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307505

Sigma-Aldrich

Methylene Violet 3RAX

Dye content 90 %

Synonym(s):

3-Amino-7-(diethylamino)-5-phenyl phenazinium chloride, 3-Amino-7-(diethylamino)-5-phenylphenazinium chloride, N,N-Diethylphenosafranine

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About This Item

Empirical Formula (Hill Notation):
C22H23ClN4
CAS Number:
Molecular Weight:
378.90
Colour Index Number:
50206
MDL number:
UNSPSC Code:
12171500
PubChem Substance ID:
NACRES:
NA.47

Assay

>90.0% (HPLC)

form

solid

composition

Dye content, 90%

mp

285 °C (dec.) (lit.)

λmax

557 nm

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

SMILES string

[Cl-].CCN(CC)c1ccc2nc3ccc(N)cc3[n+](-c4ccccc4)c2c1

InChI

1S/C22H22N4.ClH/c1-3-25(4-2)18-11-13-20-22(15-18)26(17-8-6-5-7-9-17)21-14-16(23)10-12-19(21)24-20;/h5-15,23H,3-4H2,1-2H3;1H

InChI key

MOVNSGGBTSIUGX-UHFFFAOYSA-N

General description

Methylene violet 3RAX [MV3RAX, 3-amino-7-(diethylamino)-5-phenyl phenazinium chloride] is a phenazinium dye and is cationic in nature. It has several applications in staining chemistry. Methylene violet 3RAX dye has an antimalarial property. It is used as a probe for investigating guest–host interactions in dendrimers and this may have relevance in drug–DNA interactions.

Application

Methylene Violet 3RAX has been used as a reagent in a preparation of citrate methylene violet, which is used for staining yeast cells. It is also used as an internal standard in tandem mass spectrometry (MS/MS) for the quantification of methylene blue in blood samples.

Storage Class Code

11 - Combustible Solids

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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Supravital staining of mitochondria with phenosafranin dyes.
S BRENNER
Biochimica et biophysica acta, 11(4), 480-486 (1953-08-01)
Phenazinium dyes methylene violet 3RAX and indoine blue bind to DNA by intercalation: Evidence from structural and thermodynamic studies
Saha I
Dyes and Pigments, 96, 81-91 (2013)
Quantification of cationic anti-malaria agent methylene blue in different human biological matrices using cation exchange chromatography coupled to tandem mass spectrometry
Burhenne J
Journal of Chromatography. B, Analytical Technologies in the Biomedical and Life Sciences, 863, 273-282 (2008)

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