1-[(2-Phenylethyl)amino]-3H-naphtho[1,2,3-de]quinoline-2,7-dione

Background

Product Name: 1-[(2-Phenylethyl)amino]-3H-naphtho[1,2,3-de]quinoline-2,7-dione
CAS No.: 376382-11-5
Chemical Name: 1-[(2-Phenylethyl)amino]-3H-naphtho[1,2,3-de]quinoline-2,7-dione
Synonyms: BRD 7389;BRD 7389 (BRD7389);BRD7389 >=98% (HPLC);BRD7389, 10 mM in DMSO;Insulin Expression Inducer, BRD7389;BRD-7389, p90 ribosomal S6 kinase RSK inhibitor;1-Phenethylamino-3H-naphtho[1,2,3-de]quinoline-2,7-dione;1-(Phenethylamino)-2H-naphtho[1,2,3-de]quinoline-2,7(3H)-dione;1-[(2-Phenylethyl)amino]-3H-naphtho[1,2,3-de]quinoline-2,7-dione;1-[(2-Phenylethyl)amino]-naphtho-3H-[1,2,3-de]quinoline-2,7-dione
CBNumber: CB62518899
Molecular Formula: C24H18N2O2
Formula Weight: 366.41
MOL File: 376382-11-5.mol

More

Less

1-[(2-Phenylethyl)amino]-3H-naphtho[1,2,3-de]quinoline-2,7-dione Property

Boiling point:: 655.0±55.0 °C(Predicted)
Density: 1.35±0.1 g/cm3(Predicted)
storage temp.: Store at +4°C
solubility: DMSO: >20mg/mL
pka: 11.31±0.40(Predicted)
form: powder
color: orange
Stability:: Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 3 months.
InChI: 1S/C24H18N2O2/c27-23-17-10-5-4-9-16(17)21-20-18(23)11-6-12-19(20)26-24(28)22(21)25-14-13-15-7-2-1-3-8-15/h1-12,25H,13-14H2,(H,26,28)
InChIKey: XASCINRGTHLHGM-UHFFFAOYSA-N
SMILES: [nH]1c2c3c(c5c([c](c3ccc2)=O)cccc5)c([c]1=O)NCCc4ccccc4

More

Less

Safety

WGK Germany: 3
Storage Class: 11 - Combustible Solids

More

Less

Hazard and Precautionary Statements (GHS)

More

Less

N-Bromosuccinimide Price

Sigma-Aldrich

Product number: B7563
Product name: BRD7389
Purity: ≥98% (HPLC)
Packaging: 5mg
Price: $186
Updated: 2026/03/19

Sigma-Aldrich

Product number: 203709
Product name: Insulin Expression Inducer, BRD7389
Packaging: 10mg
Price: $138
Updated: 2026/03/19

Cayman Chemical

Product number: 20214
Product name: BRD7389
Purity: ≥95%
Packaging: 1mg
Price: $33
Updated: 2024/03/01

Cayman Chemical

Product number: 20214
Product name: BRD7389
Purity: ≥95%
Packaging: 5mg
Price: $96
Updated: 2024/03/01

Sigma-Aldrich

Product number: B7563
Product name: BRD7389
Purity: ≥98% (HPLC)
Packaging: 25mg
Price: $784
Updated: 2022/05/15

More

Less

1-[(2-Phenylethyl)amino]-3H-naphtho[1,2,3-de]quinoline-2,7-dione Chemical Properties,Usage,Production

Description

BRD7389 is an inhibitor of ribosomal S6 kinases (RSKs; IC₅₀s = 1.5, 2.4, and 1.2 μM for RSK1, RSK2, and RSK3, respectively). Through this action, BRD7389 causes mouse αTC1 pancreatic α cells to adopt several morphological and gene expression features of β cells, including increased insulin expression. BRD7389 also enhances glucose-stimulated insulin and glucagon secretion by pancreatic islet cells isolated from human donors with a low body mass index.

Uses

BRD7389 is a specific RSK family kinase inhibitor with IC50s of 1.5 μM, 2.4 μM, and 1.2 μM for RSK1, RSK2, and RSK3, respectively. BRD7389 is a small-molecule inducer of insulin expression in pancreatic α-cells[1].

Definition

ChEBI: LSM-4550 is a member of anthracenes.

IC 50

RSK1: 1.5 μM (IC₅₀); RSK2: 2.4 μM (IC₅₀); RSK3: 1.2 μM (IC₅₀); CDK5/p35: 6.5 μM (IC₅₀); DRAK1: 2.8 μM (IC₅₀); FLT3: 3.5 μM (IC₅₀); PIM1: 3.7 μM (IC₅₀); PKG1α: 6.5 μM (IC₅₀); SGK: 13.8 μM (IC₅₀)

storage

Store at -20°C

Background

The inhibitor BRD-7389 was originally isolated by screening a set of small molecules for detection of insulin protein production in a murine pancreatic α-cell line. BRD-7389 treatment of cells resulted in a dose-dependent increase in Ins2 mRNA and a number of β-cell markers. Similar results were seen in primary human islet cells. Further studies determined that BRD-7389 inhibited a number of protein kinases, and was most active against 90 kDa ribosomal S6 kinase family members, with IC50 values of 1.5 mM, 2.4 mM, and 1.2 mM for RSK1, RSK2, and RSK3, respectively. BRD-7389 inhibited RSK activity and blocked cell proliferation in colon cancer cells stimulated by muscarinic acetylcholine receptor activation. BRD-7389 and the unrelated RSK inhibitor BI-D1870 inhibited protein synthesis and cell proliferation in multiple dual-resistant melanoma patient-derived cells, suggesting a possible strategy in the treatment of drug-resistant melanoma.

