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Acriflavine

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Identification
Molecular formula
C14H14ClN3
CAS number
8063-24-9
IUPAC name
acridine-3,6-diamine;9-methylacridin-10-ium-3,6-diamine;chloride
State
State
Acriflavine is generally solid at room temperature. It comes in the form of a crystalline powder, which is stable under normal conditions of temperature and pressure.
Melting point (Celsius)
263.00
Melting point (Kelvin)
536.15
Boiling point (Celsius)
208.00
Boiling point (Kelvin)
481.15
General information
Molecular weight
265.74g/mol
Molar mass
265.7600g/mol
Density
1.1170g/cm3
Appearence

Acriflavine typically appears as a reddish-brown powder. It is commonly used in its hydrochloride form, in which the compound appears as red to reddish-brown crystals or crystalline powder. The compound's bright color is attributed to its structure, which allows for specific light absorption characteristics, leading to fluorescence under certain conditions.

Comment on solubility

Solubility of Acridine-3,6-Diamine; 9-Methylacridin-10-ium-3,6-diamine; Chloride

The solubility of acridine-3,6-diamine; 9-methylacridin-10-ium-3,6-diamine; chloride is influenced by several factors due to its complex structure. Here are some key points regarding its solubility:

  • Polarity: The presence of amino groups (-NH2) leads to increased polarity, which generally enhances solubility in polar solvents such as water.
  • Ionic Nature: As a chloride salt, the ionization of the compound in solution often results in improved solubility in aqueous systems.
  • Hydrogen Bonding: The ability to form hydrogen bonds can further influence solubility. The amino groups present in the structure can interact with water molecules, facilitating dissolution.
  • Solvent Interaction: Solubility may differ significantly in non-polar solvents due to the hydrophobic nature of the acridine moiety, which tends to be poorly soluble in those environments.

In summary, while acridine-3,6-diamine; 9-methylacridin-10-ium-3,6-diamine; chloride exhibits good solubility in polar solvents, its behavior in non-polar mediums may vary, reflecting the complex interactions dictated by its chemical architecture. As the saying goes, "Like dissolves like," making solvent choice crucial for understanding the overall solubility characteristics of this compound.

Interesting facts

Interesting Facts about Acridine-3,6-Diamine; 9-Methylacridin-10-ium-3,6-Diamine; Chloride

Acridine-3,6-diamine derivatives represent a fascinating class of organic compounds with significant implications in both academia and industry. Here are some engaging facts about these compounds:

  • Historical Significance: The acridine structure has been pivotal in the development of dyes and pharmaceuticals since the early 20th century.
  • Biological Activity: Compounds derived from acridine, including the diamine derivatives, have shown potential as antimicrobial agents and can interact with nucleic acids, making them valuable in medicinal chemistry.
  • Applications in Research: Due to their unique fluorescent properties, acridine compounds are often utilized in biochemistry and molecular biology for labeling and imaging purposes, particularly in the study of cellular functions.
  • Versatile Chemical Behavior: Acridine derivatives can undergo various chemical transformations, including oxidation and nitration, which allow for the synthesis of a wide range of functionalized products.
  • Structure-Activity Relationship (SAR): Researchers often investigate how subtle modifications to the acridine structure can greatly influence its biological activity, making it a subject of interest in drug design.

In conclusion, acridine-3,6-diamine and its methylated variant, 9-methylacridin-10-ium-3,6-diamine, highlight the intersection of organic chemistry and pharmacology. As one delves deeper into the study of these compounds, the potentials for new discoveries become increasingly apparent.

Synonyms
SCHEMBL25348298
NS00126055