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Merck
CN

121266

Acriflavine hydrochloride

Dye content 90 %

Synonym(s):

3,6-Diamino-10-methylacridinium chloride hydrochloride, Euflavine

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About This Item

CAS Number:
8063-24-9
PubChem Substance ID:
329749631
UNSPSC Code:
12171500
Beilstein/REAXYS Number:
6265525
MDL number:
MFCD00069039

Key Documents

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SMILES string

[Cl-].Cl[H].Cl[H].Nc1ccc2cc3ccc(N)cc3nc2c1.C[n+]4c5cc(N)ccc5cc6ccc(N)cc46

InChI

1S/C14H13N3.C13H11N3.3ClH/c1-17-13-7-11(15)4-2-9(13)6-10-3-5-12(16)8-14(10)17;14-10-3-1-8-5-9-2-4-11(15)7-13(9)16-12(8)6-10;;;/h2-8H,1H3,(H3,15,16);1-7H,14-15H2;3*1H

InChI key

MKLTXAHQKDVBLY-UHFFFAOYSA-N

composition

Dye content, 90%

mp

260 °C (dec.) (lit.)

λmax

465 nm

Other Notes

A mixture of 3,6-diamino-10-methylacridinium (acriflavin) and 3,6-diaminoacridine (proflavin)

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 2 - Eye Dam. 1

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
82598MJ
45797KJ
40696CJ
05721LS
06607BH

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RNA synthesis by isolated mammalian mitochondria and nuclei: effects of ethidium bromide and acriflavin..
R R Meyer et al.
Archives of biochemistry and biophysics, 148(2), 425-430 (1972-02-01)
Biosynthesis of yeast mitochondria. Drug effects on the petite negative yeast kluyveromyces lactis.
A A Luha et al.
Biochemical and biophysical research communications, 44(2), 396-402 (1971-07-16)
Euflavin and ethidium bromide; inhibitors of mitochondriogenesis in regenerating rat liver.
H De Vries et al.
FEBS letters, 7(4), 347-350 (1970-05-01)
Shizuka Nakayama et al.
Chemical communications (Cambridge, England), 47(16), 4766-4768 (2011-03-15)
The ubiquitous bacterial biofilm regulator, c-di-GMP can form G-quadruplexes at physiological conditions in the presence of some aromatic compounds, such as acriflavine and proflavine. The fluorescence of these compounds is quenched upon c-di-GMP binding and some of the formed c-di-GMP
B S Lopes et al.
Journal of medical microbiology, 60(Pt 2), 211-215 (2010-10-23)
Acinetobacter baumannii is a Gram-negative pathogenic bacterium that often exhibits a multidrug-resistant phenotype causing infections at various sites of the body and increasingly leading to septicaemic shock. This study evaluated the role of acriflavine, a frameshift mutagen, on the movement
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