Structure via PubChem · Public domain (PubChem)
acriflavine
Sign in to saveAlso known as Acriflavinium chloride
Acriflavine (INN: acriflavinium chloride) is a topical antiseptic. It has the form of an orange or brown powder. It may be harmful in the eyes or if inhaled. It is a dye and it stains the skin and may irritate. The hydrochloride form is more irritating than the neutral form. It is derived from acridine. Commercial preparations are often mixtures with proflavine. It is known by a variety of commercial names.
Chemical data
- Formula
- C27H25ClN6
- Molecular weight
- 469 g/mol
- IUPAC name
- acridine-3,6-diamine;10-methylacridin-10-ium-3,6-diamine;chloride
- 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-]
- InChIKey
- PEJLNXHANOHNSU-UHFFFAOYSA-N
- Polar surface area
- 121 Ų
- H-bond donors
- 4
- H-bond acceptors
- 6
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
1,305 papers- Proflavine/acriflavine derivatives with versatile biological activities.Journal of applied toxicology : JAT · 2020
- Acriflavine, an Acridine Derivative for Biomedical Application: Current State of the Art.Journal of medicinal chemistry · 2022
- Repurposing of Acriflavine to Target Chronic Myeloid Leukemia Treatment.Current medicinal chemistry · 2021
- Acriflavine-Functionalized Silica@Manganese Ferrite Nanostructures for Synergistic Radiation and Hypoxia Therapies.ACS applied bio materials · 2023
- Acriflavine, a clinically approved drug, inhibits SARS-CoV-2 and other betacoronaviruses.Cell chemical biology · 2022
via PubMed
Wikidata facts
- Subclass of
- mixture
- Mass
- 469
- Image
- Acriflavinium chloride substance photo.jpg
Show 4 more facts
- canonical SMILES
- [Cl-].C[N+]1=C2C=C(N)C=CC2=CC2=C1C=C(N)C=C2
- chemical formula
- C₂₇H₂₅ClN₆
- NCI Thesaurus ID
- C76253
- Commons category
- Acriflavine
Sources (3)
via Wikidata · CC0
~2 min read
Encyclopedic overview
8 sectionsContents
- Uses
- Medical use
- Other uses
- Research
- Legal status
- Australia
- References
- External links
Acriflavine (INN: acriflavinium chloride) is a topical antiseptic. It has the form of an orange or brown powder. It may be harmful in the eyes or if inhaled. It is a dye and it stains the skin and may irritate. The hydrochloride form is more irritating than the neutral form. It is derived from acridine. Commercial preparations are often mixtures with proflavine. It is known by a variety of commercial names.
==Uses== ===Medical use=== Acriflavine was developed in 1912 by Paul Ehrlich, a German medical researcher, and was used during the First World War against sleeping sickness and as a topical antiseptic.
Excerpted from Wikipedia’s “acriflavine” article, available under the CC BY-SA 4.0 licence.