ChemicalBook > CAS DataBase List > Nile Red

Nile Red

Product Name
Nile Red
CAS No.
7385-67-3
Chemical Name
Nile Red
Synonyms
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
Molecular Formula
C20H18N2O2
Formula Weight
318.37
MOL File
7385-67-3.mol
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Nile Red Property

Melting point:
203-205 °C(lit.)
Boiling point:
457.53°C (rough estimate)
Density 
1.1871 (rough estimate)
refractive index 
1.5700 (estimate)
storage temp. 
2-8°C
solubility 
methanol: soluble1mg/mL
form 
Powder
pka
4.08±0.20(Predicted)
color 
Dark red to maroon
BRN 
279110
Stability:
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 DataBase Reference
7385-67-3(CAS DataBase Reference)
EPA Substance Registry System
5H-Benzo[a]phenoxazin-5-one, 9-(diethylamino)- (7385-67-3)
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Safety

Safety Statements 
24/25
WGK Germany 
3
F 
8-10
HS Code 
29349990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
72485
Product name
Nile Red
Purity
for microscopy
Packaging
1g
Price
$709
Updated
2024/03/01
Sigma-Aldrich
Product number
19123
Product name
Nile Red
Purity
BioReagent, suitable for fluorescence, ≥98.0% (HPLC)
Packaging
10mg
Price
$112
Updated
2024/03/01
TCI Chemical
Product number
N0659
Product name
Nile Red
Packaging
500mg
Price
$164
Updated
2024/03/01
TCI Chemical
Product number
N0659
Product name
Nile Red
Packaging
1g
Price
$270
Updated
2024/03/01
Sigma-Aldrich
Product number
N3013
Product name
Nile Red
Purity
Technical grade
Packaging
100mg
Price
$129
Updated
2024/03/01
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Nile Red Chemical Properties,Usage,Production

Description

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].

Chemical Properties

solid

Uses

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.

Uses

Nile Red is a photostable, lipophilic stain with bright red fluorescence. Dyes and metabolites.

Definition

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

General Description

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.

Synthesis

Using the 1,3-Naphthalenediol Approach to synthsis Nile red. To a solution of 1,3-naphthalenediol (0.50 g, 3.12 mmol) in anhydrous DMF (25 mL) was added 4-nitroso-N,N-diethylaniline (0.56 g, 3.12 mmol). This reaction mixture was stirred at 80 °C (DrySyn heating block) for 16 h and concentrated under reduced pressure. The crude product was purified by flash chromatography (0?50% EtOAc in hexanes) to obtain Nile Red, which crystallized from hexanes in green crystals (0.80 g, 2.50 mmol). Yield: 80%[1].

storage

Room temperature

References

[1] Mick Hornum*. “Substituted 9-Diethylaminobenzo[a]phenoxazin-5-ones (Nile Red Analogues): Synthesis and Photophysical Properties.” The Journal of Organic Chemistry 86 2 (2020): 1471–1488.

Nile Red Preparation Products And Raw materials

Raw materials

Ethanol 2-Hydroxy-1,4-naphoquinone 3-Diethylaminophenol Nickel Sodium nitrite Diethyl ether 1,4-Naphthoquinone Hydrochloric acid Acetic acid Sodium hydroxide Isopropyl alcohol

Preparation Products

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View Lastest Price from Nile Red manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
Nile Red 7385-67-3
Price
US $0.00-0.00/g
Min. Order
1g
Purity
95%
Supply Ability
1kg/month
Release date
2021-05-28
Hebei Mojin Biotechnology Co., Ltd
Product
NILE RED 7385-67-3
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50000KG/month
Release date
2023-10-16
Hebei Guanlang Biotechnology Co., Ltd.
Product
NILE RED 7385-67-3
Price
US $30.00-10.00/KG
Min. Order
50KG
Purity
99%
Supply Ability
500000kg
Release date
2023-03-27

7385-67-3, Nile Red Related Search:

m-Anisidine 3-Diethylaminophenol 3-Dimethylaminophenol o-Phenetidine 3-ETHYLAMINOPHENOL INDOPHENOL BLUE N,N-Diethyl-1,4-phenylenediamine Nile Red 3-Dimethylaminoanisole Rifalazil 4-METHOXY-3-BUTEN-2-ONE N-Benzylideneaniline 3-METHOXY-N-METHYLANILINE ETH-(E)-YLIDENE-PHENYL-AMINE 3-ETHOXY-N,N-DIETHYLANILINE 2-PHENYLETHYL PHENYL ETHER Benzoxazine 9-DIETHYLAMINO-2-HYDROXY-5H-BENZ(A)-

  • NILE BLUE A OXAZONE
  • NILE RED
  • 9-(DIETHYLAMINO)-5H-BENZO[A]PHENOXAZIN-5-ONE
  • 9-(diethylamino)-5h-benzo[a]phenoxazin-5-on
  • nile
  • 9-(diethylamino)benzo[a]phenoxazin-5(5H)-one
  • FLUORESCENCE QY-STANDARD E CERTIFIED
  • Fluorescent Spectral 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 *CAS#: 7385-67-3*
  • Nile Red, 97.5%
  • NILE RED SUITABLE FOR FLUORESCENCE
  • nilereddye
  • Nile red, ≥98%
  • Nile red, for microscopy
  • Nile red, puriss
  • Thioflavin T, Basic Yellow 1
  • 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