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MilliporeSigma

227935

Sigma-Aldrich

Azure B

prepared by direct synthesis

Synonym(s):

N,N,N′-Trimethylthionin, Azure I, Methyleneazure

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About This Item

Empirical Formula (Hill Notation):
C15H16ClN3S
CAS Number:
Molecular Weight:
305.83
Colour Index Number:
52010
Beilstein/REAXYS Number:
3922630
EC Number:
MDL number:
UNSPSC Code:
12171500
PubChem Substance ID:
NACRES:
NA.47

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Quality Level

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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1 of 4

This Item
A4043B5388PHR2484
application(s)

diagnostic assay manufacturing
hematology
histology

application(s)

diagnostic assay manufacturing
hematology
histology

application(s)

diagnostic assay manufacturing
hematology
histology

application(s)

pharmaceutical small molecule

form

powder

form

powder

form

powder

form

powder

solubility

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

solubility

H2O: 1 mg/mL

solubility

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

solubility

-

assay

>85.0% (HPLC)

assay

-

assay

-

assay

-

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

300

storage temp.

room temp

storage temp.

room temp

storage temp.

room temp

storage temp.

2-8°C

Application

Azure B has been used in M′Fadyean stain to visualize Bacillus anthracis capsule.[1]

Biochem/physiol Actions

Azure B is a cationic dye. It is part of the Romanowsky stain, which is used for staining of blood films.[2] It is also used for the localization of nucleic acids and lignin.[3]

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Barbara J. Bain, Imelda Bates, Mike A Laffan
Dacie and Lewis Practical Haematology (2016)
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)
Anél Petzer et al.
Toxicology and applied pharmacology, 258(3), 403-409 (2011-12-27)
Methylene blue (MB) has been shown to act at multiple cellular and molecular targets and as a result possesses diverse medical applications. Among these is a high potency reversible inhibition of monoamine oxidase A (MAO-A) that may, at least in
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

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