5-Nitro-1H-indole-3-carbaldehyde
Application- Product Name
- 5-Nitro-1H-indole-3-carbaldehyde
- CAS No.
- 6625-96-3
- Chemical Name
- 5-Nitro-1H-indole-3-carbaldehyde
- Synonyms
- RARECHEM AH BS 0125;5-NITROINDOLE-3-ALDEHYDE;3-Formyl-5-nitro-1H-indole;5-Nitroindole-3-carbaldehyde;5-NITROINDOLE-3-CARBOXALDEHYDE;5-Nitro-1H-indol-3-carbaldehyde;5-NITRO-1H-INDOLE-3-CARBALDEHYDE;5-Nitro-1H-indole-3-carboxaldehyde;1H-Indole-3-carboxaldehyde, 5-nitro-;5-nitro-2H-indazole-3-carboxaldehyde
- CBNumber
- CB8763189
- Molecular Formula
- C9H6N2O3
- Formula Weight
- 190.16
- MOL File
- 6625-96-3.mol
5-Nitro-1H-indole-3-carbaldehyde Property
- Melting point:
- 300 °C
- Boiling point:
- 441.5±25.0 °C(Predicted)
- Density
- 1.516±0.06 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- form
- solid
- pka
- 13.75±0.30(Predicted)
- color
- Brown
- CAS DataBase Reference
- 6625-96-3(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi
- Risk Statements
- 36/37/38
- Safety Statements
- 26-36/37/39-24/25
- Hazard Note
- Irritant
- HS Code
- 2933998090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
N-Bromosuccinimide Price
- Product number
- N1044
- Product name
- 5-Nitro-1H-indole-3-carbaldehyde
- Purity
- min. 98.0 %
- Packaging
- 1G
- Price
- $263
- Updated
- 2025/07/31
- Product number
- N497118
- Product name
- 5-Nitro-1H-indole-3-carbaldehyde
- Packaging
- 100mg
- Price
- $75
- Updated
- 2021/12/16
- Product number
- B488
- Product name
- 5-Nitroindole-3-carboxaldehyde
- Packaging
- 5g
- Price
- $81
- Updated
- 2021/12/16
- Product number
- 4H54-1-Z5
- Product name
- 5-Nitro-1H-indole-3-carboxaldehyde
- Packaging
- 1g
- Price
- $23
- Updated
- 2021/12/16
- Product number
- 071727
- Product name
- 5-Nitro-1H-indole-3-carbaldehyde
- Purity
- 95+%
- Packaging
- 1g
- Price
- $116
- Updated
- 2021/12/16
5-Nitro-1H-indole-3-carbaldehyde Chemical Properties,Usage,Production
Application
5-Nitroindole-3-carboxaldehyde can be used as a pharmaceutical synthesis intermediate. It can be prepared from 5-nitro-1H-indole as a reactant and can be used to prepare novel 3,5-disubstituted 1H-indole derivatives. It has good inhibitory activity against the pancreatic cancer cell line BxPC-3.
Synthesis
6146-52-7
68-12-2
6625-96-3
Phosphorus oxychloride (POCl3, 0.31 mL, 3.39 mmol, 1.1 eq.) was slowly added dropwise to dry N,N-dimethylformamide (DMF, 2 mL) under argon protection, and the reaction system was cooled to -20 °C with vigorous stirring.After 30 min, 5-nitroindole (500 mg, 3.08 mmol, 1 eq.) dissolved in 0.5 mL of anhydrous DMF was slowly added to the above solution cooled to -20 °C. The reaction was carried out in the same manner as that for the reaction. mmol, 1 equiv) was slowly added to the above solution cooled to -20 °C. Subsequently, the resulting yellow solution was stirred at room temperature for 1 h. The light yellow compound was observed to precipitate. The reaction mixture was diluted with DMF and an equal volume of ice water was added. Next, the pH was adjusted to 9 by dropwise addition of 50% (v/v) aqueous sodium hydroxide solution, and the resulting red solution was refluxed and subsequently allowed to stand at 4 °C overnight. The precipitated crystals were collected by filtration, washed with cold water and dried. Recrystallization by ethanol-water (EtOH-H2O) system afforded 574 mg of 5-nitroindole-3-carbaldehyde (compound XV) in 98% yield.1H-NMR (400 MHz, DMSO-d6) δ ppm: 7.69 (d, J = 9.0 Hz, 1H), 8.12 (dd, J = 2.3 Hz, 1H), 8.54 (s, 1H ), 8.91 (d, 1H), 9.99 (s, 1H).
References
[1] Patent: EP2003129, 2008, A1. Location in patent: Page/Page column 16
[2] Patent: CN107915726, 2018, A. Location in patent: Paragraph 0047-0050
[3] Organic Letters, 2008, vol. 10, # 12, p. 2601 - 2604
[4] Organic Letters, 2014, vol. 16, # 4, p. 1268 - 1268
[5] Angewandte Chemie - International Edition, 2010, vol. 49, # 33, p. 5721 - 5725
5-Nitro-1H-indole-3-carbaldehyde Preparation Products And Raw materials
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View Lastest Price from 5-Nitro-1H-indole-3-carbaldehyde manufacturers
- Product
- 5-Nitro-1H-indole-3-carbaldehyde 6625-96-3
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- Customise
- Release date
- 2025-10-22
- Product
- 5-Nitro-1H-indole-3-carbaldehyde 6625-96-3
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 98.0%
- Supply Ability
- 10000KGS
- Release date
- 2025-03-20
- Product
- 5-Nitro-1H-indole-3-carbaldehyde 6625-96-3
- Price
- US $8.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 10tons
- Release date
- 2018-12-25