4-Nitroindanone
- CAS No.
- 24623-25-4
- Chemical Name:
- 4-Nitroindanone
- Synonyms
- 4-nitro-2,3-dihydro-1H-inden-1-one;4-Nitroindanone;Einecs 246-367-2;4-Nitro-1-Indanone;4-Nitroindan-1-one;2,3-Dihydro-4-nitroinden-1-one;4-nitro-2,3-dihydroinden-1-one;2,3-Dihydro-4-nitro-1H-inden-1-one;1H-Inden-1-one, 2,3-dihydro-4-nitro-;2-(2,5-dimethylphenoxy)-1-cyclohexanone
- CBNumber:
- CB2901976
- Molecular Formula:
- C9H7NO3
- Molecular Weight:
- 177.16
- MDL Number:
- MFCD06656901
- MOL File:
- 24623-25-4.mol
- MSDS File:
- SDS
| Melting point | 104-105 °C |
|---|---|
| Boiling point | 332.9±31.0 °C(Predicted) |
| Density | 1.396±0.06 g/cm3(Predicted) |
| storage temp. | Sealed in dry,Room Temperature |
| Appearance | Off white to brown Solid |
| InChI | InChI=1S/C9H7NO3/c11-9-5-4-6-7(9)2-1-3-8(6)10(12)13/h1-3H,4-5H2 |
| InChIKey | QIIWEVWPOBNGLP-UHFFFAOYSA-N |
| SMILES | C1(=O)C2=C(C([N+]([O-])=O)=CC=C2)CC1 |
| FDA UNII | 887RZ2KVC6 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H302-H315-H319 |
| Precautionary statements | P261-P305+P351+P338 |
| HazardClass | IRRITANT |
| HS Code | 2914790090 |
4-Nitroindanone price More Price(51)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Usbiological | 285543 | 4-Nitro-1-indanone Asreported | 24623-25-4 | 50mg | $353 | 2026-06-03 | Buy |
| Usbiological | 285543 | 4-Nitro-1-indanone Asreported | 24623-25-4 | 100mg | $488 | 2026-06-03 | Buy |
| Usbiological | 285543 | 4-Nitro-1-indanone Asreported | 24623-25-4 | 250mg | $658 | 2026-06-03 | Buy |
| Usbiological | 285543 | 4-Nitro-1-indanone Asreported | 24623-25-4 | 500mg | $892 | 2026-06-03 | Buy |
| Usbiological | 285543 | 4-Nitro-1-indanone Asreported | 24623-25-4 | 1g | $1220 | 2026-06-03 | Buy |
4-Nitroindanone Chemical Properties,Uses,Production
Description
4-Nitroindanone (4-Nitro-1-indanone) is an important chemical reagent used as a raw material in organic synthesis for the preparation of other cyclic compounds. In biology, it can inhibit the cysteine protease thioredoxin reductase and also interacts with cardiac potassium channels and is cytotoxic to human erythrocytes. In a rat model of atrial fibrillation, 4-nitro-1-indanone was found to have antiarrhythmic properties.
Uses
4-Nitroindanone is a versatile building block, capable of undergoing microwave-assisted oxidation to form ninhydrins. 4-Nitroindanone also has pharmaceutical relevance, as its thiosemicarbazone derivative has anti-Trypanosoma cruzi properties.
