Name | 1-(2-Thiazolylazo)-2-naphthol |
Synonyms | TAN Nitrilotantalum(III) 1-(2-Thiazolylazo)-2-naphthol 1-(Thiazole-2-ylazo)-2-naphthol 1-[(Thiazole-2-yl)azo]-2-naphthol 1-(Thiazole-2-ylazo)naphthalene-2-ol 2-(2-Hydroxy-1-naphthylazo)thiazole, TAN (1Z)-1-(thiazol-2-ylhydrazono)naphthalen-2-one 1-(1,3-thiazol-2-ylhydrazono)naphthalen-2(1H)-one |
CAS | 1147-56-4 |
EINECS | 214-555-3 |
InChI | InChI=1/C13H9N3OS/c17-11-6-5-9-3-1-2-4-10(9)12(11)15-16-13-14-7-8-18-13/h1-8H,(H,14,16)/b15-12- |
Molecular Formula | C13H9N3OS |
Molar Mass | 255.3 |
Density | 1.40 |
Melting Point | 138-139°C |
Boling Point | 464.8±47.0 °C(Predicted) |
Flash Point | 270.253°C |
Solubility | methanol: 10mg/mL, clear |
Vapor Presure | 0mmHg at 25°C |
Appearance | solid |
Color | Red or orange |
BRN | 223783 |
pKa | 8.71±0.50(Predicted) |
Storage Condition | 2-8°C |
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. |
Refractive Index | 1.728 |
MDL | MFCD00021611 |
In vitro study | NSC139021 selectively inhibits growth of ERGpositive cancer cell lines with minimal effect on normal prostate or endothelial cells or ERG-negative tumor cell lines. The IC 50 of NSC139021 for cell growth inhibition of responsive cell lines range between 30 nM to 400 nM. Combination of NSC139021 with enzalutamide shows additive effects in inhibiting growth of VCaP cells. A screen of kinases reveal that NSC139021 directly bound the ribosomal biogenesis regulator atypical kinase RIOK2 and induces ribosomal stress signature. |
In vivo study | NSC139021 treatment inhibits growth of ERG-positive VCaP tumor xenografts with no apparent toxicity. Significant (P<0.05, P<0.005) inhibition of tumor growth is noted at day 26 in treatment groups indicating 44% (100 mg/kg) and 65% (150 mg/kg) reduction of tumor burden. At 100 mg/kg and 150 mg/kg, no apparent toxicity including weight loss, lethargy, diarrhea, loss of appetite, respiratory distress, or overall drug related toxicity is observed. . |
Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
Safety Description | S22 - Do not breathe dust. S24/25 - Avoid contact with skin and eyes. |
WGK Germany | 3 |
TSCA | Yes |
Reference Show more | 1. Wu, Ting, et al. "Antifungal action and inhibitory mechanism of polymethoxylated flavones from Citrus reticulata Blanco peel against Aspergillus niger." Food Control 35.1 (2014): 354-359.https://doi.org/10.1016/j.foodcont.2013.07.027 |
EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
biological activity | NSC139021 (ERGi-USU) is a highly selective inhibitor of ERG positive cancer cell growth, inhibiting IC50 values of 30 to 400 nM for different cell lines. |
target | IC50: 30 to 400 nM (ERG-positive cancer cells) |