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Nile Blue hydrochloride

HCID 16938
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Basic information

CAS
2381-85-3
Standard SMILES
CC[N+](CC)=c1ccc2nc3c(cc(N)c4ccccc43)oc-2c1.[Cl-]
InChIKey
XJCPMUIIBDVFDM-UHFFFAOYSA-M
Molecular formula
C20H20ClN3O
Average molar mass
353.8 g/mol
Monoisotopic mass
353.12949

Overview

Nile blue A is an organic chloride salt having 5-amino-9-(diethylamino)benzo[a]phenoxazin-7-ium as the couterion. fluorescent dye which is also a potent photosensitiser for photodynamic therapy. It has a role as a fluorochrome and a histological dye. It contains a nile blue(1+).

Names & identifiers

Preferred name
Nile Blue hydrochloride
IUPAC
(5-aminobenzo[a]phenoxazin-9-ylidene)-diethylazanium chloride
English name
NILE BLUE CHLORIDE
Molecular formula
C20H20N3O.Cl
Molecular weight
353.85

Names & synonyms

Nile Blue hydrochlorideRefChem:1092420Nile Blue chloride2381-85-3Basic Blue 12Nile Blue ANile blueCresol Fast VioletNile Blue AXC.I. Basic Blue 12NILEBLUECHLORIDENile Blue Base
Show more names
CI 51180nileblueaxCI NO 51180Nile Blue BXnilebluebasec.i.basicblue12cresolfastvioletBlue Nile chloride
C.I. 511805-amino-9-(diethylamino)benzo[a]phenoxazin-7-ium chlorideNSC 1461845-Amino-9-(diethylamino)benzo(a)phenoxazin-7-ium chlorideBenzo[a]phenoxazin-7-ium, 5-amino-9-(diethylamino)-, chlorideUNII-E58RL8T2X3E58RL8T2X35H-Benzo(a)phenazoxazine, 9-diethylamino-5-imino-, hydrochloride

Database identifiers

CAS
2381-85-3
PubChem CID
16938
DTXSID
DTXSID40883834
ChEMBL
CHEMBL407862

Properties

Computed structural propertiesFilling in

Topological polar surface area
50.6 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
4
Rotatable bonds
2
Heavy atoms
25
Formal charge
0
Complexity
625

Physicochemical properties

Melting point
250 °C · >250°C
storage temp.
room temp
solubility
Solubility Soluble in water, ethanol
pka
9.7 · 9.7(at 25℃)
Colour Index
51180 · 51180
form
Powder
color
Dark blue
PH Range
Blue (9.4) to purple-red (11.0)
Water Solubility
1 mg/mL, · water: 1mg/mL, opaque, blue to very deep blue
λmax
638 nm · 638nm
BRN
3923952 · 3923952
Stability
Stable. Incompatible with strong oxidizing agents.
Major Application
CMOS technology, waveguides, electroluminescent device, inks, plastics, biofuel cells, detect bacterial growth, lipids, DNA, diagnosis of diseases related to amyloid accumulation, fluorescent probes, therapy of viral diseases, photodynamic therapy
FDA UNII
58 RL8T2X3 · E58RL8T2X3
EPA Substance Registry System

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

wgk
3
tsca
TSCA listed
rtecs
DJ1930000
hs_code
32041990
Signal word
Warning
Symbol(GHS)
GHS07
safety_code
22-24/25
Hazard statements
H315-H319
Precautionary statements
P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313

Chemistry & industry

Applications

UsesNile Blue chloride is a histological and lipid stain.

UsesNile Blue A 37 is used in microscopy, immunoassays, and in laser technology. It is also suitable for the prevention of deposits during the polymerization of vinyl chloride homo-, co-, and graft polymers.

Preparation methods

Preparationcommonly known as the Nile Blue. 5-(Diethylamino)-2-nitrosophenoland Naphthalen-1-amine hydrochloride reaction.

Additional notes

DefinitionChEBI: An organic chloride salt having 5-amino-9-(diethylamino)benzo[a]phenoxazin-7-ium as the couterion. fluorescent dye which is also a potent photosensitiser for photodynamic therapy.

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ChEBI
CHEBI:52163
UNII
E58RL8T2X3
-7 · Benzo[a]phenoxazin-7-ium, 5-amino-9-(diethylamino)-, chloride (2381-85-3)
UNSPSC Code
12171500 · 12171500
NACRES
47 · NA.47
Symbol(GHS)
7 · GHS07
Signal word
Warning
Hazard statements
315 · H315-H319
Precautionary statements
264 · P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
Safety Statements
22 · 22-24/25
WGK Germany
3 · 3
RTECS
1930000 · DJ1930000
TSCA
TSCA listed
HS Code
32041990 · 32041990