9-(Diethylamino)benzo[a]phenoxazin-5(5H)-on

Nile Red  Struktur
7385-67-3
CAS-Nr.
7385-67-3
Bezeichnung:
9-(Diethylamino)benzo[a]phenoxazin-5(5H)-on
Englisch Name:
Nile Red
Synonyma:
NILE BLUE A OXAZONE;Fluorescent Spectral Standard E, certified;9-(DIETHYLAMINO)-5H-BENZO[A]PHENOXAZIN-5-ONE;nile;NILE RED;nilereddye;Phenoxazone;Oxazine O-17M;Nile Red ,99%;Phenoxazone 9
CBNumber:
CB0273873
Summenformel:
C20H18N2O2
Molgewicht:
318.37
MOL-Datei:
7385-67-3.mol

9-(Diethylamino)benzo[a]phenoxazin-5(5H)-on Eigenschaften

Schmelzpunkt:
203-205 °C(lit.)
Siedepunkt:
457.53°C (rough estimate)
Dichte
1.1871 (rough estimate)
Brechungsindex
1.5700 (estimate)
storage temp. 
2-8°C
Löslichkeit
methanol: soluble1mg/mL
Aggregatzustand
Powder
pka
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
  • Risiko- und Sicherheitserklärung
  • Gefahreninformationscode (GHS)
S-Sätze: 24/25
WGK Germany  3
8-10
HS Code  29349990
Bildanzeige (GHS) GHS hazard pictograms
Alarmwort Warnung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H302 Gesundheitsschädlich bei Verschlucken. Akute Toxizität oral Kategorie 4 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P270, P301+P312, P330, P501
H315 Verursacht Hautreizungen. Hautreizung Kategorie 2 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P280, P302+P352, P321,P332+P313, P362
H319 Verursacht schwere Augenreizung. Schwere Augenreizung Kategorie 2 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P280, P305+P351+P338,P337+P313P
H335 Kann die Atemwege reizen. Spezifische Zielorgan-Toxizität (einmalige Exposition) Kategorie 3 (Atemwegsreizung) Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" />
Sicherheit
P261 Einatmen von Staub vermeiden.
P280 Schutzhandschuhe/Schutzkleidung/Augenschutz tragen.
P301+P312 BEI VERSCHLUCKEN: Bei Unwohlsein GIFTINFORMATIONSZENTRUM/Arzt/... (geeignete Stelle für medizinische Notfallversorgung vom Hersteller/Lieferanten anzugeben) anrufen.
P302+P352 BEI BERÜHRUNG MIT DER HAUT: Mit viel Wasser/... (Hersteller kann, falls zweckmäßig, ein Reinigungsmittel angeben oder, wenn Wasser eindeutig ungeeignet ist, ein alternatives Mittel empfehlen) waschen.
P305+P351+P338 BEI KONTAKT MIT DEN AUGEN: Einige Minuten lang behutsam mit Wasser spülen. Eventuell vorhandene Kontaktlinsen nach Möglichkeit entfernen. Weiter spülen.

9-(Diethylamino)benzo[a]phenoxazin-5(5H)-on Chemische Eigenschaften,Einsatz,Produktion Methoden

S-Sätze Betriebsanweisung:

S24/25:Berührung mit den Augen und der Haut vermeiden.

Beschreibung

Nile red is a dye based on the benzo[a]phenoxazine core. Nile Red (9-diethylbenzo[a]phenoxazin-5- one) stands out as electrically neutral and water-insoluble since it features a carbonyl group at the 5-position that readily accepts the electron density. This makes it a strong push?pull chromophore, which underlies its distinct solvatochromicity and ability to indicate, e.g., cellular events in live-cell imaging. In addition, Nile Red’s inherent lipophilicity, near-infrared (NIR) emission, large Stokes shift, two-photon absorptivity (2PA), and low background fluorescence (as the luminosity is quenched in aqueous (aq) media) render it a near-ideal histochemical stain for studying membranes and lipid droplets in cells. The increase of its exquisite solvent sensitivity and steep emission in hydrophobic environments has also been employed in various forms of stochastic super-resolution localization microscopy[1].

Chemische Eigenschaften

solid

Verwenden

Nile red is a lipophilic stain. Nile red stains intracellular lipid droplets. Nile red is also intensely fluorescent, with a strong yellow-gold emission if included into a lipid-rich environment.

Definition

ChEBI: An organic heterotetracyclic compound that is 5H-benzo[a]phenoxazin-5-one substituted at position 9 by a diethylamino group.

Allgemeine Beschreibung

Nile Red is an uncharged hydrophobic molecule and a benzophenoxazone dye. It functions as a fluorescent probe for intracellular lipids and hydrophobic domains of proteins. This dye is fluorescent in all organic solvents. Its fluorescence colors range from golden yellow to deep red.

9-(Diethylamino)benzo[a]phenoxazin-5(5H)-on Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


9-(Diethylamino)benzo[a]phenoxazin-5(5H)-on Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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7385-67-3(9-(Diethylamino)benzo[a]phenoxazin-5(5H)-on)Verwandte Suche:


  • NILE RED
  • 9-(diethylamino)-5h-benzo[a]phenoxazin-5-on
  • nile
  • 9-(diethylamino)benzo[a]phenoxazin-5(5H)-one
  • FLUORESCENCE QY-STANDARD E CERTIFIED
  • 9-(Diethylamino)benzo[a]phenoxazin-5(5H)-on
  • Nile Red, pure, 99%
  • 9-Diethylamino-benzo[a]phenoxazin-5-one
  • 7-(Diethylamino)-1,2-[1,3]butadieno-3H-phenoxazine-3-one
  • 9-Diethylamino-5H-benzo[a]phenoxazine-5-one
  • Oxazine O-17M
  • Phenoxazone
  • Nile Red,99%,pure
  • Nile Red ,99%
  • Nile Red,Nile Blue A Oxazone
  • 9-Diethylaminobenzo[a]phenoxazone
  • Nile Red, pure, 99% 100MG
  • Phenoxazone 9
  • 5H-Benzo[a]phenoxazin-5-one,9-(diethylaMino)-
  • Nile red, Determination of lipids, staining whole tissue
  • Nile Red, Fluorescent stain for intracellular lipid droplets.
  • NILE RED SUITABLE FOR FLUORESCENCE
  • Nile Red *CAS#: 7385-67-3*
  • Nile Red, 97.5%
  • nilereddye
  • Nile red, for microscopy
  • Nile red, ≥98%
  • Nile red, puriss
  • NILE BLUE A OXAZONE
  • 9-(DIETHYLAMINO)-5H-BENZO[A]PHENOXAZIN-5-ONE
  • Fluorescent Spectral Standard E, certified
  • 7385-67-3
  • C20H18N2O2
  • Electroluminescence
  • BioChemical
  • Biochemicals and Reagents
  • Other Fluorescent Labels
  • Lipophilic and Membrane Probes
  • Fluorescent Probes, Labels, Particles and Stains
  • Fluorescence Standards
  • Fluorescent Indicators and Probes
  • Fluorescent Labels
  • Alphabetical
  • marker
  • Electroluminescence
  • Functional Materials
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