B8063
BML-210
≥98% (HPLC), powder
Synonym(s):
N1-(2-aminophenyl)-N8-phenyl-octanediamide
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About This Item
Empirical Formula (Hill Notation):
C20H25N3O2
CAS Number:
Molecular Weight:
339.43
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
Quality Level
assay
≥98% (HPLC)
form
powder
color
white to very faintly yellow
solubility
DMSO: >20 mg/mL
storage temp.
2-8°C
SMILES string
Nc1ccccc1NC(=O)CCCCCCC(=O)Nc2ccccc2
InChI
1S/C20H25N3O2/c21-17-12-8-9-13-18(17)23-20(25)15-7-2-1-6-14-19(24)22-16-10-4-3-5-11-16/h3-5,8-13H,1-2,6-7,14-15,21H2,(H,22,24)(H,23,25)
InChI key
RFLHBLWLFUFFDZ-UHFFFAOYSA-N
Biochem/physiol Actions
BML-210 is a histone deacetylase inhibitor. Treatment of A549 cells with BML-210 results in a dose-dependent increase in acetylated histone levels (EC50 = 36 μM). In HeLa extracts, the IC50 for inhibition of HDAC activity is 80 μM.
BML-210 is an HDAC inhibitor.
BML-210 is a synthetic benzamide and is a potential tumor inhibitor. It is used as a therapeutic agent to treat promyelocytic leukemia. In human leukemia cell lines (NB4, HL-60, THP-1, and K562), BML-210 modulates histone deacetylase and promotes apoptosis. BML-210 favors frataxin expression in neurodegenerative disease Friedreich′s ataxia (FRDA). It interacts with myocyte enhancer factor-2 (MEF2) via hydrogen-bonding and prevents histone deacetylase 4 (HDAC4) binding.
Features and Benefits
This compound is a featured product for Gene Regulation research. Click here to discover more featured Gene Regulation products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
hcodes
pcodes
Hazard Classifications
Aquatic Chronic 4
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Natalia Sacilotto et al.
Genes & development, 30(20), 2297-2309 (2016-11-30)
Angiogenesis, the fundamental process by which new blood vessels form from existing ones, depends on precise spatial and temporal gene expression within specific compartments of the endothelium. However, the molecular links between proangiogenic signals and downstream gene expression remain unclear.
The histone deacetylase inhibitor BML-210 influences gene and protein expression in human promyelocytic leukemia NB4 cells via epigenetic reprogramming
Borutinskaite V and Navakauskiene R
International Journal of Molecular Sciences, 16(8), 18252-18269 (2015)
Inhibition of the function of class IIa HDACs by blocking their interaction with MEF2
Jayathilaka N, et al.
Nucleic Acids Research, 40(12), 5378-5388 (2012)