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SML1655

Sigma-Aldrich

BI-9564

≥97% (HPLC)

Synonym(s):

4-(4-Dimethylaminomethyl-2,5-dimethoxy-phenyl)-2-methyl-2H-[2,7]naphthyridin-1-one, 4-[4-[(Dimethylamino)methyl]-2,5-dimethoxyphenyl]-2-methyl-2,7-naphthyridin-1-one, GTPL8950

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About This Item

Empirical Formula (Hill Notation):
C20H23N3O3
CAS Number:
1883429-22-8
Molecular Weight:
353.41
UNSPSC Code:
12352200
PubChem Substance ID:
329825994
NACRES:
NA.77

Quality Level

100

Assay

≥97% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear (warmed)

storage temp.

2-8°C

SMILES string

CN1C=C(C2=CC(OC)=C(CN(C)C)C=C2OC)C(C=CN=C3)=C3C1=O

InChI

1S/C20H23N3O3/c1-22(2)11-13-8-19(26-5)15(9-18(13)25-4)17-12-23(3)20(24)16-10-21-7-6-14(16)17/h6-10,12H,11H2,1-5H3

InChI key

BJFSUDWKXGMUKA-UHFFFAOYSA-N

Related Categories

Biochem/physiol Actions

BI-9564 decreases the development of tumors and enhances the survival rate in treated mice. It can block BRD9 (bromodomain-containing protein 9) and BRD7 (bromodomain-containing protein 7). BI-9564 is sevenfold more effective on BRD9 and fourfold more effective on BRD7.
BI-9564 is a cell permeable, potent and specific inhibitor of BRD9 and BRD7. For full characterization details, please visit the BI-9564 probe summary on the Structural Genomics Consortium (SGC) website.

To learn about other SGC chemical probes for epigenetic targets, visit sigma.com/sgc

Features and Benefits

BI-9564 is an epigenetic chemical probe available through a partnership with the Structural Genomics Consortium (SGC). To learn more and view other SGC epigenetic probes, visit sigma.com/SGC.
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.

Other Notes

BI-9564 has been expertly reviewed and recommended by the Chemical Probes Portal. For more information, please visit the BI-9564 probe summary on the Chemical Probes Portal website.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Open access chemical probes for epigenetic targets
Brown, et al.
Future medicinal chemistry, 7(14), 1901-1917 (2015)
BRD9 inhibition, alone or in combination with cytostatic compounds as a therapeutic approach in rhabdoid tumors
Kramer, et al.
International Journal of Molecular Sciences, 18(7), 1537-1537 (2017)

Articles

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.

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