5-Amino-N,N-diethyl-9H-benzo(a)phenoxazin-9-iminium
Basic information
- CAS
3625-57-8- Standard SMILES
CC[N+](CC)=c1ccc2nc3c(cc(N)c4ccccc43)oc-2c1- InChIKey
YQSIDWSTCJNDPD-UHFFFAOYSA-O- Molecular formula
- C20H20N3O+
- Average molar mass
- 318.4 g/mol
- Monoisotopic mass
- 318.16063727
Overview
Nile blue(1+) is an organic cation that is 6a,12a-dihydrobenzo[a]phenoxazin-7-ium substituted by amino and dimethylamino groups at positions 5 and 9 respectively. The chloride salt is the histological dye 'nile blue A'.
Names & identifiers
- Preferred name
- 5-Amino-N,N-diethyl-9H-benzo(a)phenoxazin-9-iminium
- IUPAC
- (5-aminobenzo[a]phenoxazin-9-ylidene)-diethylazanium
- English name
- CI 51180
- Molecular formula
- C20H20N3O5S-
- Molecular weight
- 414.46
Names & synonyms
DTXSID908629125-Amino-N,N-diethyl-9H-benzo(a)phenoxazin-9-iminium5-Amino-N,N-diethyl-9H-benzo[a]phenoxazin-9-iminiumRefChem:1072639DTXCID60811614nile blue(1+)Nile blueCI 51180nile blue cationCHEMBL1185333SCHEMBL12166418SCHEMBL12925197
Show more names
NILE BLUE ABASIC BLUE 12NILE BLUE HYDROGEN SULPHATECI NO 51180nileblueasulphateNILE BLUE SULFATENileBlueC.I.51180Nile Blue A, Pure
SCHEMBL30562991CHEBI:52168NSC-34914NS00017430ST50405709Q27123283(5-aminobenzo[3,4-b]naphtho[1,2-e]1,4-oxazin-9-yl)diethylamine5-amino-9-(diethylamino)-6a,12a-dihydrobenzo[a]phenoxazin-7-ium
Database identifiers
- CAS
3625-57-8- PubChem CID
- 16939
Properties
Computed structural properties
- XLogP
- 2.7
- Topological polar surface area
- 50.6 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 2
- Heavy atoms
- 24
- Formal charge
- 1
- Complexity
- 625
Physicochemical properties
- Melting point
- 300 °C · >300 °C (dec.)(lit.)
- storage temp.
- room temp
- solubility
- Soluble in water, ethanol
- Colour Index
- 51180 · 51180
- form
- Powder
- color
- Dark green to black
- PH Range
- 10.1 · 10.1(BLUE)-11.1(RED)
- Water Solubility
- Soluble in ethanol, and water (50 g/L) at 25°C.
- λmax
- 633 nm · 633 nm
- Biological Applications
- Detecting microorganisms; treating virus infectious diseases; photodynamic therapy
- Major Application
- diagnostic assay manufacturinghematologyhistology
- InChI
- InChI=1S/C20H20N3O.H2O4S/c1-3-23(4-2)13-9-10-17-18(11-13)24-19-12-16(21)14-7-5-6-8-15(14)20(19)22-17;1-5(2,3)4/h5-12H,3-4,21H2,1-2H3;(H2,1,2,3,4)/q+1;/p-2
- InChIKey
- MMYKGGIXVBGGSZ-UHFFFAOYSA-L
- SMILES
- NC1C=C2[O+]=C3C=C(N(CC)CC)C=CC3=NC2=C2C=CC=CC=12.S([O-])([O-])(=O)=O
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- rtecs
- DJ1931000
- hs_code
- 3212900000
- Toxicity
- mouse,LD,intraperitoneal,> 500mg/kg (500mg/kg),"Summary Tables of Biological Tests," National Research Council Chemical-Biological Coordination Center. Vol. 4, Pg. 46, 1952.
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 22-24/25
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302-H315-H319-H335
- Precautionary statements
- P261-P305+P351+P338
Chemistry & industry
Applications
UsesNile Blue A is used in the Lillie and Fullmer method for staining and discriminating between melanins and lipofuscins in paraffin sections of animal tissue. Nile blue A is also useful for staining fats and phospholipids. Dyes and metabolites.
UsesNile blue A is suitable for staining and discriminating between melanins and lipofuscins in paraffin sections of animal tissue, and in a histochemical method for lipids in frozen sections.
UsesNile Blue A is a stain used for discriminating between melanins and lipofuscins in paraffin sections of animal tissue
General DescriptionNile Blue A is aminodiethylaminonaphthophenoxazonium sulfate employed in biology and histology. It is a highly fluorescent, and photostable organic dye used to dye clothing, and is for use in lipid histochemistry.
Upstream & downstream products
Upstream raw materials
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…