Synthesis
83-33-0
24623-25-4
24623-24-3
General procedure for the synthesis of 4-nitro-1-indanone and 6-nitro-1-indanone from 1-indanone: To a well-stirred mixture of concentrated sulfuric acid (98%, 13.9 mL) and nitric acid (65%, 2.6 mL) at -10°C, a solution of nitromethane (1.1 mL) with 1-indanone (1.0 g, 7.6 mmol) was slowly added. The rate of addition was controlled so that the temperature increased from -10°C to -5°C in 30 minutes. Stirring of the reaction mixture was continued at this temperature for 15 minutes (tight control of temperature and reaction time is required). Upon completion of the reaction, the mixture was poured into ice water (200 mL) for hydrolysis and the resulting yellow precipitate was collected. The aqueous phase was extracted with dichloromethane (2 x 20 mL) and the organic phase was combined. The organic phase was washed sequentially with potassium bicarbonate solution (2 x 15 mL) and saturated brine (10 mL), dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by fast column chromatography using hexane-ethyl acetate (1:0.2) as eluent. Isolation afforded 4-nitro-1-indanone (compound 25, 0.94 g, 80% yield) with a melting point of 98-100 °C (literature value: 100-101 °C).1H NMR (CDCl3) δ ppm: 2.80 (m, 2H, CH2), 3.53 (m, 2H, CH2), 7.61 (m, 1H, H-Ar), 8.08 (d, J = 8.5 Hz, 1H, H-Ar), 8.47 (d, J = 8.3 Hz, 1H, H-Ar). Simultaneous isolation afforded 6-nitro-1-indanone (compound 26, 0.23 g, 20% yield) with a melting point of 73-74 °C (literature value: 72-73 °C).1H NMR (CDCl3) δ ppm: 2.83 (m, 2H, CH2), 3.28 (m, 2H, CH2), 7.61 (d, J = 8.5 Hz, 1H, H-Ar) 8.44 (dd, J = 2.2 Hz, J = 8.5 Hz, 1H, H-Ar), 8.56 (d, J = 2.2 Hz, 1H, H-Ar).
References
[1] Bioorganic and Medicinal Chemistry, 2011, vol. 19, # 22, p. 6818 - 6826
[2] Journal of Medicinal Chemistry, 2003, vol. 46, # 3, p. 399 - 408
[3] Polish Journal of Chemistry, 2008, vol. 82, # 11, p. 2133 - 2140
[4] Bioorganic and Medicinal Chemistry Letters, 2004, vol. 14, # 12, p. 3337 - 3339
[5] Bioorganic and Medicinal Chemistry Letters, 2007, vol. 17, # 4, p. 884 - 889
4-Nitroindanone Preparation Products And Raw materials
Raw materials
1of2
Preparation Products
4-Nitroindanone Suppliers
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Rayge(SuZhou)New Materials Co.,Ltd | 0512-87813132-801 13913535368 | 3043369320@qq.com | China | 93 | 65 |
| https://www.shachemlin.cn/ | 68080707 15021879576 | ming-jiao.wu@chemlin.com.cn | China | 9062 | 58 |
| Nanjing ChuGuang Chemical Industry Co., Ltd. | 025-83697070 15001062168 | wen-jun.zheng@chemlin.com.cn | China | 23 | 58 |
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| Meryer (Shanghai) Chemical Technology Co., Ltd. | 4006356688 18621169109 | market03@meryer.com | China | 40202 | 62 |
| Chembest Research Laboratories Limited | 021-20908456 | sales@BioChemBest.com | China | 5996 | 61 |
| Wuhan Chemwish Technology Co., Ltd | 86-027-67849912 | sales@chemwish.com | China | 35884 | 56 |
| Accela ChemBio Co.,Ltd. | 021-50795510 4000665055 | marketing@accelachem.com | China | 10972 | 64 |
| Shanghai Hanhong Scientific Co.,Ltd. | 021-54306202 13764082696 | info@hanhongsci.com | China | 42917 | 64 |
| China DongFan Chemical Co.,LTD | 86-0571-85151182 | China | 5681 | 66 |
View Lastest Price from 4-Nitroindanone manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2026-07-21 | 4-Nitroindanone
24623-25-4
|
1kg | 98% | 20 tons | Hubei Lidu New Material Technology Co., Ltd | ||
 |
2022-01-04 | 4-Nitroindanone
24623-25-4
|
1g | 98%minHPLC | 50kgs/month | Shanghai Rlavie Technology Co ltd | ||
 |
2019-12-31 | 4-Nitroindanone
24623-25-4
|
$7.00 | 1KG | 99% | 100KG | Career Henan Chemical Co |
-
- 4-Nitroindanone
24623-25-4
- 98%
- Hubei Lidu New Material Technology Co., Ltd
-
- 4-Nitroindanone
24623-25-4
- $0.00
- 98%minHPLC
- Shanghai Rlavie Technology Co ltd
-
- 4-Nitroindanone
24623-25-4
- $7.00
- 99%
- Career Henan Chemical Co
