Structure via PubChem · Public domain (PubChem)
proflavine
Sign in to saveAlso known as 3,6-acridinediamine, Proflavina, Diaminoacridine, 3,6-diaminoacridine, Proflavin, Proflavinum, 2,8-Diaminoacridine
Proflavine, also called proflavin and diaminoacridine, is an acriflavine derivative, a disinfectant bacteriostatic against many gram-positive bacteria. It has been used in the form of the dihydrochloride and hemisulfate salts as a topical antiseptic, and was formerly used as a urinary antiseptic.
Chemical data
- Formula
- C13H11N3
- Molecular weight
- 209.25 g/mol
- IUPAC name
- acridine-3,6-diamine
- SMILES
- C1=CC(=CC2=NC3=C(C=CC(=C3)N)C=C21)N
- InChIKey
- WDVSHHCDHLJJJR-UHFFFAOYSA-N
- XLogP
- 1.8
- Polar surface area
- 64.9 Ų
- H-bond donors
- 2
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
- Indications
- squamous cell carcinoma, Barrett's esophagus, Genital neoplasm, female, uterine cancer
via ChEMBL · EBI
Research
1,027 papers- Proflavine/acriflavine derivatives with versatile biological activities.Journal of applied toxicology : JAT · 2020
- Acriflavine and proflavine hemisulfate as potential antivirals by targeting M(pro).Bioorganic chemistry · 2022
- Proflavine, proflavine dihydrochloride, proflavine hemisulphate and proflavine monohydrochloride.IARC monographs on the evaluation of the carcinogenic risk of chemicals to humans · 1980
- Excited-State Dynamics of Proflavine after Intercalation into DNA Duplex.Molecules (Basel, Switzerland) · 2022
- Ultrafast spectroscopy study of DNA photophysics after proflavine intercalation.The Journal of chemical physics · 2024
via PubMed
Wikidata facts
- Mass
- 209.095
- Has use
- medication
Show 5 more facts
- chemical formula
- C₁₃H₁₁N₃
- canonical SMILES
- C1=CC(=CC2=NC3=C(C=CC(=C3)N)C=C21)N
- World Health Organisation international non-proprietary name
- proflavine
- subject has role
- mutagen
- Commons category
- Proflavine
via Wikidata · CC0
~1 min read
Encyclopedic overview
1 sectionsContents
- References
Proflavine, also called proflavin and diaminoacridine, is an acriflavine derivative, a disinfectant bacteriostatic against many gram-positive bacteria. It has been used in the form of the dihydrochloride and hemisulfate salts as a topical antiseptic, and was formerly used as a urinary antiseptic.
Proflavine is also known to have a mutagenic effect on DNA by intercalating between nucleic acid base pairs. It differs from most other mutagenic components by causing basepair-deletions or basepair-insertions and not substitutions. In the presence of light, proflavine can induce double-stranded breaks in DNA.
Excerpted from Wikipedia’s “proflavine” article, available under the CC BY-SA 4.0 licence.