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Acriflavine hydrochloride 69235-50-3

Acriflavine hydrochloride 69235-50-3

CAS No.: 69235-50-3

Acriflavine saltloride is a highly efficient fluorescent acridine dye that can be used for labeling. AcriflavineHCl is a
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Acriflavine saltloride is a highly efficient fluorescent acridine dye that can be used for labeling. Acriflavine HCl is a preservative. Acriflavine HCl is a HIF-1 dye with anti-tumor activity. Acriflavine HCl has antibacterial effects. and antiviral effect. Acriflavin HCl is a PLpro dye that can inhibit SARS-CoV-2.

Physicochemical Properties


Molecular Formula C27H28CL4N6
Molecular Weight 578.363
Exact Mass 576.112
CAS # 69235-50-3
Related CAS # Acriflavine;8048-52-0
PubChem CID 443101
Appearance Brown to reddish brown solid powder
Hydrogen Bond Donor Count 4
Hydrogen Bond Acceptor Count 6
Rotatable Bond Count 0
Heavy Atom Count 34
Complexity 486
Defined Atom Stereocenter Count 0
InChi Key PEJLNXHANOHNSU-UHFFFAOYSA-N
InChi Code

InChI=1S/C14H13N3.C13H11N3.ClH/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;1H
Chemical Name

acridine-3,6-diamine;10-methylacridin-10-ium-3,6-diamine;chloride
HS Tariff Code 2934.99.9001
Storage

Powder-20°C 3 years

4°C 2 years

In solvent -80°C 6 months

-20°C 1 month

Note: Please store this product in a sealed and protected environment, avoid exposure to moisture.
Shipping Condition Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity


References

[1]. Interaction of acriflavine with DNA and RNA. J Mol Biol. 1969 Mar 28;40(3):491-5.

2.0.CO;2">[2]. Effects of Calcium Content and Humic Substances on the Toxicity of Acriflavine to Juvenile Zebrafish Danio rerio. Journal of Aquatic Animal Health, 14:1, 35-38.

[3]. HIF-1 Dimerization Inhibitor Acriflavine Enhances Antitumor Activity of Sunitinib in Breast Cancer Model. Oncol Res. 2015; 22(3): 139-145.

[4]. Acriflavine, a Potent Inhibitor of HIF-1α, Disturbs Glucose Metabolism and Suppresses ATF4-Protective Pathways in Melanoma under Non-Hypoxic Conditions. Cancers (Basel). 2021 Jan; 13(1): 102.

[5]. A putative transcription regulator involved in the virulence attenuation of an acriflavine-resistant vaccine strain of Erysipelothrix rhusiopathiae, the causative agent of swine erysipelas. Vet Microbiol. 2019 Dec;239:108488.

[6]. Acriflavine, a clinically aproved drug, inhibits SARS-CoV-2 and other betacoronaviruses. bioRxiv 2021.03.20.436259.

Additional Infomation 3,6-Diamino-10-methylacridinium chloride mixt. with 3,6-acridinediamine. Fluorescent dye used as a local antiseptic and also as a biological stain. It intercalates into nucleic acids thereby inhibiting bacterial and viral replication.
See also: Acriflavine (annotation moved to).

Solubility Data


Solubility (In Vitro) DMSO : ~25 mg/mL (~46.13 mM)
Solubility (In Vivo) Solubility in Formulation 1: 2.5 mg/mL (4.61 mM) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), suspension solution; with sonication.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: 2.5 mg/mL (4.61 mM) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), suspension solution; with ultrasonication.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 1.7290 mL 8.6451 mL 17.2903 mL
5 mM 0.3458 mL 1.7290 mL 3.4581 mL
10 mM 0.1729 mL 0.8645 mL 1.7290 mL
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.