- 5-Nitroisatin
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- $0.00 / 1kg
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2025-08-19
- CAS:611-09-6
- Min. Order: 1kg
- Purity: 98%
- Supply Ability: Customise
- 5-Nitro-1H-indole-2,3-dione
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- $3.00 / 25KG
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2025-06-21
- CAS:611-09-6
- Min. Order: 0.01KG
- Purity: 99%
- Supply Ability: g-kg-tons, free sample is available
- 5-Nitroisatin
-
- $0.00 / 25kg
-
2025-06-06
- CAS:611-09-6
- Min. Order: 1kg
- Purity: 98.0% min
- Supply Ability: 10tons
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| | 5-Nitroisatin Chemical Properties |
| Melting point | 251 °C (dec.) (lit.) | | Boiling point | 328.09°C (rough estimate) | | density | 1.5513 (rough estimate) | | refractive index | 1.4900 (estimate) | | storage temp. | Sealed in dry,Room Temperature | | form | Crystalline Powder | | pka | 8.06±0.20(Predicted) | | color | Orange-yellow to orange | | BRN | 180223 | | InChI | InChI=1S/C8H4N2O4/c11-7-5-3-4(10(13)14)1-2-6(5)9-8(7)12/h1-3H,(H,9,11,12) | | InChIKey | UNMYHYODJHKLOC-UHFFFAOYSA-N | | SMILES | N1C2=C(C=C([N+]([O-])=O)C=C2)C(=O)C1=O | | CAS DataBase Reference | 611-09-6(CAS DataBase Reference) | | NIST Chemistry Reference | 1H-indole-2,3-dione, 5-nitro-(611-09-6) |
| | 5-Nitroisatin Usage And Synthesis |
| Preparation | Isatin 30 (14.7 g, 0.1 mol) was added to conc. H2SO4 (121 ml) cooled to 0 ºC in an ice-salt bath. Fuming HNO3 (4.2 ml) was added to this, drop by drop, in such a way that temperature should not rise above 5 ºC. The reaction mixture was allowed to stand for about 30 minutes and then poured over crushed ice (500 g). A yellow precipitate separated immediately. The 5-Nitroisatin was filtered and washed with water and air dried to a constant weight (15 g). Yield : 85% | | Chemical Properties | orange-yellow to orange crystalline powder | | Uses | Reactant for preparation of:
- Potential antibacterial and antifungal agents
- spiro[indole-thiazolidinones] as a medicinally important scaffold
- Potential antimycobacterial agents
- Anticonvulsant agents
- Inhibitors of human transglutaminase 2
- Anthelmintic agents
- Anti-human immunodeficiency virus (HIV) agents
- Antimicrobial agents
- Potential antitubercular agents
- Inhibitors of acetylcholinesterase
| | Definition | ChEBI: 5-Nitroisatin is a member of indoles. It has a role as an anticoronaviral agent. | | Synthesis | The general procedure for the synthesis of 5-nitroindigo red from 5-nitroindole was as follows: a solution of anhydrous acetonitrile (4.0 mL) with 5-nitroindole (0.5 mmol), and iodobenzene diacetate (PIDA, 0.25 mmol) was added sequentially by the addition of a stirrer to a flask that had been pre-dried in an oven. To the reaction mixture, 2,2,6,6-tetramethylpiperidine-1-oxyl radical (TEMPO, 0.5 mmol) was added under air atmosphere. The reaction mixture was stirred at room temperature until thin layer chromatography (TLC) analysis showed complete conversion of the feedstock. Upon completion of the reaction, the reaction mixture was extracted with ethyl acetate (3 x 10 mL). The organic phases were combined and dried with anhydrous sodium sulfate (Na2SO4) and subsequently concentrated under reduced pressure to give the crude product. Finally, the crude product was purified by silica gel column chromatography. | | References | [1] Synthesis, 2007, # 5, p. 693 - 696
[2] Synlett, 2008, # 13, p. 2023 - 2027
[3] Synthetic Communications, 2012, vol. 42, # 23, p. 3419 - 3428
[4] Tetrahedron Letters, 2015, vol. 56, # 46, p. 6385 - 6388 |
| | 5-Nitroisatin Preparation Products And Raw materials |
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