4-Nitroindan-1-on
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
Identifikatoren & physikalische Daten
| CAS No. | 24623-25-4 |
|---|---|
| Summenformel | C9H7NO3 |
| Durchschnittliche Molmasse | 177,16 g/mol |
| Monoisotopische Masse | 177,04259308 g/mol |
| SMILES | O=C1CCc2c1cccc2[N+](=O)[O-] |
| InChIKey | QIIWEVWPOBNGLP-UHFFFAOYSA-N |
| PubChem CID | 90563 |
| ChEMBL | CHEMBL146241 |
| EC No. | 246-367-2 |
| DTXSID | DTXSID90179370 |
| Lokaler Name | 4-Nitroindan-1-on |
Chemische & physikalische Eigenschaften
| XLogP | 1,5 |
|---|---|
| Polarare Oberfläche (TPSA) | 62,9 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 3 |
| Frei drehbare Bindungen | 0 |
| Schwere Atome | 13 |
| Formalladung | 0 |
| Komplexität | 246 |
| Schmelzpunkt | 104-105 °C |
| Siedepunkt | 332.9±31.0 °C(Predicted) |
| Dichte | 1.396±0.06 g/cm3(Predicted) |
| Lagerbedingungen | Sealed in dry,Room Temperature |
| 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 |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory. |
|---|---|
| Hazard Classes and Categories | Acute Tox. 4 (100%) |
| Zollcode | 2914790090 |
| Gefahrenklasse | IRRITANT |
Anwendungen & Verwendung
Beschreibung
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.
Verwenden
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.