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7-Nitroindole-2-carboxylic acid

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7-Nitroindole-2-carboxylic acid Basic information

Product Name:
7-Nitroindole-2-carboxylic acid
Synonyms:
  • TIMTEC-BB SBB003487
  • 7-nitro-1h-indole-2-carboxylicaci
  • 7-NITRO-1H-INDOLE-2-CARBOXYLIC ACID
  • 7-NITROINDOLE-2-CARBOXYLIC ACID
  • 7-Nitroindole-2-carboxylic acid, 90-95%
  • 7-NO2-ICA
  • 2-Carboxy-7-nitro-1H-indole
  • 7-Nitro-1H-indole-2-carboxylic acid 95+%
CAS:
6960-45-8
MF:
C9H6N2O4
MW:
206.15
EINECS:
230-154-6
Product Categories:
  • Indoles and derivatives
  • Inhibitors
Mol File:
6960-45-8.mol
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7-Nitroindole-2-carboxylic acid Chemical Properties

Melting point:
260-261 °C
Boiling point:
344.99°C (rough estimate)
Density 
1.4588 (rough estimate)
refractive index 
1.5570 (estimate)
storage temp. 
Keep in dark place,Sealed in dry,2-8°C
solubility 
DMSO: >20mg/mL
form 
Tan solid
pka
4.03±0.30(Predicted)
color 
Light yellow to yellow
Water Solubility 
Insoluble
CAS DataBase Reference
6960-45-8(CAS DataBase Reference)
EPA Substance Registry System
1H-Indole-2-carboxylic acid, 7-nitro- (6960-45-8)
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Safety Information

Hazard Codes 
Xn,Xi
Risk Statements 
36/37/38-21/22-43-36
Safety Statements 
36/37/39-26-22-36/37
WGK Germany 
3
TSCA 
Yes
HazardClass 
IRRITANT
HS Code 
2933998090

MSDS

  • Language:English Provider:ACROS
  • Language:English Provider:ALFA
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7-Nitroindole-2-carboxylic acid Usage And Synthesis

Chemical Properties

brown powder

Uses

7-Nitro-1H-indole-2-carboxylic Acid is a potent and selective APE1 inhibitor, which at low micromolar concentrations inhibits the AP endonuclease, 3''-phosphodiesterase and 3''-phosphatase activities of APE1 .

Biological Activity

crt0044876 is a potent and selective inhibitor of ape1 with ic50 value of 3.06 μm [1].apurinic/apyrimidinic endonuclease-1 (ape1) is a member of the highly conserved exonucleaseiii family of ap endonucleases and plays an important role in dna repair. ape1 exhibits 3’-phosphodiesterase activity and weak 3’-phosphatase activity, 3’-5’-exonuclease activity and rnaseh activity [1].crt0044876 is a potent and selective ape1 inhibitor. in hela whole cell extract, crt0044876 inhibited apurinic/apyrimidinic (ap) site cleavage catalyzed by ape1. crt0044876 inhibited both the ap endonuclease and exonuclease activities of exonuclease iii, the bacterial homologue of ape1. crt0044876 inhibited the 3’-phosphoglycolate diesterase activity of ape1 with ic50 value of 5 μm and also inhibited 3’-phosphatase activity through binding to dna repair active site of ape1. in ht1080 fibrosarcoma cells, crt0044876 significantly increased ap site accumulation and was non-toxic at concentrations up to 400 μm. also, crt0044876 potentiated the cytotoxicity induced by alkylating agent mms, temozolomide, hydrogen peroxide and hmdurd through specific inhibition of the base excision repair (ber) pathway [1].

References

[1]. madhusudan s, smart f, shrimpton p, et al. isolation of a small molecule inhibitor of dna base excision repair. nucleic acids res, 2005, 33(15): 4711-4724.

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