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1-(2-THIAZOLYLAZO)-2-NAPHTHOL

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1-(2-THIAZOLYLAZO)-2-NAPHTHOL Basic information

Product Name:
1-(2-THIAZOLYLAZO)-2-NAPHTHOL
Synonyms:
  • TAN
  • 2-(2-Hydroxy-1-naphthylazo)thiazole, TAN
  • Nitrilotantalum(III)
  • 1-(Thiazole-2-ylazo)-2-naphthol
  • 1-(Thiazole-2-ylazo)naphthalene-2-ol
  • 1-[(Thiazole-2-yl)azo]-2-naphthol
  • TAN [=1-(2-Thiazolylazo)-2-naphthol]
  • TAN [=1-(2-Thiazolylazo)-2-naphthol] [Spectrophotometric reagent for transition metals]
CAS:
1147-56-4
MF:
C13H9N3OS
MW:
255.3
EINECS:
214-555-3
Product Categories:
  • Analytical Chemistry
  • Azo Compounds
  • Chelating Reagents
  • Naphthylazo Compounds
Mol File:
1147-56-4.mol
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1-(2-THIAZOLYLAZO)-2-NAPHTHOL Chemical Properties

Melting point:
138-139 °C
Boiling point:
464.8±47.0 °C(Predicted)
Density 
1.40
storage temp. 
2-8°C
solubility 
methanol: 10 mg/mL, clear
pka
8.71±0.50(Predicted)
form 
solid
color 
Red or orange
BRN 
223783
Stability:
Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 1 month.
CAS DataBase Reference
1147-56-4(CAS DataBase Reference)
EPA Substance Registry System
2-Naphthalenol, 1-(2-thiazolylazo)- (1147-56-4)
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Safety Information

Risk Statements 
36/37/38
Safety Statements 
22-24/25
WGK Germany 
3
TSCA 
Yes
HS Code 
2927.00.5000

MSDS

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1-(2-THIAZOLYLAZO)-2-NAPHTHOL Usage And Synthesis

Description

ERGi-USU (1147-56-4) selectively inhibits the growth of ERG-positive VCaP prostate cancer cells, COLO320 colon cancer cells, KG-1 and MOLT-4 leukemia cells with minimal effect on ERG-negative cells or normal prostate or endothelial cells (IC50 = 169 nM for cell growth and 315 nM for ERG protein in VCaP cells). It selectively inhibits the kinase RIOK2 (Kd = 200 nM) causing disruption of ribosomal biogenesis and ribosomal stress.

Uses

1-(2-Thiazolylazo)-2-naphthol is a high affinity Rio Kinase 2 (RIOK2) inhibitor (Kd = 200 nM). Exhibits >6-fold selectivity for RIOK2 over a panel of 456 kinases. Inhibits ERG protein and potently inhibits growth of ERG-positive VCaP prostate cancer cells in vitro (IC50 = 169 nM) but not ERG-negative cell lines. Also inhibits growth of VCaP xenografts in mice.

storage

Store at +4°C

References

1) Mohamed et al. (2018), Identification of a Small Molecule That Selectively Inhibits ERG-Positive Cancer Cell Growth; Cancer Res. 78 3659

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