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
- Molecular Weight:
- 190.16
- MDL Number:
- MFCD01313781
- MOL File:
- 6625-96-3.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| 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
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H315-H319-H335 |
| Precautionary statements | P261-P271-P280 |
| Hazard Codes | Xi |
| Risk Statements | 36/37/38 |
| Safety Statements | 26-36/37/39-24/25 |
| Hazard Note | Irritant |
| HS Code | 2933998090 |
5-Nitro-1H-indole-3-carbaldehyde price More Price(53)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| TCI Chemical | N1044 | 5-Nitro-1H-indole-3-carbaldehyde min. 98.0 % | 6625-96-3 | 1G | $501 | 2026-04-30 | Buy |
| Apolloscientific | OR0676 | 5-Nitro-1H-indole-3-carboxaldehyde ≥95% | 6625-96-3 | 250mg | $21 | 2026-06-04 | Buy |
| Apolloscientific | OR0676 | 5-Nitro-1H-indole-3-carboxaldehyde ≥95% | 6625-96-3 | 1g | $28 | 2026-06-04 | Buy |
| AK Scientific | J94167 | 5-Nitroindole-3-carboxaldehyde 95% | 6625-96-3 | 1g | $16 | 2026-06-04 | Buy |
| AK Scientific | J94167 | 5-Nitroindole-3-carboxaldehyde 95% | 6625-96-3 | 5g | $41 | 2026-06-04 | Buy |
5-Nitro-1H-indole-3-carbaldehyde Chemical Properties, Uses, 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
Raw materials
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Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| Energy Chemical | 400-0056266 | sales8178@energy-chemical.com | China | 45000 | 61 |
| Carbott PharmTech Inc. | 0535-6385396 | info@carbottpharm.com | China | 995 | 56 |
| Capot Chemical Co., Ltd | +86 (0) 571 85 58 67 18 | China | 18187 | 66 | |
| Nanjing Chemlin Chemical Co., Ltd | 025-83697070 13770331960 | info@chemlin.com.cn | China | 16307 | 64 |
| Chembon Pharmaceutical Co., Ltd. | 028-84252981 18583719936 | sales@chembon.com.cn | China | 854 | 64 |
| XiaoGan ShenYuan ChemPharm co,ltd | 15527621225; 15527621225 | 1791901229@qq.com | China | 6722 | 52 |
| Shanghai Ennopharm Co., Ltd. | +86 (21) 6435-5022 | China | 4263 | 65 | |
| China Langchem Inc. | 0086-21-58956006 | China | 7798 | 57 | |
| Shanghai Sunway Pharmaceutical Technology Co., Ltd | 13761987713 | hxzheng@sunwaypharm.cn | China | 8663 | 57 |
View Latest Price from 5-Nitro-1H-indole-3-carbaldehyde manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2026-06-30 | 5-Nitro-1H-indole-3-carbaldehyde
6625-96-3
|
1KG | 98.0% | 10000KGS | Shaanxi Dideu New Materials Co. Ltd | ||
 |
2026-05-18 | 5-Nitro-1H-indole-3-carbaldehyde
6625-96-3
|
1kg | 98% | Hefei Lbao Physical & Chemical Science Co.,Ltd | |||
 |
2019-07-06 | 5-Nitro-1H-indole-3-carbaldehyde
6625-96-3
|
$8.00 | 1KG | 99% | 10tons | Career Henan Chemical Co |
-
- 5-Nitro-1H-indole-3-carbaldehyde
6625-96-3
- 98.0%
- Shaanxi Dideu New Materials Co. Ltd
-
- 5-Nitro-1H-indole-3-carbaldehyde
6625-96-3
- $0.00
- 98%
- Hefei Lbao Physical & Chemical Science Co.,Ltd
-
- 5-Nitro-1H-indole-3-carbaldehyde
6625-96-3
- $8.00
- 99%
- Career Henan Chemical Co
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