibitors that target cellular DNA replication and repair.[J]. Cancer research, 2008: 3169-3177. DOI: 10.1158/0008-5472.can-07-6636
[2] ANNAHITA SALLMYR. Inhibiting Mitochondrial DNA Ligase IIIα Activates Caspase 1-Dependent Apoptosis in Cancer Cells.[J]. ACS Chemical Health & Safety, 2016: 5431-5441. DOI: 10.1158/0008-5472.can-15-3243
Spectrum DetailBack Directory
[Spectrum Detail]

Glycine, N-(3,5-dibroMo-4-Methylphenyl)-, 2-[(2-hydroxy-5-nitrophenyl)Methylene]hydrazide(325970-71-6)1HNMR
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