01675
Acriflavine hydrochloride
purum
Synonym(s):
3,6-Diamino-10-methylacridinium chloride hydrochloride, Euflavine
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About This Item
grade
purum
mp
260 °C (dec.) (lit.)
fluorescence
λex 463 nm; λem 490 nm in ethanol
suitability
suitable for fluorescence
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
General description
mixture of 3,6-diamino-10-methyl-acridiniumchloride hydrochloride and 3,6-diamino-acridine-dihydrochloride
Application
Acriflavine (Euflavine) is a fluorescent dye used as a biological stain and an antiseptic fungicide effective agent against parasitic infections. Acriflavine inhibits mitochondriogenesis.
Other Notes
A mixture of 3,6-diamino-10-methylacridinium (acriflavin) and 3,6-diaminoacridine (proflavin)
Regulatory Information
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Mako Kawai et al.
Microbiology and immunology, 53(9), 481-486 (2009-08-26)
The antimicrobial action of acriflavine, a quaternary ammonium compound, on Staphylococcus aureus was studied by electron microscopic observation. The bactericidal activity of acriflavine was dose-dependent over the 4 hr of exposure time. Scanning electron micrographs showed a wavy wrinkled cell
Ezzatollah Keyhani et al.
Annals of the New York Academy of Sciences, 1171, 284-291 (2009-09-03)
Acriflavine is an antiseptic, fungicide, and effective agent against parasitic infections, inducing petite mutation in the yeast Saccharomyces cerevisiae and kinetoplast loss in Trypanosomidae. Here we showed that acriflavine caused both apoptosis and necrosis in the yeast Candida utilis. Cells
KangAe Lee et al.
Proceedings of the National Academy of Sciences of the United States of America, 106(42), 17910-17915 (2009-10-07)
HIF-1 is a heterodimeric transcription factor that mediates adaptive responses to hypoxia and plays critical roles in cancer progression. Using a cell-based screening assay we have identified acriflavine as a drug that binds directly to HIF-1alpha and HIF-2alpha and inhibits
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