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
- Molecular Weight:
- 318.37
- MDL Number:
- MFCD00011639
- MOL File:
- 7385-67-3.mol
- MSDS File:
- SDS
| 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) |
| FDA UNII | P476F1L81G |
| EPA Substance Registry System | 5H-Benzo[a]phenoxazin-5-one, 9-(diethylamino)- (7385-67-3) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H302-H315-H319-H335 | |||||||||
| Precautionary statements | P261-P280-P301+P312-P302+P352-P305+P351+P338 | |||||||||
| Safety Statements | 24/25 | |||||||||
| WGK Germany | 3 | |||||||||
| F | 8-10 | |||||||||
| HS Code | 29349990 | |||||||||
| NFPA 704 |
|
Nile Red price More Price(30)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 72485 | Nile Red for microscopy | 7385-67-3 | 1g | $709 | 2024-03-01 | Buy |
| Sigma-Aldrich | 19123 | Nile Red BioReagent, suitable for fluorescence, ≥98.0% (HPLC) | 7385-67-3 | 10mg | $112 | 2024-03-01 | Buy |
| TCI Chemical | N0659 | Nile Red | 7385-67-3 | 500mg | $164 | 2024-03-01 | Buy |
| TCI Chemical | N0659 | Nile Red | 7385-67-3 | 1g | $270 | 2024-03-01 | Buy |
| Sigma-Aldrich | N3013 | Nile Red Technical grade | 7385-67-3 | 100mg | $129 | 2024-03-01 | Buy |
Nile Red Chemical Properties,Uses,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 photostable, lipophilic stain with bright red fluorescence. Dyes and metabolites.
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.
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
1of3
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Hongxiong | +undefined18915499068 | Suzhouhongxiong@163.com | China | 120 | 58 |
| Hebei Mojin Biotechnology Co., Ltd | +8613288715578 | sales@hbmojin.com | China | 12453 | 58 |
| Springchem New Material Technology Co.,Limited | +86-021-62885108 +8613917661608 | info@spring-chem.com | China | 2068 | 57 |
| ATK CHEMICAL COMPANY LIMITED | +undefined-21-51877795 | ivan@atkchemical.com | China | 32480 | 60 |
| Shanghai Zheyan Biotech Co., Ltd. | 18017610038 | zheyansh@163.com | CHINA | 3620 | 58 |
| CONIER CHEM AND PHARMA LIMITED | +8618523575427 | sales@conier.com | China | 47465 | 58 |
| career henan chemical co | +86-0371-86658258 15093356674; | factory@coreychem.com | China | 29826 | 58 |
| Zhengzhou Alfa Chemical Co.,Ltd | +8618530059196 | sale04@alfachem.cn | China | 12439 | 58 |
| TargetMol Chemicals Inc. | +1-781-999-5354 +1-00000000000 | marketing@targetmol.com | United States | 19892 | 58 |
| Hubei Ipure Biology Co., Ltd | +8613367258412 | ada@ipurechemical.com | China | 10326 | 58 |
View Lastest Price from Nile Red manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2023-10-16 | NILE RED
7385-67-3
|
US $0.00 / KG | 1KG | 99% | 50000KG/month | Hebei Mojin Biotechnology Co., Ltd | |
 |
2023-09-06 | NILE RED
7385-67-3
|
US $30.00-10.00 / KG | 50KG | 99% | 500000kg | Hebei Guanlang Biotechnology Co., Ltd. | |
 |
2022-09-08 | NILE RED
7385-67-3
|
US $0.00-0.00 / KG | 1KG | 98% | 1ton | Henan Aochuang Chemical Co.,Ltd. |