Structure via PubChem · Public domain (PubChem)
phenanthridine
Sign in to saveAlso known as 3,4-benzoisoquinoline, 3,4-benzoquinoline, 6-phenanthridine, 9-azaphenanthrene, benzo[c]quinoline
Phenanthridine is a nitrogen heterocyclic compound with the formula . It is a colorless solid, although impure samples can be brownish. It is a precursor to DNA-binding fluorescent dyes through intercalation. Examples of such dyes are ethidium bromide and propidium iodide. Phenanthridine was discovered by Amé Pictet and H. J. Ankersmit in 1891.
Chemical data
- Formula
- C13H9N
- Molecular weight
- 179.22 g/mol
- IUPAC name
- phenanthridine
- SMILES
- C1=CC=C2C(=C1)C=NC3=CC=CC=C23
- InChIKey
- RDOWQLZANAYVLL-UHFFFAOYSA-N
- XLogP
- 3.5
- Polar surface area
- 12.9 Ų
- H-bond donors
- 0
- H-bond acceptors
- 1
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 179.073
Show 3 more facts
- chemical formula
- C₁₃H₉N
- canonical SMILES
- C1=CC=C2C(=C1)C=NC3=CC=CC=C23
- Commons category
- Phenanthridine
via Wikidata · CC0
~5 min read
Encyclopedic overview
8 sectionsContents
- Structure
- Preparation
- Reactions
- Metabolism
- Research
- Medicinal chemistry
- Hydropthenanthridines
- References
Phenanthridine is a nitrogen heterocyclic compound with the formula . It is a colorless solid, although impure samples can be brownish. It is a precursor to DNA-binding fluorescent dyes through intercalation. Examples of such dyes are ethidium bromide and propidium iodide. Phenanthridine was discovered by Amé Pictet and H. J. Ankersmit in 1891.
== Structure== Structurally, the molecule is flat but otherwise unremarkable.
Excerpted from Wikipedia’s “phenanthridine” article, available under the CC BY-SA 4.0 licence.