7-Nitroindole-2-carboxylic acid
- Product Name
- 7-Nitroindole-2-carboxylic acid
- CAS No.
- 6960-45-8
- Chemical Name
- 7-Nitroindole-2-carboxylic acid
- Synonyms
- 7-NO2-ICA;NSC 69877;CRT0044876;7-Nitro-1H-indoL;CRT0044876, >=97%;TIMTEC-BB SBB003487;NSC 69877,7-NO2-ICA;CRT0044876, 10 mM in DMSO;2-Carboxy-7-nitro-1H-indole;7-NITROINDOLE-2-CARBOXYLIC ACID
- CBNumber
- CB7682546
- Molecular Formula
- C9H6N2O4
- Formula Weight
- 206.15
- MOL File
- 6960-45-8.mol
7-Nitroindole-2-carboxylic acid Property
- 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)
Safety
- 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
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H319Causes serious eye irritation
H334May cause allergy or asthma symptoms or breathing difficulties if inhaled
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P342+P311IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
N-Bromosuccinimide Price
- Product number
- C0496
- Product name
- CRT0044876
- Purity
- ≥98% (HPLC)
- Packaging
- 10mg
- Price
- $80.6
- Updated
- 2025/07/31
- Product number
- 262015
- Product name
- DNA Base Excision Repair Pathway Inhibitor
- Packaging
- 25mg
- Price
- $114
- Updated
- 2025/07/31
- Product number
- 16348
- Product name
- DNA Base Excision Repair Pathway Inhibitor
- Purity
- ≥98%
- Packaging
- 10mg
- Price
- $44
- Updated
- 2024/03/01
- Product number
- 16348
- Product name
- DNA Base Excision Repair Pathway Inhibitor
- Purity
- ≥98%
- Packaging
- 25mg
- Price
- $68
- Updated
- 2024/03/01
- Product number
- C0496
- Product name
- CRT0044876
- Purity
- ≥98% (HPLC)
- Packaging
- 50mg
- Price
- $239
- Updated
- 2025/07/31
7-Nitroindole-2-carboxylic acid Chemical Properties,Usage,Production
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].
Synthesis
167027-28-3
6960-45-8
General procedure for the synthesis of 7-nitroindole-2-carboxylic acid from methyl 7-nitroindole-2-carboxylate: 1. dissolve methyl 7-nitroindole-2-carboxylate (13 g, 59 mmol) in a solvent mixture of tetrahydrofuran and water (1:1, 300 ml). 2. 1N aqueous sodium hydroxide solution (180 ml, 177 mmol) was added to the above solution. 3. The reaction mixture was stirred at room temperature for 3 hours. 4. After completion of the reaction, acidification was carried out by adding an excess of 6N hydrochloric acid solution. 5. The reaction mixture was extracted with ethyl acetate. 6. The extract was washed with saturated sodium chloride solution and then dried with anhydrous magnesium sulfate. 7. The dried solution was filtered and the filtrate was distilled under reduced pressure to give 7-nitro-1H-indole-2-carboxylic acid (12 g, 99% yield).
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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View Lastest Price from 7-Nitroindole-2-carboxylic acid manufacturers
- Product
- 7-Nitroindole-2-carboxylic acid 6960-45-8
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 85.0-99.8%
- Supply Ability
- 20 tons
- Release date
- 2019-12-25