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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)

Quality Level

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

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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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