Acriflavine hydrochloride

For research use only. Not for therapeutic Use.

  • CAT Number: I044731
  • CAS Number: 69235-50-3
  • Molecular Formula: C27H27Cl3N6
  • Molecular Weight: 541.90
  • Purity: ≥95%
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Acriflavine hydrochloride (Acriflavinium chloride hydrochloride) is a fluorescent acridine dye that can be used to label nucleic acid[1][2]. Acriflavine hydrochloride is an antiseptic. Acriflavine hydrochloride is a potent HIF-1 inhibitor, with antitumor activity. Acriflavine hydrochloride has antimicrobial and antiviral activities[3][4][5]. Acriflavine hydrochloride is a potent papain-like protease (PLpro) inhibitor, which inhibits SARS-CoV-2[6]


Catalog Number I044731
CAS Number 69235-50-3
Synonyms

acridine-3,6-diamine;10-methylacridin-10-ium-3,6-diamine;chloride;dihydrochloride

Molecular Formula C27H27Cl3N6
Purity ≥95%
InChI 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
InChIKey MKLTXAHQKDVBLY-UHFFFAOYSA-N
SMILES C[N+]1=C2C=C(C=CC2=CC3=C1C=C(C=C3)N)N.C1=CC(=CC2=NC3=C(C=CC(=C3)N)C=C21)N.Cl.Cl.[Cl-]
Reference

[1]. L M Chan, et al. Interaction of acriflavine with DNA and RNA. J Mol Biol. 1969 Mar 28;40(3):491-5.
 [Content Brief]

[2]. Thomas Meinelt, et al. 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]. Tao Yin, et al. HIF-1 Dimerization Inhibitor Acriflavine Enhances Antitumor Activity of Sunitinib in Breast Cancer Model. Oncol Res. 2015; 22(3): 139-145.
 [Content Brief]

[4]. Román Martí-Díaz, et al. 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.
 [Content Brief]

[5]. Yoshihiro Shimoji, et al. 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.
 [Content Brief]

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

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