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Victoria Blue B

HCID 17407
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Basic information

CAS
2580-56-5
Standard SMILES
CN(C)c1ccc(C(=C2C=CC(=[NH+]c3ccccc3)c3ccccc32)c2ccc(N(C)C)cc2)cc1.[Cl-]
InChIKey
LLWJPGAKXJBKKA-UHFFFAOYSA-N
Molecular formula
C33H32N3.Cl
Average molar mass
506.1 g/mol
Monoisotopic mass
505.2284757

Overview

Victoria blue B is an iminium salt composed of 4-{(4-anilinonaphthalen-1-yl)[4-(dimethylamino)phenyl]methylidene}-N,N-dimethylcyclohexa-2,5-dien-1-iminium and chloride ions in a 1:1 ratio. It binds to nucleic acids and can be used in standardised staining techniques suitable for automated cell-pattern recognition. It has a role as a fluorochrome and a histological dye. It is an iminium salt and an organic chloride salt. It contains a victoria blue B(1+).

Names & identifiers

Preferred name
Victoria Blue B
IUPAC
[4-[bis[4-(dimethylamino)phenyl]methylidene]naphthalen-1-ylidene]-phenylazanium chloride
English name
Basic Blue 26
Molecular formula
C33H32ClN3
Molecular weight
506.09

Names & synonyms

Basic blue 26Victoria blue B2580-56-5Calcozine Blue BC.I. BASIC BLUE 26C.I. 44045CI 44045Z1V8UTB56CDTXSID0038889COVARIANE BLEU W 6129NSC-11245LOWACRYL BLUE 26
Show more names
[4-[[4-anilino-1-naphthyl][4-(dimethylamino)phenyl]methylene]cyclohexa-2,5-dien-1-ylidene]dimethylammonium chlorideHectoBlueBVictoriaBACI NO 44045BASIC BLUE BBVictoria blCorn blue BN
CHEBI:87651Methanaminium, N-(4-((4-(dimethylamino)phenyl)(4-(phenylamino)-1-naphthalenyl)methylene)-2,5-cyclohexadien-1-ylidene)-N-methyl-, chlorideMethanaminium, N-[4-[[4-(dimethylamino)phenyl][4-(phenylamino)-1-naphthalenyl]methylene]-2,5-cyclohexadien-1-ylidene]-N-methyl-, chlorideRefChem:934023DTXCID8018889219-943-64-(alpha-(4-anilino-1-naphthyl)-p-dimethylamino)benzylidene-2,5-cyclohexadien-1-ylidenedimethyl ammonium chlorideN-(4-((4-(Dimethylamino)phenyl)(4-(phenylamino)-1-naphthalenyl)methylene)-2,5-cyclohexadien-1-ylidene)-N-methylmethanaminium, chloride

Database identifiers

Properties

Computed structural properties

Topological polar surface area
20.5 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
3
Rotatable bonds
5
Heavy atoms
37
Formal charge
0
Complexity
769

Experimental & physicochemical properties

CosmeticsCosmetic colorant; Hair dyeing
Physical DescriptionLiquid

Physicochemical properties

Melting point
206 °C · 206 °C (dec.)(lit.)
Density
1.336 · 1.336[at 20℃]
solubility
DMSO (Slightly), Methanol (Slightly), Water (Slightly)
form
Powder
Colour Index
44045 · 44045
color
Dark brown
Water Solubility
SOLUBLE IN HOT WATER
BRN
4094258 · 4094258
Stability
Hygroscopic, Light Sensitive
Cosmetics Ingredients Functions
HAIR DYEINGCOLORANT
InChI
InChI=1S/C33H31N3.ClH/c1-35(2)27-18-14-24(15-19-27)33(25-16-20-28(21-17-25)36(3)4)31-22-23-32(30-13-9-8-12-29(30)31)34-26-10-6-5-7-11-26;/h5-23H,1-4H3;1H

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 6 items

This chemical does not meet GHS hazard criteria for 10.2% (27 of 264) of reports.

Danger

H302 (84.8%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P272, P273, P280, P301+P317, P302+P352, P305+P351+P338, P305+P354+P338, P317, P321, P330, P333+P317, P337+P317, P362+P364, P391, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 264 reports by companies from 17 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Not Classified

Hazard information

Regulatory Information · 5 items

Chemical: Methanaminium, N-[4-[[4-(dimethylamino)phenyl][4-(phenylamino)-1-naphthalenyl]methylene]-2,5-cyclohexadien-1-ylidene]-N-methyl-, chloride

Methanaminium, N-[4-[[4-(dimethylamino)phenyl][4-(phenylamino)-1-naphthalenyl]methylene]-2,5-cyclohexadien-1-ylidene]-N-methyl-, chloride (1:1) is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Methanaminium, N-[4-[[4-(dimethylamino)phenyl][4-(phenylamino)-1-naphthalenyl]methylene]-2,5-cyclohexadien-1-ylidene]-N-methyl-, chloride (1:1) are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

REACH registered substance: [4-[[4-anilino-1-naphthyl][4-(dimethylamino)phenyl]methylene]cyclohexa-2,5-dien-1-ylidene]dimethylammonium chloride (EC: 219-943-6)

Substance: [4-[[4-anilino-1-naphthyl][4-(dimethylamino)phenyl]methylene]cyclohexa-2,5-dien-1-ylidene] dimethylammonium chloride (C.I. Basic Blue 26)

Methanaminium, N-[4-[[4-(dimethylamino)phenyl][4-(phenylamino)-1-naphthalenyl]methylene]-2,5-cyclohexadien-1-ylidene]-N-methyl-, chloride: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - Crystal violet and related dyes: Human health tier II assessment

Chemistry & industry

Uses & manufacturing

U.S. Production2023: <50,000 lb
Consumer UsesDye
Industry UsesDye
Use ClassificationCosmetics -> Cosmetic colorant; Hair dyeing
General Manufacturing Information · 2 items

Synthetic Dye and Pigment Manufacturing

Methanaminium, N-[4-[[4-(dimethylamino)phenyl][4-(phenylamino)-1-naphthalenyl]methylene]-2,5-cyclohexadien-1-ylidene]-N-methyl-, chloride (1:1): ACTIVE

Applications

UsesBasic Blue 26 used in the quantitative determination of phospholipids and as a nuclear stain in cytology/histochemical applications.

