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227935

Sigma-Aldrich

Azure B

prepared by direct synthesis

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Synonym(s):
N,N,N′-Trimethylthionin, Azure I, Methyleneazure
Empirical Formula (Hill Notation):
C15H16ClN3S
CAS Number:
531-55-5
Molecular Weight:
305.83
Colour Index Number:
52010
Beilstein:
3922630
EC Number:
208-511-2
MDL number:
MFCD00011935
UNSPSC Code:
12171500
PubChem Substance ID:
24853664
NACRES:
NA.47

Quality Level

200

Assay

>85.0% (HPLC)

form

powder

mp

205-210 °C (dec.) (lit.)

solubility

water: 1 mg/mL, blue to very deep blue

λmax

648 nm

ε (extinction coefficient)

≥13000 at 241-247 nm
≥36000 at 287-293 nm
≥67000 at 638-644 nm

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

SMILES string

C[N+](C)=C(C=C1)C=C(C1=N2)SC3=C2C=CC(NC)=C3.[Cl-]

InChI

1S/C15H15N3S.ClH/c1-16-10-4-6-12-14(8-10)19-15-9-11(18(2)3)5-7-13(15)17-12;/h4-9H,1-3H3;1H

InChI key

DNDJEIWCTMMZBX-UHFFFAOYSA-N

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Application

Azure B has been used in M′Fadyean stain to visualize Bacillus anthracis capsule.

Biochem/physiol Actions

Azure B is a cationic dye. It is part of the Romanowsky stain, which is used for staining of blood films. It is also used for the localization of nucleic acids and lignin.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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U.S. Forest Service research note FPL (1964)
A simple, reliable M'Fadyean stain for visualizing the Bacillus anthracis capsule
Owen MP
Journal of Microbiological Methods, 92, 264-269 (2013)
Barbara J. Bain, Imelda Bates, Mike A Laffan
Dacie and Lewis Practical Haematology (2016)
F S Archibald
Applied and environmental microbiology, 58(9), 3110-3116 (1992-09-01)
The discovery in 1983 of fungal "ligninases" capable of catalyzing the peroxidation of nonphenolic aromatic lignin components has been seen as a major advance in understanding how certain basidiomycete fungi can completely degrade lignin. The ability of these lignin-type peroxidases
C J Kligora et al.
Modern pathology : an official journal of the United States and Canadian Academy of Pathology, Inc, 12(12), 1143-1147 (2000-01-05)
Distinguishing heavily pigmented melanocytes from melanophages on routine hematoxylin and eosin slides can be difficult. Melanin bleaching with potassium permanganate solution is a traditional means of removing melanin from tissues and can be used before immunohistochemical staining to remove any
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