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B8063

BML-210

Name: BML-210
Brand: SIGMA

≥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:

537034-17-6

Molecular Weight:

339.43

NACRES:

NA.77

PubChem Substance ID:

329773304

UNSPSC Code:

12352200

MDL number:

MFCD08062139

Assay:

≥98% (HPLC)

Form:

powder

Quality level:

100

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Quality Level

100

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

Related Categories

Bioactive Small Molecule Inhibitors

Biochem/physiol Actions

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.

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.

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

H413

pcodes

P273 - P501

Hazard Classifications

Aquatic Chronic 4

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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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)

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)

The novel histone deacetylase inhibitor BML-210 exerts growth inhibitory, proapoptotic and differentiation stimulating effects on the human leukemia cell lines

Savickiene J, et al.

European Journal of Pharmacology, 549(1-3), 9-18 (2006)

The Histone Deacetylase Inhibitor BML-210 Influences Gene and Protein Expression in Human Promyelocytic Leukemia NB4 Cells via Epigenetic Reprogramming.

Veronika Borutinskaitė et al.

International journal of molecular sciences, 16(8), 18252-18269 (2015-08-20)

Today, cancer is understood as an epigenetic as well as genetic disease. The main epigenetic hallmarks of the cancer cell are DNA methylation and histone modifications. Proteins such as histone deacetylases (HDACs) that cause modifications of histones and other proteins

MEF2 transcription factors are key regulators of sprouting angiogenesis.

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.

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Discover Bioactive Small Molecules for Gene Regulation

We offer a variety of small molecule research tools, such as transcription factor modulators, inhibitors of chromatin modifying enzymes, and agonists/antagonists for target identification and validation in gene regulation research; a selection of these research tools is shown below.

Global Trade Item Number

SKU	GTIN
B8063-25MG	04061832631059
B8063-5MG	04061832631066

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