UsesVictoria Blue B is used as a nuclear stain in cytology/histochemical applications. Victoria Blue B may be used in the quantitative determination of phospholipids.

Preparation methods · 1 item

Preparation(a) 4-(Dichloro(4-(diethylamino)phenyl)methyl)-N,N-diethylbenzenamine and Naphthalen-1-amine condensation; (b) Bis (4 – (dimethylamino) phenyl) methanol and Naphthalen-1-amine condensation, the product into N-and the nitro derivatives, and then oxidation, remove the nitro.

Upstream & downstream products

Upstream raw materials

Michler's ketoneRubber powderN-Phenyl-1-naphthylamine

Related reactions

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Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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CAS
2580-56-5
PubChem CID
17407
DTXSID
DTXSID0038889
ChEBI
CHEBI:87651
UNII
Z1V8UTB56C
EC Number
219-943-6
InChIKey
LLWJPGAKXJBKKA-UHFFFAOYSA-N
SMILES
C(=C1C=C/C(=[N+](/C)\C)/C=C1)(C1C=CC(N(C)C)=CC=1)C1=CC=C(NC2C=CC=CC=2)C2=CC=CC=C12.[Cl-]
LogP
0.929 at · 0.929 at 20℃
Substances of Very High Concern (SVHC) Candidate List
4 · [4-[[4-anilino-1-naphthyl][4-(dimethylamino)phenyl]methylene]cyclohexa-2,5-dien-1-ylidene] dimethylammonium chloride (C.I. Basic Blue 26) (2580-56-5)
CAS DataBase Reference
2580 · 2580-56-5(CAS DataBase Reference)
EWG's Food Scores
1 · 1-4
FDA UNII
1 V8UTB56C · Z1V8UTB56C
EPA Substance Registry System
4 · Methanaminium, N-[4-[[4-(dimethylamino)phenyl][4-(phenylamino)-1-naphthalenyl]methylene]-2,5-cyclohexadien-1-ylidene]-N-methyl-, chloride (2580-56-5)
UNSPSC Code
12171500 · 12171500
NACRES
25 · NA.25
Symbol(GHS)
5 · GHS05,GHS07,GHS09
Signal word
Danger
Hazard statements
302 · H302-H314-H317-H410
Precautionary statements
260 · P260-P273-P280-P301+P312-P303+P361+P353-P305+P351+P338
PPE
95 · dust mask type N95 (US), Eyeshields, Faceshields, Gloves
Hazard Codes
Xn
Risk Statements
22 · 22-36
Safety Statements
26 · 26
RIDADR
3077 · UN 3077 9 / PGIII
WGK Germany
3 · 3
TSCA
TSCA listed
HS Code
32129000 · 32129000
Storage Class
8 B · 8B - Non-combustible corrosive hazardous materials
Hazard Classifications
4 OralAquatic · Acute Tox. 4 OralAquatic Acute 1Aquatic Chronic 1Eye Dam. 1Skin Corr. 1Skin Sens. 1
REACH Registrations
Inactive
Hazard Classes and Categories · 2 items

Acute Tox. 4 (84.8%)

Acute toxicity - category 3

Safety data

PPE
dust mask type N95 (US), Eyeshields, Faceshields, Gloves
wgk
3
tsca
TSCA listed
ridadr
UN 3077 9 / PGIII
hs_code
32129000
risk_code
22-36
Signal word
Danger
Symbol(GHS)
GHS05,GHS07,GHS09
hazard_code
Xn
safety_code
26
Storage Class
8B - Non-combustible corrosive hazardous materials
Hazard statements
H302-H314-H317-H410
REACH Registrations
Inactive
Hazard Classifications
Acute Tox. 4 OralAquatic Acute 1Aquatic Chronic 1Eye Dam. 1Skin Corr. 1Skin Sens. 1
Precautionary statements
P260-P273-P280-P301+P312-P303+P361+P353-P305+P351+P338
Phosphorus oxitrichloride
Yellow adhesive
N,N-Dimethylaniline
N-phenylnaphthylamine
4-(dichloro(4-(diethylamino)phenyl)methyl)-N,N-diethylbenzenamine
4,4'-Bis(dimethylamino)benzhydrol
1-Naphthylamine
Additional notes · 1 item

DefinitionChEBI: Victoria blue B is an iminium salt composed of 4-{(4-anilinonaphthalen-1-yl)[4-(dimethylamino)phenyl]methylidene}-N,N-dimethylcyclohexa-2,5-dien-1-iminium and chloride ions in a 1:1 ratio. It binds to nucleic acids and can be used in standardised staining techniques suitable for automated cell-pattern recognition. It has a role as a histological dye and a fluorochrome. It is an iminium salt and an organic chloride salt. It contains a victoria blue B(1+).