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9-(Diethylamino)benzo[a]phenoxazin-5(5H)-on
9-(DIETHYLAMINO)-5H-BENZO[A]PHENOXAZIN-5-ONE · NILE BLUE A OXAZONE · Fluorescent Spectral Standard E, certified · nile · NILE RED · nilereddye · Phenoxazone · Oxazine O-17M
![Molekülstruktur von 9-(Diethylamino)benzo[a]phenoxazin-5(5H)-on](/img/chemical/65182.png)
Identifikatoren & physikalische Daten
| CAS No. | 7385-67-3 |
|---|---|
| Summenformel | C20H18N2O2 |
| Durchschnittliche Molmasse | 318,4 g/mol |
| Monoisotopische Masse | 318,13682782 g/mol |
| SMILES | CCN(CC)c1ccc2nc3c4ccccc4c(=O)cc-3oc2c1 |
| InChIKey | VOFUROIFQGPCGE-UHFFFAOYSA-N |
| PubChem CID | 65182 |
| ChEMBL | CHEMBL144472 |
| ChEBI | CHEBI:52169 |
| EC No. | 230-966-0 |
| DTXSID | DTXSID7064653 |
| Lokaler Name | 9-(Diethylamino)benzo[a]phenoxazin-5(5H)-on |
Chemische & physikalische Eigenschaften
| XLogP | 3,8 |
|---|---|
| Polarare Oberfläche (TPSA) | 41,9 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 4 |
| Frei drehbare Bindungen | 3 |
| Schwere Atome | 24 |
| Formalladung | 0 |
| Komplexität | 564 |
| Stoffklassen | Dyes -> Azine Dyes |
| Physical Description | Brown glistening solid with a faint metallic green reflex[Merck Index] Dark green crystalline solid[Sigma-Aldrich MSDS] |
| Schmelzpunkt | 203-205 °C(lit.) |
| Siedepunkt | 457.53°C (rough estimate) |
| Dichte | 1.1871 (rough estimate) |
| Brechungsindex | 1.5700 (estimate) |
| Lagerbedingungen | 2-8°C |
| Löslichkeit | methanol: soluble1mg/mL |
| Aggregatzustand | Powder |
| pKa (Säurekonstante) | 4.08±0.20(Predicted) |
| Farbe | Dark red to maroon |
| BRN | 279110 |
| Stabilität | Stable. Incompatible with strong oxidizing agents. |
| InChI | InChI=1S/C20H18N2O2/c1-3-22(4-2)13-9-10-16-18(11-13)24-19-12-17(23)14-7-5-6-8-15(14)20(19)21-16/h5-12H,3-4H2,1-2H3 |
| InChIKey | VOFUROIFQGPCGE-UHFFFAOYSA-N |
| SMILES | C12=CC=CC=C1C(=O)C=C1C2=NC2=C(C=C(N(CC)CC)C=C2)O1 |
| CAS Datenbank | 7385-67-3(CAS DataBase Reference) |
| EPA chemische Informationen | 5H-Benzo[a]phenoxazin-5-one, 9-(diethylamino)- (7385-67-3) |
Sicherheit & Vorschriften
| Gefahrenübersicht | Not considered hazardous by GHS classification[Sigma-Aldrich MSDS] See Nile Blue |
|---|---|
| F | 8-10 |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| Zollcode | 29349990 |
| Sicherheitshinweise (S) | 24/25 |
| Lagerklasse | 11 - Combustible Solids |
Anwendungen & Verwendung
Verwenden
Nile red is a lipophilic stain. It stains intracellular lipid droplets. Nile red is also intensely fluorescent, with a strong yellow-gold emission if included into a lipid-rich environment.