References

[1] DINA FOMINA-YADLIN. Small-molecule inducers of insulin expression in pancreatic alpha-cells.[J]. Proceedings of the National Academy of Sciences of the United States of America, 2010: 15099-15104. DOI:10.1073/pnas.1010018107
[2] AMIT CHOUDHARY. Quantitative-proteomic comparison of alpha and Beta cells to uncover novel targets for lineage reprogramming.[J]. PLoS ONE, 2014: e95194. DOI:10.1371/journal.pone.0095194
[3] YANG-SEO PARK Nam J C. EGFR and PKC are involved in the activation of ERK1/2 and p90 RSK and the subsequent proliferation of SNU-407 colon cancer cells by muscarinic acetylcholine receptors.[J]. Molecular and Cellular Biochemistry, 2012, 370 1-2: 191-198. DOI:10.1007/s11010-012-1410-z

1-[(2-Phenylethyl)amino]-3H-naphtho[1,2,3-de]quinoline-2,7-dione Preparation Products And Raw materials

Raw materials

Preparation Products

More

Less

1-[(2-Phenylethyl)amino]-3H-naphtho[1,2,3-de]quinoline-2,7-dione Suppliers

China 57 United Kingdom 1 United States 11 USA 1 Global 70

3B Pharmachem (Wuhan) International Co.,Ltd.

Tel: 821-50328103-801 18930552037
Fax: 86-21-50328109
Email: 3bsc@sina.com
Country: China
ProdList: 15838
Advantage: 69

Nanjing Dulai Biotechnology Co., Ltd.

Tel: 025-84699383-8003;025-846993838003-8003 18013301593;18013301590
Fax: 025-84699383-8003
Email: njduly@126.com
Country: China
ProdList: 3293
Advantage: 55

EMMX Biotechnology LLC

Tel: 888-539-0666
Fax: 888-539-0666
Email: info@emmx.com
Country: United States
ProdList: 8447
Advantage: 60

Shanghai YuanYe Biotechnology Co., Ltd.

Tel: 021-61312847; 18021002903
Fax: QQ:3008007432
Email: 3008007409@qq.com
Country: China
ProdList: 86249
Advantage: 60

Shanghai Chaolan Chemical Technology Center

Tel: 021-QQ：65489617 15618227136
Fax: 21-5161 9052
Email: Sales@ATKchemical.com
Country: China
ProdList: 9505
Advantage: 58

TargetMol Chemicals Inc.

Tel: +1-781-999-5354; +17819995354
Email: marketing@targetmol.com
Country: United States
ProdList: 32467
Advantage: 58

Changzhou Chenhong Biotechnology Co., Ltd.

Tel: +86-0519-85788828 +86-13775037613
Email: sales@chemrenpharm.com
Country: China
ProdList: 4032
Advantage: 58

ChemeGen(Shanghai) Biotechnology Co.,Ltd.

Tel: 18818260767
Fax: QQ 3610331285
Email: sales@chemegen.com
Country: China
ProdList: 11218
Advantage: 58

MedBioPharmaceutical Technology Inc

Tel: 021-69568360 18916172912
Email: order@med-bio.cn
Country: China
ProdList: 8140
Advantage: 58

Energy Chemical

Tel: 021-58432009 400-005-6266
Fax: 021-58436166
Email: marketing@energy-chemical.com
Country: China
ProdList: 44918
Advantage: 58

376382-11-5, 1-[(2-Phenylethyl)amino]-3H-naphtho[1,2,3-de]quinoline-2,7-dioneRelated Search:

BIO A 769662 Glibenclamide Andrographolide

BRD 7389

3H-Naphtho[1,2,3-de]quinoline-2,7-dione, 1-[(2-phenylethyl)aMino]-

1-[(2-Phenylethyl)amino]-naphtho-3H-[1,2,3-de]quinoline-2,7-dione

1-Phenethylamino-3H-naphtho[1,2,3-de]quinoline-2,7-dione

1-[(2-Phenylethyl)amino]-3H-naphtho[1,2,3-de]quinoline-2,7-dione

Insulin Expression Inducer, BRD7389

BRD 7389 (BRD7389)

Insulin Expression Inducer, BRD7389 - CAS 376382-11-5 - Calbiochem

BRD7389 >=98% (HPLC)

BRD7389,cancer,S6K,Inhibitor,BRD 7389,colon,inhibit,RSK,islets,diabetes,BRD-7389,pancreatic,SNU-407,Ribosomal S6 Kinase (RSK)

1-(Phenethylamino)-2H-naphtho[1,2,3-de]quinoline-2,7(3H)-dione

BRD-7389, p90 ribosomal S6 kinase RSK inhibitor

BRD7389, 10 mM in DMSO

376382-11-5